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Black History Month: Celebrating Old City’s African American Heritage

Written by St. Augustine Mortgage Syndicated User on . Posted in About OldCity, Art, Culture & Music, Black History, Black History in Old City, Black History Month, City Blog, Civil Rights, Community, History & Heritage, History and heritage, St. Augustine, St. Augustine Mortgage.

Steps of the Monson Hotel, in St. Augustine, where Dr. Martin Luther King Jr. was arrested on in 1964.

This plaque reads “These steps were salvaged when the Monson Hotel was demolished in 2003 and remain tribute to Dr. Martin Luther King Jr. who was arrested here in 1964.”

Black History Month offers a chance to experience St. Augustine with fresh perspective, to think about the history in each cobblestone or brick you tread upon. While many visitors arrive knowing the city as the nation’s oldest, fewer realize how deeply African American history is woven into its story from the very beginning. These stories are not confined to one site or era. They appear across the city, in historic neighborhoods, preserved landmarks, and cultural spaces that continue to share them today.

This month is an opportunity to explore those connections more fully. From the early Africans who helped shape the colonial city, to the founding of Fort Mose, to the growth of Lincolnville and the pivotal role St. Augustine played in the Civil Rights Movement, our Old City holds layers of history that reward a closer look. As you move from place to place, each stop adds context, turning a visit into a deeper understanding of how African American heritage continues to shape St. Augustine’s past and present.

The Story Begins Before America

Painting about black historyLong before the United States was a nation, St. Augustine was already a crossroads where cultures met, mixed, and made history. When Spanish explorer Pedro Menendez de Avilés founded the city in 1565, he came with sailors, soldiers, settlers, and yes, people of African descent. Research by the U.S. National Park Service shows that both free and enslaved Africans were among the early residents who helped build and sustain the new settlement. These early Africans worked on fortifications, cleared land, and contributed to the community’s survival.

These beginnings highlight something potent and beautiful: Black history here did not start in the 1800s or the Civil Rights era. It was there from the very beginning. And that long arc of history is part of what makes this Old City so unique.

Fort Mose: America’s First Free Black Town

Exterior view of Fort Mose historic state park

If there is one place in St. Augustine that uniquely embodies Black history in America, it is Fort Mose Historic State Park. Established in 1738 as Gracia Real de Santa Teresa de Mose, this was the first legally sanctioned free Black settlement in what would become the United States. Runaway slaves from British colonies escaped south to Spanish Florida because Spain offered freedom to those who converted to Catholicism and pledged loyalty to the Spanish Crown.

Imagine people seeking freedom, walking miles through swamps and forests with nothing but hope. When they reached St. Augustine and found refuge at Fort Mose, they built a community there. Men, women, and children tilled land, raised families, and served as militia members to help defend the colony. Their sacrifices changed history long before the American Revolution.

In 2025 a full-scale reconstructed Fort Mose opened to the public near the original site, giving visitors a chance to walk where these brave souls lived, learned, and fought for freedom. Exploring this site is humbling and uplifting in equal measure. And if you are planning a February visit, the park’s Fort Mose Jazz and Blues Series is a celebration of culture and resilience featuring world-class performers over multiple weekends.

Lincolnville: The Heartbeat of a Community

Historic Lincolnville Walk

Just a short stroll from the Plaza de la Constitución lies a neighborhood that sings with untold stories. Lincolnville began as a settlement by freed Black people in the years after the Civil War and grew into a thriving and vibrant community. Today the neighborhood is home to the Lincolnville Museum and Cultural Center, a place where the African American experience is preserved with care and pride.

The Lincolnville Museum sits in the former Excelsior School, which was St. Augustine’s first public high school for Black students. It opened as a museum in 2005 and now features exhibits, lectures, lectures, and programs that highlight Black achievements and contributions to this city.

Walking through Lincolnville is like stepping into an intimate dialogue with history itself. You can almost hear the laughter of children once taught in that schoolhouse and feel the spirit of community gatherings held on its grounds. There is a deep sense that every street and corner has a story waiting to be shared.

Civil Rights in the Old City

Black and white photo of white and black men swimming together in public pool in protest of segregation.

Photo Courtesy of floridahumanities.org

While the stories of early freedom seekers and thriving Black neighborhoods are essential, so too is the story of struggle and change.

In the 1960s St. Augustine became a powerful chapter in the Civil Rights Movement. Local leaders like dentist Dr. Robert B. Hayling were instrumental in organizing protests, sit-ins, and marches that captured national attention and helped put pressure on lawmakers in Washington. The events here were part of what led to the passage of the Civil Rights Act of 1964. Today Dr. Robert B. Hayling Freedom Park stands as a thoughtful and reflective place honoring that history.

Another layer of civil rights memory lies at the Hilton Historic Bayfront Hotel, built on the site of the former Monson Motor Lodge, where Dr. Martin Luther King Jr. and others were arrested during protests. The hotel preserves the steps where King was taken into custody and includes a marker commemorating the struggle. Visiting these places today is both grounding and inspiring. These are reminders that our shared freedoms were fought for bravely and sometimes with great personal cost.

The Living Legacy in Art, Music, and Culture

Fort Mose Jazz and Blues Series

Black history in St. Augustine is not only about museums and old buildings. It lives in art galleries, in performances, in music, and in the rhythms of community celebrations.

St. Augustine’s Black history has inspired contemporary art exhibitions and gallery showings. For example, local spaces will often highlight African American artists during February, showcasing works that connect present-day voices with ancestral narratives.

Likewise, the city’s deep connection with music is part of the heritage too. The jazz and blues tradition that pulses through the Fort Mose performances is not just entertainment. It is a living tribute to resilience, joy, sorrow, and celebration woven into the African American experience.

While you are here, consider finding opportunities to hear stories in live performances or join a community conversation at one of our local libraries. The Anastasia Island Library will host talks and programs during Black History Month featuring historians like David Nolan who explore the earliest Black settlers and their legacy in Old City.

Explore at Your Pace

St Augustine is rich with places that give context to African American heritage. Here are a few essential places to explore on your own or as part of a local tour:

  • Fort Mose Historic State Park – First legally sanctioned free Black town in the present United States. It tells a story of freedom, community, and resilience.

  • Lincolnville Museum and Cultural Center – A living archive of local African American stories, art, and history.

  • Dr. Robert B. Hayling Freedom Park – A tribute to local civil rights activism.

  • Hilton Historic Bayfront Hotel (Monson Motor Lodge) – Civil rights landmark with markers and preserved history.

  • Accord Freedom Trail – Here you can gather information for a self guided tour of 20 out of 31 completed markers showing areas in St Augustine of American History. Open Tuesday – Friday 10am to 3pm. Call to schedule an appointment, (904) 347-1382.

If you want a historical perspective with a modern twist, the new St. Augustine Black History App is a great digital companion. Available for both Apple and Android devices, it maps historical places, significant people, themes, and timelines, helping you dive deeper into the stories that shaped Florida’s Historic Coast.

Make the Most of Your Visit

Black History Month is a great time to visit the Oldest City because it allows you to explore history in both structured and spontaneous ways. You can attend scheduled events, or you can create your own walking tour through neighborhoods like Lincolnville or along the riverfront sites that once bore witness to historic moments.

To make your exploration even richer, link history with other experiences in town. If you are interested in preservation and architecture you may enjoy our article on St. Augustine’s Foundation that explores some of the oldest buildings with stories that intersect with Spanish colonial architecture. You might also like to check out one of our older Black History Month posts to tie in some information missing from this post.

If you want to learn more about St. Augustine’s history of local activism, our post on Dr. Martin Luther King Jr. in St. Augustine and our post on Martin Luther King Jr. Day can give you a better understand of the part St Augustine played in the Civil Rights Movement. And be sure to check out our calendar listing for the Jazz at the Excelsior happening this February.

Why This Matters

Black women in St. Augustine protesting during civil rights movement

Black History Month is more than a date on the calendar. It is an opportunity to reflect on stories that have often been overlooked. It is a chance to honor lives filled with courage, creativity, and strength. It is a reminder that the history of St. Augustine is not a single story, but a tapestry woven by many voices.

In St. Augustine the African American story stretches from the earliest days of European contact through hard-won freedoms and civil rights victories. It is stitched into the very fabric of the city’s identity.

As you wander our streets during Black History Month, take a moment to feel the weight of history beneath your feet and the promise of future stories yet to be told. There is no better place to celebrate the resilience of the human spirit and the enduring power of community.

Disclaimer: Every effort is made to ensure the accuracy of the information in this article. Please credit OldCity.com when sharing and re-posting.

The post Black History Month: Celebrating Old City’s African American Heritage appeared first on St. Augustine, FL | Oldcity.com.

Winter Restaurant Week in St. Augustine: Historic Dining Experiences in the Ancient City

Written by St. Augustine Mortgage Syndicated User on . Posted in Attractions & Sightseeing, City Blog, Food, Historic Dining, History & Heritage, St. Augustine, St. Augustine Mortgage, Where to Eat, Winter, Winter Attractions.

Exterior image of St. Augustine 19th century carriage house.

Image courtesy of https://www.facebook.com/carriagewayBB/.

Winter in St. Augustine has a rhythm all its own. The air cools just enough to make evening walks along cobblestone streets comfortable, restaurant doors glow warmly after sunset, and dining rooms inside centuries-old buildings feel especially inviting. This is the season when the Ancient City slows down and shows off its soul, particularly through its food.

While summer brings crowds and heat, winter invites lingering meals and relaxed reservations. Outdoor courtyards become pleasant places to gather, historic interiors stay comfortable, and chefs have more room to shine. For food lovers and history enthusiasts alike, winter is the ideal time to experience St. Augustine’s most memorable restaurants, where exceptional cuisine is paired with authentic architectural heritage.

Columbia Restaurant

A St. Augustine Institution

Image of a large group of people sitting at a long table. The Columbia Restaurant on St. George Street remains one of the most iconic dining destinations in St. Augustine. Part of a family-owned tradition that began in Tampa’s Ybor City in 1905, the St. Augustine location brings Spanish and Cuban cuisine into the heart of the historic district. From the moment you step inside, the restaurant feels rooted in tradition. Hand-painted Spanish tiles, wrought iron accents, ornate fountains, and glowing lantern-style lighting create an atmosphere that feels transportive without feeling formal.

Signature dishes anchor the experience. The famous 1905 Salad, prepared tableside, remains a must-order for first-time visitors and returning guests alike. Paella dishes showcase saffron rice layered with seafood, chicken, and vegetables, while roast pork and fresh seafood selections reflect generations of family recipes. Winter evenings elevate the experience, especially in the Mediterranean-style courtyard, where cooler air allows diners to linger comfortably and soak in the surroundings. Dining at the Columbia feels less like checking off a restaurant and more like participating in a long-standing St. Augustine tradition.

The Raintree Restaurant

Victorian Elegance and Fine Dining

19th century style building lit up with Christmas lights.The Raintree Restaurant offers a quieter, more intimate experience inside a restored Victorian home built in 1879. Each dining room feels personal and warm, with architectural details that remind you this was once a private residence. The atmosphere encourages conversation and unhurried meals, making it ideal for special occasions or relaxed winter evenings.

The menu focuses on refined cuisine, including prime steaks, fresh seafood, lamb, and poultry, all prepared with careful attention to technique and presentation. A thoughtfully curated wine list enhances the experience, while craft cocktails round out the evening. During winter, the Raintree’s courtyard becomes a welcoming option rather than a seasonal novelty, and many guests extend their visit by stopping at the Dessert Bar for crepes, espresso drinks, or after-dinner cocktails. It is the kind of place where time slows naturally.

Old City House

Worldly Flavors in a Historic Home

Closeup image of grilled chicken and sides.Just off St. George Street, Old City House offers an inviting blend of historic ambiance and globally inspired cuisine. The restored 19th-century building provides a cozy dining room where exposed architectural elements hint at the structure’s past without overpowering the experience. The setting feels refined yet approachable.

The menu features creative takes on seafood, pasta, beef, lamb, and pork, often incorporating international flavors and seasonal ingredients. Winter dining here feels especially comfortable, with smaller crowds and an atmosphere that encourages lingering over conversation and dessert. Old City House is a favorite among locals and visitors seeking a meal that feels thoughtfully curated rather than overly touristic.

Cafe Alcazar

Lunch in a Gilded Age Landmark

Black and white photo of large court yard inside Hotel Alcazar, now called the Lightner Museum.

Cafe Alcazar delivers one of the most unique dining environments in St. Augustine. Located inside the Lightner Museum, the restaurant occupies what was once the indoor swimming pool of Henry Flagler’s Alcazar Hotel, built in 1887. Dining beneath soaring ceilings in a space designed for Gilded Age leisure adds an undeniable sense of occasion to lunch.

The menu leans toward fresh, thoughtfully prepared dishes that often highlight Mediterranean and contemporary American influences. Winter brings a calmer pace to both the museum and the cafe, allowing diners to enjoy the setting without the bustle of peak tourist season. Many visitors choose to explore the Lightner Museum before or after their meal, turning lunch into a full cultural experience rather than a quick stop.

Namaste Indian Tandoori Food

Global Flavors in the Historic District

Image of a traditional Indian dish.Namaste Indian Tandoori Food brings bold, aromatic flavors to St. Augustine at 2180 US Highway 1 South, conveniently located for travelers heading to or from the historic downtown area. The casual, family-friendly restaurant offers a welcoming atmosphere with colorful décor that creates a warm contrast to the coastal and Southern cuisine that dominates the Ancient City’s dining scene.

The menu highlights traditional North Indian dishes, including tandoori specialties cooked in a clay oven, rich curries, fragrant biryanis, and freshly baked naan. Winter is an ideal time to enjoy these warming dishes, when spices and slow-simmered sauces feel especially comforting. While located outside the historic district, Namaste represents how St. Augustine’s culinary landscape continues to evolve, offering diverse global flavors alongside its historic dining establishments.

People eating outside under twinkling lights and trees at Harry's Seafood Bar and Grille in St. Augustine.

Image Credit: Harry’s Seafood Bar & Grille

Harry’s Seafood Bar & Grille

New Orleans Flavor Meets Old St. Augustine

Housed in a late 1800s commercial building, Harry’s Seafood Bar and Grille brings the bold flavors of New Orleans to the Ancient City. The lively atmosphere, generous portions, and Cajun and Creole classics like gumbo, jambalaya, and blackened fish make it a standout option during cooler months.

The historic storefront adds depth to the experience, reminding diners that St. Augustine has long been a crossroads of cultures. Winter evenings make these hearty dishes especially satisfying, and the relaxed, energetic environment keeps Harry’s a consistent favorite for both locals and visitors.

O.C. White’s Seafood and Spirits

Bayfront Dining with Deep Roots

Image of six different dishes offered at oc whites

Image credit: O.C. White’s Restaurant

O.C. White’s Seafood and Spirits sits inside the historic General Worth House, built around 1790, overlooking Matanzas Bay. Few dining experiences in St. Augustine offer such a strong connection between food, setting, and location. Guests can choose between historic interior dining rooms, a tropical courtyard, or waterfront seating with expansive bay views.

The menu focuses on fresh seafood, including popular items like crab cakes and locally caught fish, alongside steaks and pasta dishes. Live music adds energy to the evening without overwhelming conversation. Winter temperatures make outdoor dining especially enjoyable, allowing guests to watch boats glide across the water while enjoying a relaxed meal. Free on-site parking also makes O.C. White’s one of the easiest historic restaurants to access downtown.

Carriage Way Bed & Breakfast

Historic and Charming Dinning Experience

Front exterior view of 19th century building at dusk. Soft yellow lights run along the second floor balcony and first floor patio.For those looking for a historic place to stay, which also happens to serve thoughtfully prepared breakfasts, The Carriage Way Bed & Breakfast Carriage Way Bed and Breakfast offers an intimate historic experience in the heart of St. Augustine, housed in a restored early 19th-century carriage house. The building’s smaller scale and architectural details give it the feel of a private residence rather than a bustling hotel or restaurant. Tucked away from the main streets, it provides a peaceful setting that reflects the quieter side of the city’s history, especially inviting during the cooler winter months.

While primarily known for its lodging, Carriage Way is equally appreciated for its breakfasts, which are included for guests each morning. Seasonal ingredients and careful presentation elevate the meal beyond a typical continental offering. In winter, dining indoors feels particularly cozy, with the historic structure creating a sense of warmth and comfort. Carriage Way stands out as an example of how hospitality and history come together, offering a dining experience that feels personal, unhurried, and deeply connected to St. Augustine’s past.

Why Winter Makes All the Difference

Winter transforms dining in St. Augustine in subtle but important ways. Cooler temperatures make historic buildings more comfortable, outdoor courtyards more inviting, and walking between restaurants more enjoyable. Reservations are often easier to secure, and service feels more relaxed and personal.

Dining in these historic spaces becomes about more than the food. It becomes a way to connect with St. Augustine’s layered history, from Spanish colonial roots to Victorian elegance and Gilded Age grandeur. Winter offers the time and space to truly appreciate those stories, one meal at a time.

Disclaimer: Every effort is made to ensure the accuracy of the information in this article. Please credit OldCity.com when sharing and re-posting.

The post Winter Restaurant Week in St. Augustine: Historic Dining Experiences in the Ancient City appeared first on St. Augustine, FL | Oldcity.com.

New Year, New Discoveries: Winter Adventures and Cozy Indoor Escapes in Old City

Written by St. Augustine Mortgage Syndicated User on . Posted in Attractions & Sightseeing, City Blog, Cozy spots, Kid Friendly, Nights of Lights, St. Augustine, St. Augustine Mortgage, Things to Do, Tours, What to Do, Where to Eat, Where to Stay, Winter, winter activities.

Image contains two people walking down a street with trees and building.

Winter in St. Augustine isn’t about hibernating indoors or battling blizzards. While the rest of the country bundles up against bone-chilling winds, our cobblestone streets remain perfectly walkable under gentle sunshine and mild temperatures hovering in the comfortable 60s and 70s. This is the season when the Ancient City truly comes alive with twinkling lights, fewer crowds, and that magical quality of discovery that makes every corner feel like you’re the first person to find it.

Whether you’re a snowbird escaping the cold or a local looking to rediscover your hometown, winter offers the perfect combination of outdoor exploration and cozy indoor retreats. This guide will take you through the best winter walks, unique tours, fascinating museum experiences, and warm gathering spots that make St. Augustine’s cooler months the ideal time to experience everything Old City has to offer. Get ready to fill your calendar with adventures both grand and intimate.

Walking Into History: Perfect Winter Strolls

Visitors on St George Street, St AugustineThe beauty of St. Augustine in winter is that you can actually enjoy walking without melting into a puddle of sweat. The cooler air transforms the historic district into an ideal setting for leisurely strolls where you can take your time reading plaques, admiring architecture, and stopping for photos without the summer heat rushing you along.

Start your walking adventure on St. George Street, the pedestrian thoroughfare that serves as the city’s beating heart. Unlike the crowded summer months, winter gives you space to breathe and really absorb the atmosphere. Pop into local boutiques without fighting through crowds, or duck into one of the cafes for a warm drink while watching street performers. The northern end leads you to treasures like the Huguenot Cemetery and the Oldest Wooden School House, both wonderfully atmospheric in the softer winter light.

For a longer walk that combines history with natural beauty, head to Anastasia State Park just minutes from downtown. The four-mile stretch of shoreline becomes almost meditative in winter, perfect for peaceful beach strolls where you can actually hear the waves. The park’s ancient sand dunes and hardwood forest hiking trails offer a different character in the cooler season.

The Bridge of Lions provides one of the most iconic walks in the city. This historic drawbridge connecting St. Augustine to Anastasia Island looks especially dramatic during golden hour, when the winter sun sits lower in the sky and bathes the Matanzas River in warm light. The stone lion statues guarding the bridge make for perfect photo opportunities, and the views never get old no matter how many times you cross.

Tours Worth Taking

A group of people raising a glass to the camera.

Winter is actually the best time to join one of St. Augustine’s many tours. The comfortable temperatures mean you’re not suffering through a trolley ride in oppressive heat, and the smaller crowds give tour guides more opportunity to share stories and answer questions. Old Town Trolley offers hop-on, hop-off service throughout the city, and their drivers know every hidden gem and historical tidbit worth sharing. It’s the ideal way to get your bearings, especially if this is your first visit or you’re trying to cover a lot of ground.

For something more intimate, walking tours take on new life in winter. Walking tours through the historic district work better when you’re not constantly seeking shade or gulping water. Your guide can take time at each stop, and you’ll actually remember the details instead of just focusing on how hot you are. Ghost tours become even spookier when darkness falls earlier, and there’s something about crisp winter evening air that makes those haunted history stories hit differently.

Indoor Adventures: Museums That Transport You

Front exterior view of "Oldest Store Museum" facade.

When you do want to escape into air-conditioned comfort, St. Augustine’s museum scene delivers experiences that go way beyond dusty displays behind glass. The Lightner Museum tops most must-visit lists, and for good reason. Housed in the former Alcazar Hotel from 1888, this stunning building showcases a fine collection of 19th-century art and Victorian-era antiques, along with mechanical musical instruments that still work. The museum’s most unique feature is Café Alcazar, located in what used to be the hotel’s indoor swimming pool. Having lunch surrounded by this architectural marvel is an experience you won’t find anywhere else. Reservations are recommended, especially during peak winter season.

The St. Augustine Pirate & Treasure Museum offers exactly the kind of interactive, immersive experience that works for visitors of all ages. Located across from the Castillo de San Marcos, this museum holds over 800 authentic pirate artifacts, including Thomas Tew’s treasure chest (the only known authentic pirate treasure chest in the world) and one of only three surviving authentic Jolly Roger flags. The exhibits created by Disney Imagineers bring the Golden Age of Piracy to life through multi-sensory experiences. You can fire a cannon on the gun deck, explore a replica pirate ship, and search for hidden discovery drawers throughout the museum marked with skulls and crossbones. It’s particularly popular during the cooler months when families want a break from outdoor activities but still crave adventure.

The Colonial Quarter provides an entirely different kind of experience. This living history museum recreates life in 16th, 17th, and 18th-century St. Augustine with costumed interpreters demonstrating blacksmithing, colonial crafts, and military drills. The hands-on activities keep everyone engaged regardless of the weather.

Don’t overlook the Gonzalez-Alvarez House, also known as the oldest house museum complex. The oldest surviving Spanish colonial dwelling in the city offers guided tours where history comes alive through personal stories of the families who lived there. The ornamental garden becomes a peaceful retreat where you can sit and imagine what life was like centuries ago.

The Castillo Connection

Image of Castillo de San Marcos stone tower and walls at sunset

No discussion of St. Augustine indoor activities would be complete without the Castillo de San Marcos National Monument. While technically outdoors, this massive stone fortress completed in the late 17th century provides enough covered areas and thick walls to offer shelter from any winter chill. It’s the oldest masonry fortification in the country, and winter is actually the perfect time to explore it without waiting in lines.

The Castillo uses large indoor spaces for exhibits about fort history and military life, complete with period weapons and artifacts. Rangers give regular talks throughout the day, and the views from the gun deck over Matanzas Bay are particularly beautiful under winter’s softer light.

Cozy Gathering Spots

After a day of exploration, winter evenings in St. Augustine call for warm, welcoming spaces where you can settle in and reflect. The historic district is filled with restaurants housed in centuries-old buildings, many with fireplaces and intimate lighting.

Local bars and pubs along the cobblestone streets host happy hours that feel especially inviting when there’s a slight chill in the air. Several offer live music throughout the week, creating that perfect atmosphere where you can enjoy a craft cocktail or local beer. Coffee shops take on new importance in winter, serving as warming stations between activities and gathering spots where locals and visitors mingle over excellent brews.

Special Winter Experiences

Fort Matanzas, a small stone watch post, sitting as a silent sentry on the Matanzas river.

Fort Matanzas National Monument offers a different perspective on Spanish colonial defense strategies with its 18th-century fortified watchtower. The National Park Service operates free ferry rides to the fort (note: ferry service is not available on Tuesdays and Wednesdays, and boarding passes are first-come, first-served at the visitor center). When operating, the experience of arriving by boat and exploring this smaller but equally historic fort provides a unique glimpse into Florida’s Spanish past, and the surrounding nature trails showcase the coastal ecosystem beautifully.

Fort Mose Historic State Park provides a deeply important and interactive museum experience at the site of the first free African settlement in the United States. This historically significant location offers educational exhibits about the people who fled slavery and found freedom in Spanish Florida. The winter months provide ideal conditions for exploring the grounds and taking time to truly absorb the weight of the history preserved here.

Anastasia State Park becomes a winter haven for nature lovers who want to experience Florida’s coastal ecosystem without summer’s heat. The 139 campsites accommodate both RVs and tents. Beyond the beach, the park offers fishing, canoeing, kayaking, and birdwatching opportunities, with more wildlife visible when temperatures are cooler.

Making the Most of Winter Weather

St. Augustine’s winter weather is wonderfully mild but unpredictable. You might need a light jacket in the morning and be in short sleeves by afternoon. The key is layering and keeping flexible plans. The mild temperatures averaging in the mid-60s to low-70s during the day (with cooler nights in the 40s and 50s) make this perfect for those who find summer’s heat oppressive.

Beyond the Obvious

One of winter’s greatest gifts in St. Augustine is discovering places that summer crowds might overshadow. The St. Augustine Art Association showcases local and regional artists in a historic building worth visiting just for the architecture. The Old Jail Museum, designed in 1891, offers tours led by guides in period attire that become more personal and atmospheric with smaller winter groups.

Image contains the entrance way of a hotel decorated in many holiday lights and ornaments.Planning Your Winter Visit

Winter in St. Augustine runs roughly from December through March, with each month offering different experiences. December brings the full force of Nights of Lights and holiday festivities. January and February offer the most tranquil experience with the smallest crowds and best deals on accommodations.

Book accommodations in the historic district to maximize walkability and minimize driving. Many bed and breakfasts and historic inns offer winter packages that include breakfast, parking, and sometimes tour tickets.

The Winter Advantage

The biggest advantage of visiting St. Augustine in winter is the sense of discovery that comes from having space to explore. You can stand at the city gates and read historical markers without crowds. Museums feel less rushed. Tour guides have time for extended conversations.

The restaurants you’ve read about have tables available without advance reservations. The historic inns offer better rates and availability. The trolleys have empty seats. These practical benefits transform a good visit into a great one, proving that the best time to visit isn’t always when the weather is perfect but when the experience is most authentic.

Your Winter Adventure Awaits

A view of St. Augustine buildings from the river set against a pink and soft orange sky at sunset, which is reflected in the calm water.

Whether you’re drawn to the history embedded in the Castillo, the interactive adventure of the Pirate Museum, the artistic treasures of the Lightner, or simply walking quiet streets while the rest of the country shivers, winter in St. Augustine offers something special. The season invites both grand adventures and small discoveries, outdoor exploration and cozy indoor retreats.

The new year brings new opportunities to experience Old City in ways summer visitors never see. The softer light, cooler air, and smaller crowds reveal a different side of America’s oldest city, one where history feels personal, where you can create your own pace, and where every day offers both comfort and discovery. Your winter adventure in the Ancient City is waiting.

 

Disclaimer: Every effort is made to ensure the accuracy of the information in this article. Please credit OldCity.com when sharing and re-posting.

The post New Year, New Discoveries: Winter Adventures and Cozy Indoor Escapes in Old City appeared first on St. Augustine, FL | Oldcity.com.

Historic Walking Tours Series: Off the Beaten Path

Written by St. Augustine Mortgage Syndicated User on . Posted in About OldCity, Attractions & Sightseeing, City Blog, Culture & Music, Fall, Fall Activities, Family Friendly, Historic, History & Heritage, Sightseeing, St. Augustine, St. Augustine Mortgage, Walking tours.

Sometimes the best stories live on the quietest streets.

View of the St. Augustine Lighthouse & Maritime Museum from a wooden nature walkway.

St. Augustine Lighthouse

St. Augustine is famous for its big landmarks: The soaring Castillo, the bustling shops of St. George Street, the postcard-perfect views along the bayfront, these spots deserve their fame, but the real magic of the Nation’s Oldest City often lingers in the places visitors skip. Tucked behind historic homes, hidden beyond the beaten paths, and woven into neighborhoods few travelers reach, St. Augustine holds stories that never make it into the standard sightseeing loop.

This post kicks off our Historic Walking Tours Series by shining a light on three remarkable walks that reveal a different side of the city. These routes are quieter. They are richer in detail. They bring you closer to the lives of the people who shaped St. Augustine across centuries.

If you are ready to explore beyond the usual highlights and discover what most visitors never see, start with these three walks.

Why Explore Beyond the Main Attractions?

Short answer: Because the most fascinating history often happens where the crowds are not.

Off the beaten path walks let you experience St. Augustine the way locals do. You wander shaded side streets, hear stories tied to family homes instead of fort walls, and enjoy the calm rhythm of neighborhoods that hold centuries of heritage without the downtown bustle. These spaces shine a brighter light on everyday lives. They show how communities grew, changed, struggled, and thrived. They add emotional depth to the city’s more familiar historical timeline.

Exploring beyond the main circuit invites a richer kind of connection. It slows you down, sharpens your attention, and gives you a deeper sense of place.

Featured Walking Tour 1: The Lincolnville Hidden History Walk

Historic Lincolnville Walk

If there is one neighborhood every traveler should explore, it is Lincolnville. Most visitors never make it south of King Street, yet Lincolnville is one of the most historically powerful places in St. Augustine. Founded in 1866 by freed men and women after the Civil War, the neighborhood became a center of African American life, culture, business, and activism for more than a century.

This walk takes you through streets lined with nineteenth and early twentieth century homes, many still lived in and loved. You pass historic churches that served as community anchors. You learn about civil rights leaders who shaped national conversations. And you stand in places that witnessed some of the most important local events of the Civil Rights Movement.

Highlights may include:

  • The site associated with Dr. Robert B. Hayling, a key leader in the movement, the Excelsior School building, now the Lincolnville Museum and Cultural Center
  • St. Cyprian’s Episcopal Church and other historic places of worship
  • Marsh front backstreets that still carry the feeling of the neighborhood’s earliest days

This walk is perfect for visitors who want a story with emotional weight. It celebrates courage, community, and resilience. It offers context that deepens every other historic stop in the city. And it invites you to understand St. Augustine in a more complete, more human way.

Tours vary throughout the year, and some are offered during special heritage events. Check OldCity.com for the latest schedule and offerings.

Featured Walking Tour 2: Old Spanish Quarter Backstreets Tour

Sometimes the smallest spaces hold the biggest charm. That is exactly what you discover on a walk through the Old Spanish Quarter’s narrow side alleys and unassuming offshoots. While most travelers stay on St. George Street, this tour slips behind the scenes to showcase the hidden corners that reflect daily life during the First Spanish Period.

Instead of the major attractions, you wander cobblestone lanes, peek at tiny courtyards, and stop at coquina homes that visitors often pass without noticing. These streets reveal how everyday people lived, cooked, slept, prayed, and worked. It is a quieter, more intimate look at Spanish colonial life.

Highlights may include:

  • Aviles Street’s lesser known side lanes
  • Small archaeological pockets with surprising stories
  • Coquina structures tucked behind modern storefronts
  • Lesser known colonial era burial sites and plazas

This walk is perfect for architecture lovers, photographers, and anyone who likes to wander with curiosity. It pairs well with downtown browsing but feels entirely different from the typical sightseeing route.

Featured Walking Tour 3: St. Augustine Lighthouse and Wild Spaces Walk

iamge of trail and trees, shrubbery seen during First Day Hike at Anastasia State Park

History and nature intertwine beautifully on Anastasia Island. Most visitors cross the Bridge of Lions for the beaches, but this tour reveals a deeper story.

The walk centers around maritime history and the people who worked the waters long before St. Augustine became a tourist destination. It also highlights the island’s wild beauty, its coastal habitats, and its long connection to navigation and survival.

Highlights may include:

  • The grounds surrounding the St. Augustine Lighthouse
  • Salt Run and its old maritime access points
  • Former Coast Guard and boat building sites
  • Trails lined with interpretive signs that blend natural and cultural history

This route is peaceful, scenic, and full of character. It is ideal for visitors who enjoy walking while learning and love a good mix of fresh air and storytelling.

Some tours partner with the St. Augustine Lighthouse or local naturalists. Others operate seasonally. Check OldCity.com for up to date details.

Tips for Getting the Most Out of Your Walk

A little preparation makes any walking tour more enjoyable. Here are a few quick suggestions.

  • Wear comfortable shoes. Historic streets can be uneven and some routes cover several blocks.
  • Bring water, especially in warmer months. St. Augustine can be sunny even in winter.
  • Consider an early start. Morning light is beautiful for photos and the temperatures are cooler.
  • Check schedules ahead of time. Some tours run seasonally or during special events.
  • Look for small details. Window shutters, rooflines, shell paths, architectural materials, and courtyard gates all have stories.
  • Ask questions. Guides love sharing deeper insight and often have neighborhood specific knowledge you will not find anywhere else.

Self Guided Options and Additional Resources

Old Spanish Quarries

If you prefer to explore on your own, you can adapt many of these routes into personal adventures. Lincolnville has interpretive markers, street side plaques, and a museum worth visiting. The Old Spanish Quarter is one of the easiest areas to wander without a guide. Anastasia Island offers several small walking trails and public access points that pair beautifully with lighthouse visits.

For more ideas, self guided routes, or updated tour listings, browse the OldCity.com event calendar or the St. Augustine City Blog for seasonal suggestions.

Best Times of Year for Walking Tours

You can walk St. Augustine at any time of year, but certain seasons offer extra advantages.

  • Fall and spring bring comfortable temperatures and lower humidity.
  • Winter offers crisp mornings, golden light, and quieter streets.
  • Summer mornings can be beautiful if you start early before the heat builds.

Tours often increase during major festivals or heritage months, so the best time to walk might also coincide with special programming.

A Final Note for Explorers

Aerial view of St. Augustine neighborhood

Photo Credit: trolleytours.com

Off the beaten path tours offer something special. They let you experience St. Augustine through its quieter corners, its neighborhood stories, and its lived history. These walks create space to slow down, listen closely, and see the city with new eyes.

Whether you choose the powerful history of Lincolnville, the intimate backstreets of the Old Spanish Quarter, or the scenic maritime stories of Anastasia Island, each route brings you closer to the heart of the Nation’s Oldest City.

Start with the tour that speaks to you and plan your next adventure from there. St. Augustine is full of stories waiting to be discovered.

Disclaimer: Every effort is made to ensure the accuracy of information on the City Blog. Sharing and re-posting this blog is encouraged. Please credit OldCity.com when sharing. Photo Credits: OldCity.com

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St. Augustine Open for Christmas

Written by St. Augustine Mortgage Syndicated User on . Posted in Art, Culture & Music, Attractions & Sightseeing, Christmas, City Blog, Fall Activities, Holiday Events, Nights of Lights, Shopping, Special Events, St. Augustine, St. Augustine Mortgage, Things to Do, What to Do, Where to Eat.

From the glow of Nights of Lights to cozy dinners and family walks on the beach, here’s how to enjoy the Ancient City during Christmas week.

Exterior of a Spanish style home decorated in Christmas lights and decorations.

A City Wrapped in Lights

There’s something magical about Christmas in St. Augustine. The air feels softer, the cobblestones seem to sparkle, and the glow of three million white lights stretches across every palm, bridge, and balcony. It’s a season that transforms the Nation’s Oldest City into a storybook scene, where visitors come from all over the world just to walk beneath the lights.

If you’re spending the holidays here, you’ll find that St. Augustine takes Christmas at a gentle pace. Many restaurants and attractions give their teams the day off, while others close a little early on Christmas Eve so everyone can enjoy time with family. The upside is that the city itself never sleeps — the lights stay on, the plazas glow, and the streets are open for peaceful evening walks under the stars. By the next day, shops, tours, and cafés reopen ready to welcome you back. Just remember to plan ahead, make reservations, and call before you go so you can relax and enjoy every moment.

Nights of Lights: The Heart of the Season

Old Town Trolley NOL Tours

St. Augustine’s world-famous Nights of Lights runs from mid-November through January 11th, 2026 and it’s the reason many visitors come for the holidays. The event covers the entire historic district in a blanket of tiny white lights, creating a romantic and family-friendly atmosphere that’s as walkable as it is photogenic.

A quick reminder: Nights of Lights is a walking event, not a drive-through. The magic is in wandering through the narrow streets, exploring the shops and cafés that glow from within, and watching the reflections dance on the bayfront. With that said, there are plenty of shuttle, tours bus, and carriage services to give your feet a break.

For transportation, check OldCity’s Nights of Lights page for details about special shuttles, trolley routes, and parking options. Whether you take a carriage ride, hop on a boat tour, or simply stroll along the Plaza de la Constitución, this is the moment that makes St. Augustine sparkle brightest.

Pro tip: Arrive before dusk, wear comfortable shoes, and linger as the lights flicker to life.

Christmas Eve and Christmas Day in the Ancient City

Christmas in St. Augustine feels different in the best way. The city slows down, the crowds thin out, and the lights seem to shine a little softer. Here’s what to expect around the holiday itself.

Christmas Eve:

Many restaurants and attractions will close early so staff can celebrate with their families. If you’re planning to dine out, make a reservation well in advance and confirm holiday hours. A late afternoon walk through the Plaza is a perfect pre-dinner tradition, especially when the bells start to ring from nearby churches.

Shop local during the Holly Jolly Shopping SpreeChristmas Day:

While many places close completely, there are still plenty of ways to enjoy the day.

  • St. Augustine Alligator Farm is open from 10 a.m. to 4 p.m., offering a fun, family-friendly outing that’s unique to our coastal corner of Florida.
  • Downtown remains open for walking and photography. The shops will be closed, but the light displays continue to glow beautifully in the quiet streets.
  • A beach walk on St. Augustine Beach or Vilano Beach is one of the best ways to start or end Christmas Day. Bring coffee and watch the sunrise, or visit at sunset when the sand cools and the sky turns pink.

And if you prefer to stay in and enjoy a special meal, consider ordering ahead. Both Outer Banks Boil Company and Asado Life offer delicious take-home options for the holiday.

Where to Eat and Order Ahead

A man in a black apron and hat standing on a balcony with the beach in the background pouring out a seafood boil (crab legs, crawfish, corn on the cob) out onto a red and white checkered table cloth.

Photo Credit: Outer Banks Boil Company

Dining in St. Augustine during Christmas week is a treat all its own. The city’s restaurants fill with the smell of mulled wine, seafood, and fresh bread, and many places decorate their patios with garland and twinkle lights.

Most eateries are open leading up to Christmas, though hours may vary. For those planning ahead, Outer Banks Boil Company offers a classic Lowcountry boil that you can pick up before the holiday, perfect for a laid-back dinner at your rental or vacation home. Asado Life also offers order-ahead experiences with premium meats and sides, ideal for a festive meal without the fuss. While they’re closed on Christmas Day, you can order early and heat up a feast in comfort.

For those looking to dine out, consider Cordova Coastal Chophouse & Bar at the Casa Monica Hotel or The Aviles Restaurant at the Hilton St. Augustine Bayfront — both known for refined menus and festive ambiance that make any holiday evening feel special.

If you’re venturing out to dine, make reservations early, especially for Christmas Eve. After Christmas Day, most restaurants reopen with regular hours and a cheerful post-holiday buzz that carries through New Year’s Eve.

Holiday Shopping and Last-Minute Gifts

If you’re visiting St. Augustine during the holidays, make time to explore the city’s festive markets and local boutiques. They’re full of handcrafted treasures, coastal-inspired décor, and unique gifts you won’t find anywhere else.

Start your shopping season a little early at the Holiday Shoppes, a two-day event on November 22 and 23 at the First Coast Cultural Center in Ponte Vedra Beach. It’s a great place to find fine art, handmade jewelry, and distinctive holiday gifts before the December rush.

If you’re arriving closer to Christmas, plan to visit The Christmas Market St. Augustine for a cozy, hometown-style shopping experience running from November 15 – December 24, 2025 (Closed on Thanksgiving – November 27, 2025). This open-air market features local vendors, festive food, and live music — the perfect setting for finding that last-minute gift or sipping hot cocoa under the lights.

And don’t miss the Lightner Museum Holiday Market on Thursday, December 4 from 5 p.m.- 8 p.m., where artisans and makers fill the historic courtyard with handcrafted goods and seasonal décor. It’s one of the most picturesque shopping experiences in the Ancient City.

After browsing the markets, wander through downtown’s boutiques along St. George, King, and Aviles Streets. Most stay open through Christmas Eve for last-minute finds, then reopen after the holiday with special post-Christmas sales.

Family Fun and Relaxed Adventures

St. Augustine Nights of LightsFamilies can visit the St. Augustine Alligator Farm, which is open daily including Christmas Day, for an up-close look at incredible wildlife and thrilling zip-line experiences.

Once the holiday itself passes, St. Augustine opens back up to its usual pace — lively, scenic, and full of discoveries. Outdoor lovers can stretch their legs at Fort Mose Historic State Park or Anastasia State Park, both open for peaceful walks, bird watching, and scenic coastal views. Add in a quiet beach walk on Vilano or St. Augustine Beach, and you’ve got the perfect mix of nature and relaxation to balance the holiday bustle.

Boat tours, carriage rides, and museum visits also resume right after Christmas, giving visitors plenty of ways to enjoy the final weeks of Nights of Lights without the early-December crowds. For couples, an evening lights cruise or cozy dinner at a bayfront restaurant is the perfect way to unwind after the holidays.

Travel Tips for Holiday Week

Visiting during Christmas week is magical, but it’s best to come prepared.

  • Call ahead for hours and reservations, especially for dining and attractions.
  • Use shuttles to avoid downtown parking challenges during Nights of Lights.
  • Wear layers — Florida winters can shift from warm afternoons to cool evenings.
  • Plan your timing — early evenings are less crowded and still full of sparkle.
  • Check closures — most restaurants and attractions are closed on Christmas Day, though reopen December 26.

OldCity’s event listings and Nights of Lights guide are your best friends for real-time updates, shuttle routes, and local tips.

A Bright Holiday in the Nation’s Oldest City

Experience Nights of Lights in St. Augusttine

Even when doors close on Christmas Day, St. Augustine never truly stops shining. Between the glow of Nights of Lights, the call of the ocean, and the charm of its historic streets, the city offers a peaceful, picture-perfect way to celebrate the season.

Whether you’re walking hand in hand under the lights, sharing a delicious meal with friends, or simply watching the sun rise over the beach, St. Augustine serves up the perfect blend of warmth and wonder.

Disclaimer: Every effort is made to ensure the accuracy of information on the City Blog. Sharing and re-posting this blog is encouraged. Please credit OldCity.com when sharing. Photo Credits: OldCity.com

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St. Augustine Veterans Day Events 2025

Written by St. Augustine Mortgage Syndicated User on . Posted in American Pride, Celebration, Ceremony, City Blog, Community, Fall, Family Friendly, History & Heritage, Holiday Events, Kid Friendly, Special Events, St. Augustine, St. Augustine Mortgage, Veterans Day.

Image of a lighthouse against a clear blue sky. To the left of the lighthouse is an American flag. To the right is text which reads,

In a city where every cobblestone has a story, Veterans Day in St. Augustine feels especially meaningful. The morning light hits the ramparts of Castillo de San Marcos, flags ripple along the Bridge of Lions, and neighbors gather with pride to honor those who have served. It’s not a day of grand parades but of genuine moments: handshakes, shared memories, and the warmth of a small town saying thank you.

This year, take the time to celebrate those who answered the call. Honor those who continue to share their stories with reserved strength. From heartfelt tributes at Anastasia Baptist Church to veteran discounts and offers, St. Augustine’s Veterans Day events blend history, hospitality, and gratitude in the way only the Nation’s Oldest City can.

Veterans Day Celebration at Anastasia Baptist Church

image of child's hand, in foreground, holding small American flag on stick; in background dark jacket with medals pinned to left side. Veteran's Day Memorial

The anchor event in St. Augustine is the annual Veterans Day Celebration at Anastasia Baptist Church, 1650 A1A South. The program is on Tuesday, November 11. Doors open at 9:00 a.m. and the ceremony begins at 11:00 a.m. The event is free and open to the public.

This year’s program, titled “Passing the Torch,” honors veterans from World War II through the most recent engagements. Expect veteran remarks, musical tributes from the St. Johns County Chamber Singers, JROTC cadet escorts, and special displays such as the Traveling Vietnam and War on Terror Walls in the atrium. There will also be display tables from local nonprofits and military groups. The celebration is hosted by the St. Johns County Veterans Council and the Military Officers Association of America, Ancient City Chapter.

Plan to arrive early for parking and a good seat. The program tends to be moving and community focused, with many local groups and families in attendance. For the latest details check the event listing on OldCity.com.

Ceremonies, Community Programs, and Activities

A crowd of people sitting around a gazebo in St. Augustine's plaza for a free concert.

Beyond the main church celebration, several smaller gatherings and community activities take place around town in the days surrounding Veterans Day. Local churches, veterans’ groups, museums, and civic organizations often host readings, musical tributes, and informational displays. Many museums and historic sites run veteran-focused programming or offer special admission policies for military visitors. For up-to-date listings check OldCity.com’s calendar.

If you enjoy low-key ways to take part, look for display tables at the main celebration, museum talks, or pop-up events in the Plaza de la Constitución and nearby historic areas.

Veterans Discounts and Offers

image of American Flag with Statue of Liberty shadowed in on right side; four soldiers dressed in combat gear, holding rifles on left side

St. Augustine businesses regularly show gratitude with veteran and military discounts. Some attractions offer free admission to active military or discounts to veterans year-round. Restaurants and shops in the historic district sometimes run small Veterans Day specials or give a complimentary item to service members. These offers can change each year so ask on arrival and carry proof of service or military ID. For a summary of common discounts and participant attractions see regional visitor guides.

Pal Day in St. Augustine

Pal Day is a long-standing tradition in St. Augustine that offers free or reduced admission to participating attractions for active duty and retired military personnel and their families. The event typically takes place in December and includes a free lunch provided at the Elks Lodge for military attendees. Participating sites vary year to year but commonly include local favorites such as the St. Augustine Lighthouse, Ripley’s, the Alligator Farm, and more. While the grounds of Castillo de San Marcos are available, the fort itself is currently closed. Check here for updates and operating times. If you plan on participating in the Pal Day celebration, remember to bring military ID and check the current participant list.

Pal Day is one of those community moments that feels like St. Augustine at its best. Attractions, volunteers, and businesses come together to create a day of fun and appreciation for service members and their families.

Supporting Local Veterans

A line of veterans marching behind a drab green jeep in the veterans parade

Honoring veterans is not only a one-day event. St. Augustine supports veterans through ongoing organizations and programs. Consider connecting with or donating to local groups such as the Veterans Council of St. Johns County, the Military Officers Association of America Ancient City Chapter, and other nonprofits that provide resources and outreach. Volunteer opportunities, donation drives, and veteran support services are available year-round. Your time, donations, or referrals to resources make a difference.

Plan Your Visit

In honor of our veterans' service to our nation, the Castillo de San Marcos will be open Free to the public on Veterans Day,

Here are practical tips for attending Veterans Day events in St. Augustine:

  • Arrive early for the Anastasia Baptist Church program. Doors open at 9:00 a.m. and the ceremony starts at 11:00 a.m.
  • Dress in layers. November in northeast Florida is usually mild but mornings can be cool.
  • If you need accessibility accommodations contact venues ahead of time. Many hosts are veteran friendly and happy to help.
  • Check OldCity.com for last-minute updates and full event listings.

Closing

Side profile of an Eagle's face set before an American flag

Veterans Day in St. Augustine is both simple and sincere. Whether you attend the church celebration, personally thank someone who served, or find a quiet moment at a museum, the day is about gratitude and connection. Come feel the history and join the community in thanking those who serve.

Disclaimer: Every effort is made to ensure the accuracy of the information in this article. Please credit OldCity.com when sharing and re-posting.

The post St. Augustine Veterans Day Events 2025 appeared first on St. Augustine, FL | Oldcity.com.

Thanksgiving Weekend in St. Augustine: Your 2025 Holiday Guide

Written by St. Augustine Mortgage Syndicated User on . Posted in Attractions & Sightseeing, City Blog, Community, Culture & Music, Fall, Fall Activities, Family Friendly, Food, History & Heritage, Holiday Events, Holiday Shopping, Nights of Lights, Seasonal fun, Shopping, Special Events, St. Augustine, St. Augustine Mortgage, Thanksgiving, The Community, Things to Do, Where to Eat.

Top-down view of a thanksgiving meal against a dark autumn backdrop. Center image is a pumpkin pie, surrounded by other pastries, cutlery, and a glass of cranberry juice.

Thanksgiving in St. Augustine is a delightful blend of historic charm, coastal beauty, and festive cheer. As the nation’s oldest city, it offers a unique setting to celebrate the season with family, friends, and fellow travelers. Whether you’re a local looking to enjoy the holiday or a visitor seeking new traditions, St. Augustine has something special in store for you this Thanksgiving weekend.

In this guide, we’ll explore the top events, dining options, and attractions to make your Thanksgiving in St. Augustine memorable. From the annual Turkey Trots to the dazzling Nights of Lights, there’s no shortage of ways to embrace the holiday spirit in this enchanting city.

Thanksgiving Weekend Events

First Coast Turkey Trot 5K and Fun Run

Red, yellow, and orange graphic of a happy cartoon turkey jogging.

Photo Credit: Runsignup.com

Start your Thanksgiving Day with a burst of energy at the First Coast Turkey Trot 5K and Fun Run. Taking place on Thursday, November 27, 2025, at 8:30 AM, this event invites participants of all ages to run or walk through the scenic Mickler’s Landing area in Ponte Vedra Beach. It’s a fantastic way to kick off the holiday with family and friends. Registration fees range from $30 to $40, and the first 50 kids aged 10 and under can participate for free.

Run Off the Turkey 5K and 1-Mile Fun Run

Runners getting ready for the Run-off-the-turkey run. Two runners are helping another pin on his paper number. One of the runners also has a small long-haired dog dressed in a turkey costume.

Photo Credit: runsignup.com

If you prefer a post-Thanksgiving morning activity, the Run Off the Turkey 5K and 1-Mile Fun Run is scheduled for Friday, November 28, 2025, at 9:00 AM. Held at John’s Creek Amenity Center in St. Augustine, this event offers a fun and festive atmosphere to burn off those extra calories from the day before. Registration fees are $28 for the 5K and $18 for the 1-mile fun run.

Nights of Lights: A Dazzling Tradition

Flagler college aglow in orange lights at sunset

One of St. Augustine’s most beloved traditions, the Nights of Lights, begins on Saturday, November 15, 2025, and runs through Sunday, January 11, 2026. This award-winning holiday lights display transforms the historic district into a glittering wonderland with over three million white lights illuminating the city.

The official Light-Up! Night ceremony takes place on November 15 at 6:30 PM in the Plaza de la Constitución, featuring a countdown to the lighting of the city’s towering Christmas tree. Afterward, visitors can enjoy festive activities, live music, and artisan markets. Throughout the season, the lights come on nightly around dusk, creating a magical ambiance perfect for evening strolls, trolley tours, or boat rides.

Thanksgiving Dining in St. Augustine

Interior view of Raintree Restaurant's dinning room. Bay windows line the room, potted plants hang from the ceiling, and large, rectangular tables are adorned with candles, silverware, and vases full of flowers.

Photo Credit: raintreerestaurant.com

For those looking to enjoy a traditional Thanksgiving meal without the hassle of cooking, St. Augustine offers a variety of restaurants open on Thanksgiving Day. Here are some options to consider:

*Reminder* Reservations are required for all restaurants on Thanksgiving. So don’t wait to call.

  • Columbia Restaurant: Located in the heart of historic St. Augustine, Columbia Restaurant offers a traditional Thanksgiving dinner with all the trimmings. Reservations are required.
  • Raintree Restaurant: Known for its elegant ambiance and diverse menu, Raintree Restaurant serves a special Thanksgiving Day menu featuring dishes like slow-roasted pork loin and walnut-pistachio crusted flounder.
  • The Reef: Situated along the beach, The Reef offers a Thanksgiving buffet with a variety of dishes to satisfy every palate. It’s a great spot to enjoy a meal with an ocean view.
  • Casa Monica Resort & Spa: Right in the heart of downtown, Casa Monica’s restaurant typically offers a Thanksgiving meal to both guests and visitors.
  • Hilton St. Augustine Historic Bayfront: This hotel restaurant offers a convenient location along the bayfront and a Thanksgiving menu for both travelers and locals.

Remember to make reservations early, as these popular spots tend to fill up quickly during the holiday season.

A Take-home Twist On the Thanksgiving Meal

A man in a black apron and hat standing on a balcony with the beach in the background pouring out a seafood boil (crab legs, crawfish, corn on the cob) out onto a red and white checkered table cloth.

Photo Credit: Outer Banks Boil Company

Not everyone wants to spend their holiday in the kitchen, and here in St. Augustine, you can find some delicious southern-coastal takes on the traditional Thanksgiving meal to bring home and enjoy with family. From seafood boils to smoked meats and chef-prepared dinners, these take-out options make it easy to celebrate without the stress.

Smokin’ D’s BBQ

For a true local favorite, Smokin’ D’s BBQ offers a no-fuss Thanksgiving solution. With two locations—one near Crescent Beach and another on US-1 in St. Augustine—they’ll smoke your turkey (or whatever cut of meat you prefer) to perfection. Just drop it off, let their pitmasters work their magic, and pick it up ready to serve. It’s a smoky, flavorful spin on a holiday classic that’s sure to impress your guests. Learn more here.

Outer Banks Boil Company

If you’re in the mood to switch things up, Outer Banks Boil Company brings the coastal flavors of a traditional Lowcountry boil straight to your Thanksgiving table. Their take-home “Signature Seafood Boils” come packed with shrimp, sausage, corn, potatoes, and seasoning, ready for a quick steam at home. It’s festive, hands-on, and perfect for groups who want a fun, social meal that feels both celebratory and uniquely St. Augustine. They offer two convenient ways to enjoy their feasts:

  • Best Pot To-Go: Perfect for those who prefer to dine at home, the Best Pot To-Go includes all the ingredients needed for a classic seafood boil, including shrimp, sausage, corn, potatoes, and seasonings. Simply heat and serve for a hassle-free meal.

  • Catering Services: For larger gatherings, Outer Banks Boil Company offers full-service catering, bringing the feast directly to your location. Their team handles all the preparation and cleanup, allowing you to relax and enjoy the celebration.

Asado Life

For those who want a gourmet holiday without lifting a finger, Asado Life prepares full holiday dinners available for pre-order. From juicy roasted turkeys to elegant sides and market-fresh extras, you can pick up a ready-to-serve feast on Thanksgiving Day. Even better, their bar is open during pick-up hours, so you can enjoy a festive beverage while you collect your meal. It’s a stylish, chef-driven alternative that makes hosting stress-free. Order in advance here.

These local favorites show that Thanksgiving in St. Augustine doesn’t have to follow the traditional playbook. With options ranging from coastal seafood feasts to slow-smoked barbecue and fully prepared chef dinners, you can enjoy a holiday meal that feels festive, flavorful, and completely hassle-free.

Historic Attractions Open on Thanksgiving

At the St Augustine Lighthouse & Maritime Museum you can climb the tower, explore in the museum..

St Augustine Lighthouse & Maritime Museum

St. Augustine’s rich history is one of its main attractions, and many historic sites remain open during the Thanksgiving weekend. Here are some must-visit locations:

  • Castillo de San Marcos: This 17th-century fort offers a glimpse into the city’s colonial past. It’s open daily, including Thanksgiving Day, providing guided tours and reenactments.
  • Lightner Museum: Housed in the former Alcazar Hotel, the Lightner Museum features an impressive collection of 19th-century art and artifacts. It’s open on Thanksgiving Day, offering a peaceful retreat from the holiday hustle.
  • Flagler College: Known for its stunning Spanish Renaissance architecture, Flagler College offers guided tours that delve into the history of this former luxury hotel.
  • St. Augustine Lighthouse & Maritime Museum: Climb to the top of the lighthouse for panoramic views of the city and learn about its maritime history. The museum is open on Thanksgiving Day.

These attractions provide a unique way to experience the city’s history and culture during the holiday weekend.

Thanksgiving Weekend Shopping

Small cobble-stone street lined with old timey wooden buildings

St. Augustine’s historic district is a shopper’s paradise, and Thanksgiving weekend marks the unofficial start of the holiday shopping season. Many local boutiques and shops remain open, offering unique gifts, handcrafted goods, and festive decorations. Be sure to explore:

  • George Street: This pedestrian-only street is lined with charming shops and galleries, perfect for finding one-of-a-kind gifts and souvenirs.
  • King Street: Known for its art galleries and antique shops, King Street offers a more eclectic shopping experience.
  • The Oldest Wooden School House: A unique stop where you can find historical replicas, toys, and educational gifts.

Many shops in St. Augustine’s Historic District, particularly along St. George Street, remain open during the holiday season. While specific hours for Thanksgiving 2025 haven’t been announced, it’s common for these boutiques and shops to operate on extended hours during the holiday weekend to cater to tourists. Notably, Old City Souvenirs, Pirates Paradise, and Souvenir City were reported to be open on Thanksgiving Day in previous years. However, it’s recommended to check their individual websites or contact them directly for their specific schedules.

Pro Tip: It’s important to note that parking in the historic district can be limited during the holiday weekend. Utilizing the Park & Ride shuttle service, which begins on Light-Up! Night (Saturday, November 15), can be a convenient option.

Live Music and Entertainment

Music at Colonial Oak Music Park

Thanksgiving weekend in St. Augustine isn’t just about food and history — music fills the streets and venues throughout town. While live performances at the Amphitheatre aren’t scheduled, there are plenty of ways to enjoy music during your visit.

At the Colonial Quarter, local musicians provide a mix of acoustic and traditional tunes in a historic, family-friendly setting. Wander St. George Street and you’ll encounter talented street performers adding impromptu music to your stroll. Local pubs and smaller venues also showcase regional talent, offering relaxed spots to enjoy live acoustic sets, blues, or classic rock while sipping a festive beverage.

Together, these performances keep the festive atmosphere alive long after the turkey has been carved and the lights have been admired.

Thanksgiving Day at the Beach

Image is of the beach and shows sand, ocean, seaweed, and a sky with no clouds.

St. Augustine’s beautiful beaches offer a serene setting for Thanksgiving Day. Whether you’re looking to relax by the ocean, take a leisurely walk along the shore, or enjoy a beach picnic, the coastline provides a peaceful retreat. Popular beach spots include:

  • St. Augustine Beach: Known for its wide sandy shores and family-friendly atmosphere.
  • Vilano Beach: Offers a quieter setting with beautiful views of the Atlantic Ocean.
  • Anastasia State Park: A natural preserve with hiking trails, birdwatching opportunities, and pristine beaches.

Be sure to check the weather forecast and tide schedules to plan your beach day accordingly.

Giving Back: Volunteer Opportunities

Graphic designed banner. Background has leaves, corn, and cornucopia. Banner reads 'Give Thanks by Giving Back,' accompanied by clip are of two people sorting through a box of donated food.

Thanksgiving is a time for gratitude and giving back to the community. St. Augustine offers several opportunities to volunteer and help those in need:

  • Francis House: A local organization providing meals and shelter to the homeless. They often seek volunteers to assist with Thanksgiving meals and other services.
  • The Salvation Army: Hosts community meals and events during the holiday season and welcomes volunteers to help serve.
  • Food Drives: Many local churches and organizations run food drives to collect donations for families in need. Consider donating non-perishable items or volunteering your time.

Participating in these activities is a meaningful way to celebrate the true spirit of Thanksgiving.

Planning Your Visit

To make the most of your Thanksgiving weekend in St. Augustine, consider the following tips:

  • Book Accommodations Early: Thanksgiving is a popular time to visit, so be sure to reserve your lodging in advance.
  • Check Event Schedules: Some events may require reservations or have limited availability. Check the schedules and book early to secure your spot. For more information on events check out our Event Calendar.
  • Dress for the Weather: Florida’s weather can be unpredictable. Pack layers to ensure comfort during your stay.
  • Plan for Parking: Downtown parking can be limited during peak times. Consider using the Park & Ride shuttle service offered during the Nights of Lights season.

By planning ahead, you can ensure a smooth and enjoyable Thanksgiving weekend in St. Augustine.

Final Thoughts

Thanksgiving in St. Augustine offers a unique blend of history, culture, and coastal charm. Whether you’re participating in a Turkey Trot, enjoying a seafood boil, or exploring the city’s historic sites, there’s something for everyone to enjoy. Embrace the holiday spirit and create lasting memories in this enchanting city.

As the weekend unfolds, take time to savor the traditions you love while discovering new experiences that make the holiday special. From festive lights to local flavors, St. Augustine provides the perfect backdrop for a Thanksgiving celebration you’ll always remember.

Disclaimer: Every effort is made to ensure the accuracy of the information in this article. Please credit OldCity.com when sharing and re-posting.

The post Thanksgiving Weekend in St. Augustine: Your 2025 Holiday Guide appeared first on St. Augustine, FL | Oldcity.com.

Halloween in St. Augustine: Ghost Tours, Pumpkin Patches & Spooky Fun

Written by St. Augustine Mortgage Syndicated User on . Posted in Attractions & Sightseeing, City Blog, Fall, Fall Activities, Family Friendly, family Halloween events St. Augustine, ghost walks St. Augustine, Halloween events St. Augustine 2025, Halloween in St. Augustine, haunted attractions St. Augustine, haunted St. Augustine, Holiday Events, Night Life, paranormal St. Augustine, pumpkin patches near St. Augustine, Special Events, St. Augustine, St. Augustine fall festivals, St. Augustine ghost tours, St. Augustine Mortgage, Things to Do, things to do in St. Augustine in October, What to Do.

Pumpkin patch during Halloween in St. Augustine.

Image by Pam Patterson from Pixabay

Halloween in St. Augustine is more than just costumes and candy! It’s a full season of celebration that blends fall fun with the rich (and haunted) history of the nation’s oldest city. From spooky ghost tours and pumpkin patches to family festivals and haunted houses, there’s something for everyone to enjoy throughout October. Whether you’re looking for kid-friendly activities or a fright-filled night out, this guide overs the best ways to celebrate Halloween in St. Augustine.

Ghost Tours in St. Augustine

image at night with group of people gathered round tour guide on GhoSt Augustine Paranormal Tours

GhoSt Augustine Paranormal Tours

When it comes to ghost tours, St. Augustine is in a league of its own. With over 450 years of history, the city is home to ancient cemeteries, haunted buildings, and legends that still send chills down locals’ spines. During October, ghost tours become even more popular as visitors look to experience the city’s supernatural side.

One of the most well-known experiences is Ghosts & Gravestones, a trolley-based tour that explores historic locations like the Old Jail, Potter’s Wax Museum, and Tolomato Cemetery. It’s a theatrical ride that blends fright with fun, making it suitable for teens and adults.

For a more intimate, walking-style tour, GhoSt Augustine offers several chilling options, including their “Everdark Express” and “Dead Walk.” Some of their tours even use EMF detectors and ghost-hunting gear, making the experience hands-on for paranormal enthusiasts.

Secrets of St. Augustine Ghost Tour is another popular pick for those interested in storytelling. Led by historian Dion Moore, this tour shares real ghost stories and historical accounts that offer a unique perspective on the city’s haunted legacy.

Also worth checking out is A Ghostly Encounter, one of the oldest walking ghost tours in town. This family-owned business offers classic haunted strolls through the historic district, including tales from the Spanish colonial era, and even includes cemetery visits when permitted.

If you’re looking for something interactive, The Odd Macabre provides immersive ghost experiences, including a self-guided ghost hunt and a spooky family ghost walk. They also run spooky workshops and macabre-themed games from their shop downtown, which is great for groups or couples wanting something a bit different.

October is prime time for all of these tours, so advanced booking is highly recommended, especially on weekends and leading up to Halloween. Whether you’re looking for frightful fun or authentic paranormal encounters, there’s a ghost tour in St. Augustine to match your curiosity (or courage)!

Family-Friendly Halloween Activities

Pumpkin Patch

Pumpkin Patch at Shores United Methodist Church

Looking for Halloween fun that’s great for the whole family? St. Augustine offers a number of kid-friendly events and fall traditions perfect for little ghouls and goblins.

Pumpkin lovers should head over to Sykes Family Farms’ Crop Maze, located just outside of town in Elkton. Open throughout October, this fall festival features a huge corn maze, pumpkin patch, petting zoo, playgrounds, and weekend hayrides. It’s a St. Johns County favorite and a must-visit for families.

You can also visit Amazing Grace Family Farms in nearby Green Cove Springs. They offer a charming pumpkin patch, a cow train, photo opportunities, and tons of farm games to keep kids entertained for hours.

Local trick-or-treat events often pop up on St. George Street, and many businesses around the downtown historic district participate in community costume contests and family nights. Keep an eye on our Events Calendar for the most up-to-date listings.

October is full of events that celebrate the lighter, more playful side of Halloween in and around St. Augustine. Whether you’re carving pumpkins, navigating a corn maze, or trick-or-treating downtown, it’s a great time for families to enjoy fall together.

Seasonal Events and Haunted Attractions in St. Augustine

Image Credit: Old Town Trolley Tours – Old Jail

Halloween in St. Augustine wouldn’t be complete without some good old-fashioned scares (and the city’s seasonal events deliver them in spades)! Whether you’re a fan of haunted houses, eerie history, or just love a good costume party, October is packed with spooky things to do in St. Augustine.

One of the most talked-about haunted attractions is the Old Jail After Dark, an immersive, late-night paranormal investigation inside the historic Old Jail. Built in 1891 and known for its dark past, the Old Jail is considered one of the most haunted buildings in St. Augustine. During this experience, guests will get hands-on use of ghost-hunting equipment and hear chilling stories of past inmates, mysterious sightings, and unexplained events.

For a chilling after-hours experience, check out the Haunted Castle Investigation at Ripley’s Believe It or Not! Set inside the historic (and reportedly haunted) Castle Warden, this guided paranormal tour lets guests explore the museum in near-darkness using real ghost-hunting equipment. You’ll hear eerie stories tied to the building’s past and investigate hotspots known for unexplained activity. It’s a unique blend of history, mystery, and hands-on exploration, which is perfect for adults and older teens looking for something beyond the usual haunted house.

You’ll also find candlelit ghost walks and lantern tours happening throughout the historic district. Many museums and historical sites host special nighttime events during October with costumed guides, haunted tales, and dim lighting for atmosphere. Live music venues and restaurants also get in on the action, holding free outdoor concerts with costume contests, food vendors, and Halloween-themed parties.

Other Fall Events in St. Augustine

Not every October event in the nation’s oldest city is spooky! Fall also brings concerts, cultural experiences, and seasonal gatherings that round out the month with even more reasons to visit.

For a night of music to balance out the thrills of Halloween, don’t miss the St. Augustine Orchestra’s Fall Concert. Kicking off the orchestra’s 64th season, this special performance takes place on Friday, October 24th at 7:30 PM at Tocoi Creek High School. Tickets are $30 for adults (ages 18+), $15 for students (ages 6-17), and free for children 5 and under.

Running from September 5th-28th, the St. Augustine Art Association Fall Members Show highlights the creativity of emerging, seasoned, and professional artists. This bi-annual exhibit features a diverse collection of works across styles, mediums, and subjects. The show opens during the First Friday Art Walk on September 5th, 2025, from 5:00 – 8:00 PM, and will be available both in-gallery and online. The gallery is open Tuesdays through Sundays from noon to 4 PM, and admission is free.

Celebrate National Estuaries Week at Estuary Fest 2025, hosted by the Friends of GTM Research Reserve. This free, family-friendly event takes place on Saturday, September 27th, 2025, from 10 AM to 2 PM at the GTM Research Reserve. Guests can enjoy seining, guided hikes, educational booths, food trucks, live music, and games while learning about the estuary and its diverse inhabitants. GTMNERR staff and partners will be on hand to share insights into their education, research, and conservation programs. No registration is required – just show up for the fun!

Catch the vibe at the Vilano Vibe-Rations Music Festival on Saturday, October 18, 2025, from 11 AM to 6:30 PM at Vilano Beachfront Park. This kid-friendly and pet-friendly festival features a full lineup of live performances, including rock legends and local musicians such as Bad Endings with special guests like Mike Reno, Billy Greer, and Jeff “Skunk” Baxter, along with Brothers Futch, Those Guys, Money for Nothing, and the Dewey Via Band.

In addition to music, guests can enjoy gourmet food trucks, a seven-tap beer truck, wine and signature cocktails, and even a Bloody Mary Bar. VIP tickets are available for $60 and include exclusive tented seating, air-conditioned restrooms, a VIP-only liquor bar, valet parking, and the chance to meet the musicians between sets. A free shuttle will run throughout Vilano Road and Vilano Town Center for easy access. Proceeds from the festival benefit the Vilano Beach community.

Hosted by the St. Augustine Society, the Fall Fling Festival is a fun-filled day of philanthropy and seasonal celebration. On Saturday, September 28th, 2025, from noon to 5 PM, the St. Augustine Gun Club will be transformed into a lively fall wonderland. Families and friends can enjoy a cornhole tournament, hayrides, pumpkin and face painting, bluegrass music, a fall market, food trucks, and a cider bar. All proceeds support individuals, youth, and families experiencing homelessness in the community.

Car lovers won’t want to miss the 2025 Annual Dixie Chapter Pontiac Club Fall Classic Car Show, held at the Classic Car Museum of St. Augustine on Saturday, October 4th, 2025, from 9 AM to 2 PM. Open to Pontiac, Oakland, and GMC trucks, this showcase is a must-see for enthusiasts. The event is free for spectators, with food trucks on site and plenty of vintage style on display.

Tips for Halloween Visitors in St. Augustine

If you’re planning to celebrate Halloween in St. Augustine, a little preparation can make a big difference. October is one of the busiest months for ghost tours and haunted attractions, especially as the holiday draws near. Weekends and the days leading up to Halloween often sell out in advance, so it’s best to book your tickets early (particularly for popular experiences like Old Jail After Dark or the Haunted Castle Investigation at Ripley’s).

St. Augustine’s historic district is walkable, but be sure to wear comfortable shoes if you’re taking part in a walking ghost tour or visiting multiple attractions. The old streets are made of cobblestone and coquina, which can be uneven in places. Since October evenings can get cool and breezy, especially near the waterfront, bring a light jacket or layer up, even if the day starts off warm.

Parking downtown can be a challenge during major events and weekend evenings. The Historic Downtown Parking Facility on Cordova Street is your best bet for centralized, all-day parking at a flat rate. From there, most Halloween attractions and ghost tours are just a short walk away.

Before or after your evening plans, take advantage of the many local restaurants offering seasonal fare. Some bars and cafes also roll out Halloween-themed cocktails, desserts, and limited-time menus during the last few weeks of October.

Plan a Spooktacular Halloween in St. Augustine

Whether you’re chasing ghost stories through centuries-old streets, exploring pumpkin patches with the kids, or diving into hands-on paranormal investigations, Halloween in St. Augustine offers something for everyone. The city’s rich history, haunted landmarks, and festive fall events create the perfect setting for spooky fun, whether you’re here for thrills, tradition, or just a great photo op in costume.

From family-friendly outings to late-night ghost hunts, October in the nation’s oldest city is full of memorable moments and local charm. With so many seasonal tours and events to choose from, now’s the time to plan your perfect Halloween getaway.

To explore the latest Halloween happenings, ghost tours, and fall events, visit our calendar and start crafting your haunted itinerary today!

Disclaimer: Every effort is made to ensure the accuracy of the information in this article. Please credit OldCity.com when sharing and re-posting.

The post Halloween in St. Augustine: Ghost Tours, Pumpkin Patches & Spooky Fun appeared first on St. Augustine, FL | Oldcity.com.

September Deals for Locals

Written by St. Augustine Mortgage Syndicated User on . Posted in Attractions & Sightseeing, City Blog, Community, Deals, Fall, Fall Activities, History & Heritage, Locals, September, Special Events, St. Augustine, St. Augustine Mortgage, Things to Do.

The Old Town Trolley in front of the St. Augustine Downtown parking facility.

September is the perfect time for locals to fall back in love with St. Augustine. With the summer crowds thinning and cooler evenings on the way, the city is rolling out a wave of special discounts just for St. Johns and Flagler County residents. From scenic boat rides and historic trolley tours to hidden-gem museums and family-friendly attractions, you’ll find plenty of ways to play tourist in your own hometown—without stretching your budget.

September Specials

Florida Water Tours

People enjoying a scenic cruise at sunset with Florida Water Tours.

Florida Water Tours is rolling out special discounts for locals this September with 25% off select cruises for St. Johns and Flagler County residents. Whether you’re in the mood for a relaxing daytime adventure, a romantic evening on the water, or a chance to see dolphins up close, they’ve got you covered.

  • Dolphin & Wildlife Cruise – A family favorite, this tour takes you along the river where you’ll spot playful dolphins, elegant wading birds, and maybe even a manatee or two. It’s a fun and educational outing for all ages.
  • Sunset Cruise – Nothing beats a St. Augustine sunset, especially when you’re watching from the water. Sip a drink, enjoy the ocean breeze, and take in the stunning views of the skyline and historic landmarks as the sun dips below the horizon.
  • Moonlight Cruise – For a little something different, the Moonlight Cruise sets sail under the stars. It’s perfect for a date night or a relaxing evening with friends.

Florida Water Tours boats are comfortable, eco-friendly, and captained by knowledgeable guides who share fun facts about St. Augustine’s history, wildlife, and waterways. And since September tends to bring fewer crowds, you might even feel like you’ve got the river all to yourself!

Pro Tip: Locals often forget just how magical a boat tour can be. Pair your cruise with dinner downtown or make a whole evening out of it. For more ideas, check out our guide to boating adventures in St. Augustine and eco-friendly tours.

Old Town Trolley Tours

Tourist waving from an orange and green Trolley car.

Image Credit: Old Town Trolley Tours.

If you’ve lived in St. Augustine for a while, chances are you’ve seen the bright orange-and-green Old Town Trolley making its way through the historic district. But when was the last time you hopped on for a ride yourself? September is the perfect time to play tourist in your own city, and the trolley is one of the most fun (and easy!) ways to do it.

Old Town Trolley offers unlimited hop-on, hop-off service at more than 20 stops around St. Augustine. You can explore attractions like Castillo de San Marcos, St. George Street, and the Lightner Museum without worrying about parking or traffic. Plus, the friendly conductors share entertaining stories and little-known facts about the city’s history along the way. Even longtime locals usually learn something new!

During the month of September, St. Johns County residents receive free admission to two of the following four experiences:

  • Old Town Trolley Tours
  • Old Jail Museum
  • Oldest Store Museum Experience
  • Potter’s Wax Museum

Pro Tip: Pair your trolley ride with a stop at one of the best St. Augustine museums or a leisurely stroll through the shops downtown. It’s the perfect mix of convenience and fun!

Year-Round Resident Discounts

St. Augustine Alligator Farm Zoological Park

The St. Augustine Alligator Farm is a true local treasure, home to every species of crocodilian in the world, along with exotic birds, lemurs, and a thriving rookery. St. Johns County residents get 30% off admission year-round (ID required), making it the perfect spot for a family outing or a quick weekend adventure. Whether you’re strolling the boardwalks, catching a wildlife show, or zip-lining over the gators on Crocodile Crossing, this historic attraction always delivers something new to discover.

St. Augustine Distillery

Ultra Premium Rum Release in St. Augustine

Image Credit: St. Augustine Distillery

Housed in a restored 1907 ice plant, the St. Augustine Distillery offers free tours and tastings year-round for locals. Learn how their award-winning bourbon, gin, vodka, and rum are crafted, then sample the results in creative cocktails. It’s a must-do stop whether you’re showing off the city to visiting friends or simply treating yourself to a fun afternoon. Don’t forget to check out their shop for locally made spirits and cocktail kits to enjoy at home.

St. Augustine Pirate & Treasure Museum

At the St. Augustine Pirate & Treasure Museum, locals receive a $2 discount to explore one of the largest authentic pirate collections in the world, including Captain Kidd’s treasure chest and a rare Jolly Roger flag! With interactive exhibits that appeal to kids and fascinating artifacts for history buffs, it’s a fun stop for all ages. Conveniently located near the Castillo de San Marcos, it’s easy to pair your pirate adventure with a stroll along the bayfront or nearby shops.

Fountain of Youth Archaeological Park

The Fountain of Youth Archaeological Park in St. Augustine centers on the legendary spring said to grant eternal youth, where visitors can drink from its flowing waters while exploring lush grounds and historic exhibits. St. Johns County residents enjoy discounted admission: $11.48 for adults, $10.48 for seniors, and $4.95 for children ages 6–12; ages 5 and under are free.

Oldest Wooden Schoolhouse

Image contains outdoors and the front entrance to the Oldest Wooden School House.

A beloved landmark in the heart of St. George Street, the Oldest Wooden Schoolhouse gives visitors a glimpse of what education was like in colonial St. Augustine. Step inside the historic cedar-and-cypress structure, complete with original books, school supplies, and even replicas of the kitchen and living quarters where the schoolmaster and his family once lived. Best of all, St. Johns County residents enjoy free admission year-round, making it an easy (and affordable) stop the next time you’re downtown.

Ripley’s Believe It or Not!

image of the outside of Ripley's Believe It or Not! Museum

From shrunken heads to optical illusions, Ripley’s Believe It or Not! is always full of surprises (but locals get the best deal of all). St. Johns County residents receive 50% off admission to all Ripley’s St. Augustine attractions, including the Odditorium museum, the scenic Red Train tours, and even Bayfront Mini Golf. It’s the perfect chance to experience all the bizarre and extraordinary fun without breaking the bank.

Spanish Military Hospital

Colonial soldier being operated on by a medic.

Image Credit: Spanish Military Hospital Museum.

Step into the Spanish Military Hospital Museum for a lively 45-minute, fully guided journey into colonial medicine, where you can witness live surgical and apothecary demonstrations in a historic 18th-century setting. And here’s a sweet perk for locals: St. Johns County residents enjoy a discount on admission for both adults and children all year long with a valid ID.

Villa Zorayda Museum

Locals get the best deal at the Villa Zorayda Museum! St. Johns County residents enjoy 50% off adult admission with valid ID, making it an affordable way to explore this historic landmark. Kids under 5 are always free, so families can visit without stretching the budget. Along with the savings, visitors will experience the museum’s Moorish Revival architecture and fascinating collection of art and antiques, all brought to life through a 45–60 minute audio tour.

Oldest House Museum Complex

Step back in time at the Oldest House Museum Complex! This is the home of the González-Álvarez House, which is the oldest surviving Spanish Colonial residence in Florida. Explore the historic house, museums, gardens, and special exhibits that bring centuries of St. Augustine’s history to life. Best of all, St. Johns County residents get 50% off admission year-round with valid ID, making this timeless experience an unbeatable deal for locals.

Ximenez-Fatio House Museum

Nestled on historic Aviles Street, the Ximenez-Fatio House Museum invites you to explore one of Florida’s most authentic Spanish Colonial landmarks. The museum features original 18th-century coquina architecture, immersive guided and audio tours, and evolving exhibits that bring early tourism and women’s history to life. St. Johns County residents can enjoy $5 admission (compared to $15 for adults) when presenting valid ID, making it easier than ever for locals to connect with their city’s past.

Why September is for Locals in St. Augustine

September is the perfect time for St. Augustine residents to slow down, explore, and support the small businesses that make our city so special. With lighter crowds, gorgeous sunsets, and so many locals-only discounts, this month is all about rediscovering the Ancient City on your own terms. From historic museums to boat tours and family attractions, there’s no shortage of ways to enjoy St. Augustine without breaking the bank. So, grab your ID, bring a friend, and make the most of September is for Locals in St. Augustine, because no one deserves to experience the best of the Nation’s Oldest City more than the people who call it home.

Disclaimer: Every effort is made to ensure the accuracy of the information in this article. Please credit OldCity.com when sharing and re-posting.

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Set Sail in St. Augustine: Boating Adventures & Eco Tours

Written by St. Augustine Mortgage Syndicated User on . Posted in Adventure Tours St. Augustine, Attractions & Sightseeing, Boating in St. Augustine, City Blog, Dolphin Tours St. Augustine, Family Friendly, Family-Friendly Activities St. Augustine, Parasailing in St. Augustine, Sports & Recreation, Spring Activities, St. Augustine, St. Augustine Eco Tours, St. Augustine Mortgage, St. Augustine Outdoor Activities, St. Augustine Vacation Ideas, Summer, Things to Do, Things to do on the Water, Water Sports, Water Sports St. Augustine, What to Do.

Boating in St. Augustine is one of the best ways to experience what the area has to offer, from scenic views and wildlife to fun and educational activities on the water. Whether you’re looking for a laid-back river cruise, an eco tour with a local naturalist, or a adrenaline-rushing parasailing trip, St. Augustine has options for all ages and interests.

With easy access to the Intracoastal Waterway, the Matanzas River, and the Atlantic Ocean, this historic coastal city is a hub for outdoor enthusiasts and ocean lovers alike. If you’re planning a visit (or you’re a local searching for something new), this guide will help you discover the best boating, eco tours, and water sports in St. Augustine.

Boating in St. Augustine: A Way to See the City

The Schooner Freedom sail boat out on the water in St. Augustine doing a boat tour.

Image courtesy of https://schoonerfreedom.com/.

Boating in St. Augustine is more than just a relaxing pastime. In fact, it’s one of the best ways to explore the natural beauty and historic charm of the area. Whether you’re joining a narrated river cruise or enjoying a private sail, being out on the water offers a fresh perspective on the city and its surroundings. Scenic cruises glide along the Matanzas River, offering opportunities to spot dolphins, learn about the city’s maritime past, and take in views of landmarks like the Castillo de San Marcos and the Bridge of Lions.

Private charters and sunset sails are also popular, providing a peaceful and customizable experience. Many boats depart right from the St. Augustine Municipal Marina, making it convenient to start your adventure from downtown. Whether you want to sip wine on a tall ship, skipper your own mini-catamaran, or book a luxury charter for a special occasion, there’s a boating option here for every style and budget.

Here are a few of the top-rated boating experiences in St. Augustine:

  • Victory III Scenic Cruise – A classic 75-minute narrated boat tour offering historic commentary and bayfront views. Great for all ages!
  • Schooner Freedom Charters – Sail on a 76-foot ship offering afternoon and sunset cruises with complimentary beverages and a laid-back vibe.
  • Bluewater Adventure St. Augustine – Guided two-person catamaran tours where you drive your own mini boat across St. Augustine’s waterways.
  • Sabrage Charters – Private luxury charters for groups, complete with a captain, comfortable seating, and customizable cruise options.

From historic cruises to hands-on adventures, boating in St. Augustine offers an unforgettable way to enjoy the water, the wildlife, and the city’s stunning shoreline.

Eco Tours in St. Augustine: Explore Florida’s Wild Side

A kayak tour making its way through one of St. Augustine's canals.

If you’re interested in wildlife, conservation, and natural beauty, an eco tour in St. Augustine offers a meaningful way to connect with the area’s unique environment. Guided by local naturalists and outdoor experts, these tours take you through salt marshes, tidal creeks, and estuaries that are teeming with life. Whether you’re on a boat, kayak, or paddleboard, you’ll gain insight into the local ecosystem. You might even catch a glimpse of dolphins, manatees, sea turtles, or native birds like egrets, ospreys, and herons!

Eco tours are perfect for all ages and often combine fun with education. Many operators are committed to sustainability and environmental stewardship, making these outings both enjoyable and impactful. Tours can range from peaceful solo paddles to small-group boat excursions with expert commentary, giving you plenty of options to match your comfort and adventure level.

Here are a few highly rated eco tour providers in St. Augustine:

  • St Augustine Eco Tours – Offers a variety of eco-conscious experiences including dolphin-watching boat tours, birding trips, and guided kayak adventures led by certified naturalists.
  • GeoTrippin’ Adventures – Specializes in small-group kayak tours through winding creeks and hidden marshes, great for those looking for a quiet, immersive nature experience.
  • Earth Kinship – A nature-based educational group offering family-friendly tours focused on local flora, fauna, and environmental science; ideal for kids, students, and curious explorers.

Whether you’re gliding through the water in a kayak or cruising gently past oyster beds in a covered boat, eco tours in St. Augustine provide a memorable, educational, and often breathtaking look at Florida’s natural side.

Parasailing & Watersports: Elevate Your Adventure

For those looking to add a thrill to their coastal experience, parasailing in St. Augustine is a must. Floating high above the Atlantic Ocean, you’ll get a bird’s-eye view of the coastline, historic downtown, and even the St. Augustine Lighthouse. It’s equal parts peaceful and exhilarating, making it a favorite for couples, groups, and adventure seekers.

But if you prefer your thrills a little closer to the water, you’re in luck. St. Augustine offers a full range of water sports. Jet skiing, pontoon boat rides, and airboat tours are all popular choices that deliver fun, speed, and splash-worthy excitement. Many of these activities are suitable for families, with safety equipment and guidance provided by experienced local crews.

Here are a few top-rated options for parasailing and water sports in St. Augustine:

  • St. Augustine Parasail – Offers tandem and solo parasailing experiences with incredible views, professional guides, and flexible launch times throughout the day.
  • Sea Serpent Tours – Known for their high-speed airboat tours and family-friendly pontoon boat rides.
  • Beaches Boat & Jet Ski Rental – Provides jet ski rentals, pontoon boats, and guided excursions, great for both beginners and experienced riders looking to explore the Intracoastal Waterway.

Whether you’re gliding through the air or skimming across the water, these experiences offer a fun and memorable way to enjoy the outdoors (and maybe even cool off in this Florida heat!).

Planning Tips: What to Know Before You Go

To make the most of your time on the water, it’s a good idea to plan ahead, especially during the busy spring and summer seasons. Booking in advance ensures you get your preferred time and experience, particularly for sunset cruises or limited-space eco tours.

You’ll want to dress appropriately for the water as well. Quick-drying clothes, water-friendly footwear, and a good sunscreen are all essentials. Polarized sunglasses help cut the glare off the water and make wildlife viewing easier, and don’t forget a reusable water bottle to stay hydrated! Also, if you’re into birdwatching or photography, a pair of binoculars can enhance your tour experience significantly.

Plan Your Next Adventure on the Water

Whether you’re a visitor looking to explore beyond the historic streets or a local ready to see St. Augustine from a new perspective, there’s no better way to experience this coastal city than from the water. From relaxing boating adventures and educational eco tours to adrenaline-pumping parasailing and water sports, St. Augustine offers activities for every pace and personality.

These experiences aren’t just fun either! They also showcase the natural beauty, marine life, and unique charm that make this area so special. With so many tour providers and options available, it’s easy to build the perfect day on the water, whether you’re planning a family outing, a romantic escape, or an unforgettable vacation memory.

Ready to dive in? Your next water adventure starts in St. Augustine!

The post Set Sail in St. Augustine: Boating Adventures & Eco Tours appeared first on St. Augustine, FL | Oldcity.com.