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Category: City Blog

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

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...

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

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...

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

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...

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Historic Walking Tours Series: Off the Beaten Path

Sometimes the best stories live on the quietest streets. 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...

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St. Augustine Open for Christmas

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. 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....

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St. Augustine Veterans Day Events 2025

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...

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Thanksgiving Weekend in St. Augustine: Your 2025 Holiday Guide

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,...

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

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 GhoSt Augustine Paranormal Tours When it comes to...

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September Deals for Locals

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 Florida Water Tours is rolling out special discounts for locals this September with 25% off select cruises...

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

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...

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