Things to Do in St. Augustine
Planning a trip to St. Augustine, Florida? You’re in for a treat with a wealth of things to do in St. Augustine, the nation’s oldest city, where history, nature, and coastal charm await singles, couples, and families. From exploring historic forts to sailing the scenic waterways with St. Augustine Sailing, this guide highlights the best activities to make your vacation unforgettable. Dive into these top things to do in St. Augustine and start crafting your perfect itinerary today.
St. Augustine's Historic Heart
The historic district is the soul of St. Augustine, offering a wealth of things to do in St. Augustine for history buffs, romantics, and families. At its core is the Castillo de San Marcos National Monument, the oldest masonry fort in the continental U.S. Singles can delve into its storied past through self-guided tours, learning about Spanish colonial history. Couples will love the romantic ambiance of the fort’s ramparts, perfect for a sunset stroll with bayfront views. Families can enjoy interactive experiences like cannon firings, which captivate kids and adults alike. The fort’s history, dating back to 1672, makes it a must-visit for anyone seeking to connect with St. Augustine’s roots.
Just steps away, St. George Street buzzes with energy. This pedestrian-only thoroughfare is lined with charming shops, galleries, and eateries. Solo travelers can wander through bookstores or grab a coffee at a cozy café, soaking in the vibrant atmosphere. Couples can enjoy intimate dinners at historic taverns, while families will love the sweet shops and street performers that keep kids entertained.
For a deeper cultural dive, Flagler College offers guided tours of its stunning Spanish Renaissance architecture. Singles and couples will appreciate the intricate Tiffany glass windows, while families can spark children’s curiosity with stories of the Gilded Age. These historic sites make exploring the district one of the top things to do in St. Augustine, blending education and charm in a walkable setting.
Outdoor Adventures
St. Augustine’s natural beauty shines through its outdoor offerings, providing things to do in St. Augustine for every traveler. Anastasia State Park, spanning 1,600 acres, is a haven for adventure seekers. Singles can hike the park’s trails, spotting wildlife like gopher tortoises, or paddle through salt marshes in a kayak. Couples can share romantic moments on the pristine beach, perfect for a quiet picnic or sunset walk. Families will find endless fun with biking trails, swimming areas, and ranger-led programs that teach kids about the local ecosystem. The park’s diversity ensures it’s a top pick for outdoor enthusiasts.
For a quieter escape, the Guana Tolomato Matanzas National Estuarine Research Reserve offers 74,000 acres of estuary to explore. Solo travelers can find solitude on hiking trails winding through maritime forests, while couples can bond over kayaking adventures, spotting dolphins and manatees. Families will enjoy educational tours that highlight the area’s biodiversity, making it a memorable learning experience.
Closer to town, Vilano Beach beckons with its laid-back vibe. Singles can collect shells or surf, couples can enjoy a sunrise breakfast by the shore, and families can build sandcastles or splash in the waves. These outdoor activities showcase why exploring nature is among the best things to do in St. Augustine, connecting visitors with the city’s coastal allure.
Water-Based Experiences
No visit to St. Augustine is complete without experiencing its waterways, and a charter tour is one of the most unforgettable things to do in St. Augustine. From the water, you’ll see iconic landmarks like the Bridge of Lions and Castillo de San Marcos from a unique perspective, with dolphins often dancing in the waves.
At St. Augustine Sailing, we offer tailored experiences that cater to all travelers. Our professional crew, led by licensed captains, ensures a safe and enriching journey, blending storytelling with stunning views. For singles, shared charters provide a social vibe, perfect for meeting fellow travelers over a wine tasting or dolphin-watching tour.
Couples can opt for private charters, ideal for romantic sunset sails or intimate celebrations like anniversaries. Imagine sipping champagne as the sun dips below the horizon, with live music setting the mood. Families will love the flexibility of our private charters, which can include kid-friendly eco-tours or sailing lessons that spark a love for the sea. Our offerings, from brunch cruises to themed sails, ensure every group finds a perfect fit. Our boats, equipped for comfort and safety, make exploring Matanzas Bay a highlight of any trip.
Cultural and Culinary Delights
St. Augustine’s cultural and culinary scenes add vibrancy to the list of things to do in St. Augustine, appealing to every palate and interest. The Lightner Museum, housed in a former Gilded Age hotel, is a treasure trove of art and artifacts. Singles can spend hours exploring Victorian glassware and antique instruments, while couples can enjoy the romantic ambiance of the courtyard. Families will find exhibits accessible to kids, with interactive displays that bring history to life. The museum’s blend of elegance and education makes it a cultural gem.
For music lovers, Colonial Oak Music Park offers free live performances under ancient oak trees. Solo travelers can mingle with locals during lively concerts, couples can dance to acoustic sets, and families can relax on blankets with snacks, creating a laid-back evening for all.
Foodies will find plenty of things to do in St. Augustine’s culinary scene. San Sebastian Winery offers wine tastings and rooftop views, perfect for couples seeking a romantic date or singles looking to socialize (non-alcoholic options available for families).
Dining highlights include Prohibition Kitchen, where singles and families enjoy hearty meals and live music, and Cap’s on the Water, a waterfront spot ideal for couples craving fresh seafood with sunset views. These experiences weave together St. Augustine’s rich culture and flavors, making them essential things to do in St. Augustine.
Discover St. Augustine
Your St. Augustine adventure awaits, packed with unforgettable things to do in St. Augustine, from historic landmarks to pristine beaches and vibrant cultural spots. Don’t miss the chance to elevate your trip with a charter tour from St. Augustine Sailing, the highlight for singles seeking connection, couples craving romance, or families wanting a fun, educational sail. Book your charter today to secure your spot on the water, where you’ll see the city’s beauty like never before. Act now to make your vacation truly special—set sail with St. Augustine Sailing and create memories that will last a lifetime.
For more information and to stay updated, visit www.sta-sail.com and follow them on social media @StAugustineSailing.
