Top St Augustine Half-day Tours

A delicious tour of America’s Oldest City awaits you on this chauffeured food and wine tour through St. Augustine. This auto-adventure whisks you through the streets of St. Augustine’s historic district in an open-air electric vehicle, stopping at some of the guide’s favorite dining venues. Local cuisine paired with tasty wines await your taste buds. As you ride along the streets, pass Flagler College, the Huguenot Cemetery and other historical landmarks.

If you’ve got an appetite for experiencing the best food and wine St. Augustine has to offer, then grab a bib and a comfortable pair of walking shoes for this unique foodie tour. Corks and Forks is a food and wine pairing tour that’ll introduce you to the tasty side of America’s Oldest City. Sample local cuisine and delicious wine while strolling through the Historic District.

ENJOY BRUNCH ALL WEEKEND LONG! This leisurely strolling tour blends food, fun, and history — a unique way to explore the oldest city while indulging in everyone’s favorite weekend tradition: brunch. Enjoy seated sweet and savory tastings at each stop, perfectly paired with craft mimosas, bold Bloody Mary's, or locally brewed coffee cocktails — elevated, yet effortlessly relaxed. BRUNCH BITES: Sweet and savory tastings at 4+ favorite brunch spots — each with their own delicious spin on morning classics. SIPS THAT SHINE: Perfectly paired pours, from crisp bubbly to bold Bloody Mary's and handcrafted cocktails. SCENIC STROLL: Explore the charming streets of the Nation’s Oldest City with a local foodie guide sharing hidden gems, history, and culture along the way. Note: 24-HOUR ADVANCED NOTICE REQUIRED FOR FOOD ALLERGIES. Age 21+ only. Sorry, NO pets of any kind. 4-person min to depart. Primary focus is on the culinary scene with a bit of history & sightseeing sprinkled in.

Get close to the unique wildlife living just off the shores of St. Augustine during this on-water adventure tour. Choose between a kayak or a paddle board, slip on a life vest, and head out onto the water with a guide. As you paddle around the St. Augustine Lighthouse and Anastasia State Park, you may encounter dolphins, sea turtles, and the West Indian manatee.

The coastal town of St Augustine is renowned as the oldest European settlement in the United States. On this private tour, benefit from the undivided attention of your guide and enjoy a tour itinerary tailored to your group’s interests. Traveling by electric vehicle, visit areas normally only accessible on foot, stop at historic landmarks and churches.

Enjoy a comfortable and flexible way to explore the best of St. Augustine on this narrated Old Town trolley tour. See dozens of points of interest, such as the Old Jail, Flagler College, and Spanish colonial neighborhoods. Along the way, discover more about America’s oldest city, founded in 1565, from your conductor, and listen as they share in-depth narration about St. Augustine's history.

An exhilarating off-road adventure awaits in St. Augustine, Florida. Traverse 6,000 acres of stunning private trails aboard powerful Polaris Ranger 1000s Side-by-sides or 2-seater Sportsman 570 four wheelers, during a guided tour designed for introductory thrill-seekers and nature lovers alike. Experience the vibrant ecosystem of Old Florida as you navigate twists, turns, and open stretches, all while keeping an eye out for local wildlife. Enjoy a leisurely lunch break amidst the natural beauty before diving back into the adventure. Suitable for families and large groups, this tour promises unforgettable moments and the chance to bond over the excitement of the great outdoors.

Explore St. Augustine on a guided, small-group bourbon and history walking tour. Visit a local distillery for an educational tasting and demonstration, then continue through the historic district with stops at select venues for additional samples and pairings. With a planned route and guidance, this experience offers a convenient way to combine tastings with local context, without arranging separate reservations.

Discover a new perspective on St. Augustine—and enjoy a relaxing trip out on the water—on this sightseeing boat tour. Pick from multiple start times, head to the marina, and hop aboard. See highlights like the Bridge of Lions, Castillo de San Marcos National Monument, and National Shrine of Our Lady of La Leche, and learn the stories behind the sights from your captain’s narration.

Sail along St. Augustine’s picturesque coastline—and indulge in a number of generous wine samples—during this two-in-one tour. Make your own way to the dock, hop aboard the pontoon boat, and get comfortable: as you set off, you’ll see landmarks like the Castillo de San Marcos, the Bridge of Lions, and more. You’ll also taste six different wines, and will have access to the on-board bar.

Schedule a boozy brunch during your next visit to St. Augustine with this culinary tour. Your private chauffeur will cruise you to four of the best brunch destinations in the city. Pass by historic sites like the Plaza de la Constitucion and Castillo de San Marcos National Monument en route to these local hot spots for diners of all tastes.

See St. Augustine from a new perspective with this leisurely sunset cruise. Climb aboard a boat for a scenic cruise including views of Castillo de San Marcos National Monument, the Bridge of Lions, and the St. Augustine Lighthouse. Sip beer or wine from the on-board bar with the Osprey, 21 and older option, or select the Island Breeze option for a family-friendly experience.

Knowing where to grab food and wine in a new city takes a lot of time and effort researching. Skip the nitty gritty details of studying online reviews and take this St. Augustine Food Walking Tour instead. This tour takes you to many local restaurants, eateries, and even a wine store to learn about the city’s food culture and history—while enjoying some tastings, of course.

Want to eat out during your trip to St. Augustine, but not sure where to go? Get acquainted with the city’s wine and food scene during this St. Augustine Food, Wine, and Cocktail Tour. Go to some of the most unique spots in the city to grab a bite and an alcoholic beverage in the afternoon, one of the best times to explore, with a guide who knows the city’s history well.

Stroll along St. Augustine's century-old streets in the company of a local—and sample the best of its craft beer offerings as you explore—on this immersive, two-in-one tour. In the afternoon, meet your guide at one of the city's beloved breweries, where you'll enjoy a tour and tasting. Then, set off on foot: you'll discover a number of top historical landmarks, will hear stories from your guide, and will enjoy more tasting sessions.

Join us for The Ghoulish Gourmet, St. Augustine's premier haunted food tour, where spine-tingling ghost stories meet mouth-watering local cuisine. From centuries-old taverns to hidden culinary gems, each bite reveals a rich tapestry of flavors with a dash of mystery. You'll savor the locally-inspired dishes that capture the spirit of St. Augustine while uncovering eerie local legends that have haunted the area for generations.

DINE LIKE A LOCAL ON ISLAND TIME with a laid-back, tropical party on wheels - as we explore the hidden gems of the BOULEVARD! Slip on your tropical attire & flip-flops as we cross the historic Bridge of Lions! What’s Included: AUTHENTIC VIBES: Indulge in mouthwatering culinary delights, at 4 of the island's hottest destinations, that unveil the authentic flavors beyond the bustling downtown! INSIDER INSIGHT: Expertly guided by a local insider who knows all the best spots to eat, drink, and chill. LAID BACK TRANSPORTATION: Chauffeured, open-air vehicle that'll have you feeling like you're cruising with Jimmy Buffett himself! PARADISE FARE: Dive into delectable island fare that offers a nice size lunch experience - plus games, limbo & more! Note: 24-HOUR ADVANCE NOTICE REQUIRED FOR ANY FOOD ALLERGIES. Age 21+ only. Sorry, NO pets of any kind. 4-person min to depart. Primary focus is on the cocktail and culinary scene with a bit of history & sightseeing sprinkled in.

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of USA as you make your way to the heart of the city. Upon your arrival, meet your seasoned tour guide, ready to lead you on an enchanting tour of St. Augustine. Discover the awe-inspiring allure of St. Augustine, marvel at the grandeur of Lightner Museum, and capture iconic moments at landmarks like Cathedral Basilica of St. Augustine, and many more. Our excursions are meticulously designed schedule. We'll greet you directly at the hotel and ensure you return with ample time to relax and relish your day. Leave the details to us as we escort you on an extraordinary adventure, crafting memories that will stand the test of time!

See the side of St. Augustine that predates the city’s settlement during this inshore fishing charter. Explore the waters of the Matanzas River, Salt Run, and Tolomato River as you try to reel in cobia, flounder, spotted sea trout, and more. A certified captain will provide all fishing and safety equipment; all you need to do is enjoy this private charter in St. Augustine’s inshore waters.