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Experience St. Augustine at golden hour on a sunset boat tour that combines waterfront views with light historical commentary. Cruising along the city’s shoreline offers a clear vantage point of notable landmarks while avoiding downtown traffic and crowds. The relaxed pace makes it easy to enjoy changing sky colors and local wildlife activity, creating a calm way to end the day on the water.

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.

See St. Augustine's key landmarks—and enjoy a one-of-a-kind, environmentally friendly way of traveling—on a small-group electric golf cart tour. Choose a convenient morning or afternoon tour time, meet your guide in the city center, and hop on board. See St. Augustine landmarks, including the Castillo de San Marcos, Tolomato Cemetery, and Mission Nombre de Dios, and learn all about the city’s centuries of history.

This relaxing cruise is great for nature lovers, families, or those who simply enjoy being out on the water. Cruise the Intracoastal Waterway—an inland waterway that runs parallel to the coastline—for a calm ride exploring St. Augustine’s estuaries. Keep your eyes peeled for marine life such as dolphins, manatees, sea turtles, pelicans, osprey, and spoonbill. Along the way, you’ll spot landmarks including the Bridge of Lions, Castillo de San Marcos, St. Augustine Lighthouse, and more.

Discover the United States’ oldest city as you embark on a historic walking tour through St. Augustine. Join a small group and visit top landmarks such as the oldest masonry fort in the US, the oldest grid system, and Flagler College. While you explore, your guide sheds light on the tumultuous history of the 450-year-old city.

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.

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.

Discover St. Augustine's historical sites with ease, without the hassle of research or figuring out transport, during this private guided tour. Ride in a vintage vehicle with guides dressed in 1920s fashion as you cruise past landmarks such Castillo de San Marcos, Flagler College, and St. George Street in the historic district, while learning more about the sites than you would on your own.

Have only a short amount of time to explore St. Augustine? Beat the crowds—and see most of the city's top highlights—all in one private, open-air electric vehicle tour. Meet your guide downtown, and hop aboard. You'll see highlights like the Mission Nombre de Dios, Castillo de San Marcos, and Cathedral Basilica of St. Augustine, and will learn all about the city's history.

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.

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.

SUMMERTIME FUN! A Family-Friendly Tasting Adventure (Ages 8+) Celebrate the flavors and stories - as you stroll through St. Augustine’s Historic District. On this light walking tour, you’ll explore brick-lined streets, iconic landmarks, and festive hideaways - stopping at 7+ locally loved spots to savor delicious bites that showcase the city’s rich culinary traditions. This roaming, taste-as-you-go experience is the perfect way to gather with family and friends. Come hungry, leave full of local flavor!

Relax on a serene adults-only Sunset River Jazz Cruise along the historic St. Augustine bayfront. This two-hour journey features live jazz, artisanal charcuterie, and a complimentary glass of boutique wine while you watch the sunset over the water. Ideal for date nights or a calm evening with friends, this cruise offers comfortable seating and scenic views, perfect for conversation and unwinding. Enjoy the laid-back atmosphere as you take in the sights and sounds of the river, with wildlife like dolphins occasionally making an appearance. - 2-hour adults-only cruise starting at sunset - Live jazz band sets the mood for relaxation - Includes artisanal charcuterie and one complimentary glass of wine - Comfortable seating and scenic views, perfect for socializing

As one of the oldest cities in the country, St. Augustine is known for its ghost stories and legends—and this paranormal tour offers the chance to get acquainted with specters and frights. Meet your guide after dark, and set off with just a small group for company. With the help of EMF meters, dousing rods, and other tools, you'll explore an 18th-century wooden schoolhouse, the St. Augustine Old Cemetery, and more.

Go beyond the guidebooks and discover a different side of St. Augustine on a haunted walking tour that combines ghost stories with visits to local bars. The tour explores the city's haunted history while stopping at historic watering holes, where you'll have time to purchase drinks along the way. Blending local legends, historical storytelling, and a lively social atmosphere, it's a unique alternative to a traditional ghost tour.

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.

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.

Step into the shadows and raise a glass to the spirits—both kinds—on our St. Augustine Haunted Pub Crawl. This adults-only adventure blends the thrill of the paranormal with the buzz of the city’s vibrant nightlife, creating an unforgettable night out you won’t find anywhere else. You’ll journey through St. Augustine’s most infamous pubs, bars, and historic taverns—places where the drinks flow freely and the ghost stories linger long after last call. Along the way, uncover chilling tales, haunted hotspots, and eerie legends that give this city its spine-tingling reputation. Whether you’re out with friends or flying solo, this experience is all about connection, laughter, and a little mischief. Meet fellow thrill-seekers, share a toast with new faces, and soak in the electric energy of a night that’s equal parts spooky and social.

Embark on a mystical journey through the enchanting streets of downtown St. Augustine with our Tarot Tour. Glide effortlessly on our electric golf cart for 90 minutes as you explore the rich beauty and hidden gems of the nation’s oldest city. Along the way, our expert guide will unveil the stories and secrets that lie beneath the surface—blending historical sightseeing with the intrigue of Tarot and Oracle card readings. Let the whispers of the cards reveal insights into your past, present, and future as you soak in the city’s mystical ambiance. During your personalized Tarot/Oracle session, our skilled reader will interpret the messages meant just for you, deepening your understanding of your path and purpose. This one-of-a-kind experience seamlessly weaves together scenic exploration and the spiritual art of Tarot and/or Oracle readings—perfect for those seeking wonder, wisdom, and a little magic. Please note: Not all seats face forward. For entertainment purposes only.

As the sun dips below the horizon and darkness cloaks the ancient city of St. Augustine, the bayfront tells a different story—one of restless spirits, eerie legends, and the lingering echoes of centuries past. Join us on our Haunted History Cruise, where spooky tales and history comes alive on the water. Led by our captivating guides, you’ll cruise along the Matanzas Bay and hear chilling tales tied to America’s oldest city. From the haunted lighthouse to the ghostly shores of the Castillo, this journey is steeped in spine-tingling lore. What you should know: This cruise is geared towards adults and teens, 13 and up.

This entertaining, informative, and engaging walking ghost tour will take you to multiple haunted and historic locations, where your experienced local tour guide and haunted history expert will tell you of the hauntings that persist at iconic buildings surrounding St. Augustine's historic district. St. Augustine survived wars and disease to claim the title of the oldest city in America. Experience the terrors lurking in the shadows of this quaint Florida town. Old City Ghosts offers an unflinching look at St. Augustine’s harrowing history and startling stories of real-life hauntings experienced by tour-goers, visitors, and locals alike. Join us to unveil what makes the Old City of St. Augustine one of the most haunted locations in the country. Tour stops are subject to change. This is a walking tour and we do not go into the museums / private homes. The duration of the tour takes into account walking time to and from the historic sites.

Fun Rentals St. Augustine bicycle rentals stand out because we combine high-quality bikes, local expertise, and a hassle-free experience designed specifically for exploring St. Augustine. We offer a large fleet of comfortable beach cruisers and multi-speed hybrid bicycles in men’s, women’s, and children’s sizes so riders of all ages can enjoy the city together. Each rental includes helmets, locks, and water bottle holders, making it easy to ride safely and comfortably throughout the day. What really makes the experience special is our local knowledge. Our team will provide a map and insider recommendations on the best scenic routes, historic landmarks, waterfront rides, and hidden local spots that many visitors miss. With easy riding bikes and personalized tips from locals, you’ll be able to explore St. Augustine’s historic streets, shops, and attractions at your own pace without worrying about traffic or parking.

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.