Top St Augustine Private and Luxury

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.

Cruise St. Augustine’s intracoastal waterway at sunset on this BYOB boat trip. Admire sights including the Bridge of Lions from the water at the most scenic time of day—sundown. Watch for dolphins and other marine life in the wild, hear tales about the city you may otherwise miss, and enjoy your preferred drinks as you sail and sightsee.

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.

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.

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

Sunset is one the most beautiful times of day and many people like to take cruises to see sights from the water when the sun goes down. Kick up the fun with this St. Augustine Sunset Booze Cruise that allows you to see the sights at sunset and enjoy some drinks on the water, too. This cruise has room for up to 24 passengers and takes place in a unique cycle boat.

Enjoy a 90-minute walking tour through the nation’s oldest city, exploring centuries of history, architecture, and hidden stories that shaped St. Augustine. From the Castillo de San Marcos to charming colonial streets, and the beautiful waterfront, this tour hits all the highlights—perfect for first-time visitors or anyone looking to truly understand the city. The beauty of a free walking tour is that you get to decide what it's worth to you personally. Your licensed local guides receive no salary of any kind other than what they receive from guests on a tip basis. If you have a group larger than 6, please contact us in advance to make sure we can accommodate.

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.

Cruise through St. Augustine’s scenic waterways on Fury’s Historic Landmark Boat Tour. Choose a daytime narrated cruise or a romantic Champagne Sunset Cruise, both featuring 360° views of iconic landmarks like the Castillo de San Marcos and the St. Augustine Lighthouse. Hear engaging commentary spanning 450+ years of history while spotting dolphins and native birds. During the holiday season (mid-November–mid-January), enjoy dazzling Nights of Lights displays from the water. Includes soda and water on all cruises, plus a complimentary champagne toast on the sunset tour. Perfect for families, couples, and groups. **Nights of Lights Viewing mid November - mid January Only ***Fourth of July Fireworks and Sunset Tour on July 4th Only

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.

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.

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!

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.

St. Augustine is one of the oldest cities in the United States and is a spectacular sight when viewed from the water. Get a glimpse of the city’s historic district and surrounding area during this sunset boat tour. You’ll cruise around the banks of downtown St. Augustine, gazing at sites like the Bridge of Lions and the Castillo de San Marcos National Monument. You’ll also venture into the St. Augustine Inlet and see St. Augustine Lighthouse & Maritime Museum.

St. Augustine’s original “frightseeing” tour provides an evening of fear and fun. Board Ghosts and Gravestones' Trolley of the Doomed for a spooky ride through St. Augustine's sinister past. Listen to stories of the ghosts and ghouls believed to still wander the town’s streets as you pass supposedly haunted hot spots, and visit Potter’s Wax Museum. Expect a tour so scary, it comes with a warning: not recommended for under-13s.

Explore the freshwater tributaries along the scenic St. Johns River on a thrilling airboat ride that skims through a maze of shallow waterways. Watch for alligators, manatees, birds, and snakes as you speed through the watery Florida landscape, and learn the story of an infamous pirate ship that sank in the St. Johns River. This St. Johns River airboat tour includes personal headsets, so you won't miss a word of the captain's fun and informative commentary.

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'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.

Explore the stunning coastal waters of St. Augustine on a private dolphin tour. Encounter the intelligent bottlenose dolphins in their natural habitat, often seen feeding and socializing in pods. With a high success rate of over 90%, these two-hour excursions allow up to six passengers to enjoy an intimate experience while watching dolphins. Additional wildlife such as manatees, sea turtles and pelicans may also be spotted during the tour. Catering options are available for a personalized touch. Perfect for families and wildlife enthusiasts seeking a memorable marine adventure. - Private dolphin excursions lasting two hours for up to six guests - Exclusive for your group only, avoiding crowds - Observe dolphins in their natural habitat with a success rate over 90% - Catering options available for a customized experience - Additional wildlife viewing opportunities, including sea turtles, manatees and birds

Experience St. Augustine from the water on a private boat tour for up to six passengers. Cruise past the city’s historic waterfront with a dedicated captain who manages navigation while you relax and enjoy the views. Choose a daytime outing or plan around sunset for softer light and cooler temperatures, making this a flexible and intimate way to experience the city.

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.

Experience St. Augustine from the water on a sightseeing cruise that combines local wildlife viewing with views of the city’s historic waterfront. Traveling by boat allows you to see key landmarks from a different perspective while avoiding crowded streets and walking routes. This relaxed cruise offers a steady pace and open views, making it an easy way to enjoy both nature and history in one outing.