Top St Augustine Private and Luxury

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.

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.

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.

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.

Sail through the historic harbors near Vilano Beach, as we seek out some of Saint Augustine’s most charming residents, the local dolphin population. We’ll view local bottle-nose dolphins as they frolic, feed, and engage in their natural behaviors. Guests will enjoy unobstructed views of the nation’s oldest city from the perfect vantage point, on the water. Our state-of-the-art catamaran provides 360-degree views, as guests enjoy complimentary sodas, water, beer and wine. This adventure is perfect for cosmopolitans and nature enthusiasts alike, seamlessly blending the historical allure of Saint Augustine with mother nature’s natural wonders.

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.

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.

Experience all of downtown through the comfort of an open-air electric tour vehicle. Hear the true ghostly tales on the north side, south side, and deep into the historic downtown. See the haunted sight of a true crime murder mystery, hear of the bloody pirate attacks, and other horrific events that have plagued historic St. Augustine. Jump on the Goth Cart and cruise through the dark and bloody history of downtown and especially deep into the south end's narrow streets. All stories spun are true and thoroughly researched and include hauntings, gruesome murders, and vile pirate attacks.

See the streets of St. Augustine is a spooky new way on this evening ghost walking tour. As one of the oldest cities in the United States, St. Augustine has collected plenty of creepy legends and lore across the centuries. Hear about some of the city's most chilling past events, all while following your guide straight to its historic highlights.

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. On July 4th only, experience a special Fourth of July Fireworks & Sunset Tour. 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

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.

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 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.

Explore St. Augustine’s beautiful Intracoastal Waterway on your private floating tiki boat! This BYOB cruise is the perfect way to relax, take in scenic waterfront views, spot local dolphins, and enjoy good times with friends or family. Whether you’re seeking a romantic sunset cruise, a lively booze cruise, or a private charter, this fun and customizable experience is your ticket to the best of St. Augustine by water. What to Expect: Scenic boat cruise along St. Augustine’s Intracoastal Waterway and Matanzas Bay Floating tiki boat atmosphere BYOB booze cruise with cooler and ice provided Private or shared options available Dolphin watching and wildlife spotting opportunities Romantic sunset cruises and island-hopping options

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.

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.

Explore St. Augustine’s historic districts on a small-group tour designed to provide clear historical context without extensive walking. Traveling by low-speed vehicle, cover key landmarks efficiently while hearing structured commentary through a premium sound system. With pickup included and a maximum of seven guests, this tour offers a more personalized way to understand the city’s layered history in a compact timeframe.

History buffs will love this unique historical walking tour through St. Augustine’s historic district. Your guide will cover the history of the city from its founding through the early 1900s. The tour covers a 1.7-mile route, taking you from the Castillo de San Marcos National Monument to Flagler College and the Tolomato Cemetery. Bring comfortable shoes, bottled water, and a thirst for knowledge.

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.

Learn more about one of the oldest cities in the US while enjoying a frightfully good time on a family-friendly ghost tour of St. Augustine. Combine visits to spooky sites with light-hearted fun and spine-tingling tales. Your costumed guide takes you to cemeteries, the ground of the Old Fort, and other haunted locations to discover the little-known legends that you wouldn’t learn any other way.

Take your knowledge of St. Augustine’s history to a supernatural level when you join this small group guided ghost tour around the Ancient City. Instead of walking through the historic streets, you’ll hop on a golf cart with an expert guide in search of paranormal sights. Learn about the dark history of St. Augustine when visiting sites like Flagler College and the Castillo de San Marcos.

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.