Top St Augustine Cruises & Sailing

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. You’ll see highlights like the Bridge of Lions, Castillo de San Marcos National Monument, and National Shrine of Our Lady of La Leche; can spot wildlife like dolphins; and will learn the stories behind the sights from your captain’s narration.

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 during this tour reserved for guests 21 and older.

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.

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.

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.

Unique opportunity to see the Old City from the water and land. Our guide will greet you at the Plaza de la Constitucion,for a introduction of the City of St. Augustine. Then we will bring you to the Marina were you will board the Victory III for the 75 minute narrated boat tour. Upon return to the dock, your guide will meet you to show you around downtown St. Augustine for a one hour walking tour of the most important landmarks and monuments.

Old Town Cycle Cruise is the ultimate booze cruise on the water in St. Augustine. The city's first-ever cycleboat to hit the water! We provide 90-min Public & Private BYOB (bring your own beverage - including alcoholic beverages) Tours in the Historic St. Augustine waters. We have space for 24 passengers and the tours include Master Captain, First Mate, 12-Cycle Stations, Music, Party Lights, Party Props, Ice and Beautiful Views of the Best Sightseeing. Come pedal or kick back & party with us! Perfect for Bachlorette Parties, Birthdays, Ladies Night and Team Building!

Explore the best of St Augustine on this narrated Old Town trolley tour. See more than 100 points of interest such as the Old Jail, Flagler College, and Spanish Colonial neighborhoods. Discover more about America’s oldest city, founded in 1565 by Pedro Menendez de Aviles, from your friendly and informative conductor who shares interesting narration about St. Augustine's history.

St. Augustine’s original “frightseeing” tour is 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 streets of the town as you pass haunted hot spots. Expect a tour so scary, it should come with a warning.

As the oldest city of European origin in the United States, St. Augustine harbors a fascinating history haunted by the restless souls of its former residents. On this 1.5-hour ghost tour, you’ll follow a master storyteller to sites of reputed haunting: see historic landmarks such as Hugenot and Tolomato Cemetery, and discover traumatic tales from St. Augustine’s 450-year history. This small-group tour is limited to 15 people to maintain the correct atmosphere.

Afterlife Tours is walking tour in historic St. Augustine, FL. that features real paranormal evidence that has been captured at every location by our team the Savannah Ghost Research Society. Every stop has been fully researched at the historic society, so we debunk urban myths and tell the TRUE stories of what really happened. Stops on this tour include 7 Aviles Street (which has been featured on the hit television show My Ghost Story: Caught on Camera), the Castillo de San Marcos, Tolomato Cemetery, Huguenot Cemetery, and Casa de Suenos (a former Funeral home that was converted into a Bed and Breakfast).

Ideal for families, this ghost tour of St. Augustine’s spookiest sites combines light-hearted fun with spine-tingling tales of the city’s past. Alongside a costumed guide, you visit cemeteries, the ground of the Old Fort, and other haunted locations to discover the little-known legends that surround the romantic venue. This small-group tour is limited in order to maintain an atmosphere suitable for the ghost walk.

Old Town Cycle Cruise is the ultimate booze cruise on the water in St. Augustine. The city's first-ever cycleboat to hit the water! We provide 90-min Public & Private BYOB (bring your own beverage - including alcoholic beverages) Tours in the Historic St. Augustine waters. We have space for 24 passengers and the tours include Master Captain, First Mate, 12-Cycle Stations, Music, Party Lights, Ice and Beautiful Views of the Best Sightseeing. Come pedal or kick back & party with us! Perfect for Bachlorette Parties, Birthdays, Ladies Night and Team Building!

Old Town Cycle Cruise is the ultimate booze cruise on the water in St. Augustine. The city's first-ever cycleboat to hit the water! We provide 90-min Public & Private BYOB (Bring Your Own Beverage - Including Alcoholic Beverages) Tours in the Historic St. Augustine waters. We have space for 24 passengers and the tours include Master Captain, First Mate, 12-Cycle Stations, Music, Party Lights, Ice and Beautiful Views of the Best Sightseeing. Come pedal or kick back & party with us! Perfect for Bachlorette Parties, Birthdays, Ladies Night and Team Building!

Making the holidays even more memorable, Florida Water Tours offers world-class yacht charter services for the annual Nights of Lights festival in St. Augustine, Florida. Join us to view the millions of tiny white lights that create a magical atmosphere on the water, in the nation's oldest city.  Departing nightly, enjoy the best seat in town to view the legendary Nights of Lights! We have 2 vessels to choose from: The OSPREY is for adults only and has a bar on board with a great variety of drinks and local favorites. The Island Breeze is great for all ages and you can BYOB. We serve complimentary hot cocoa and 3D glasses to view the lights, restroom on board, free parking and window shutters for warmth! All tours are 75 minutes long.

The Nights of Lights: Holly Jolly Yacht Tour is the ultimate St. Augustine booze cruise experience on the water, as we provide a positive, feel-good environment while exploring the Old Town Bayfront illuminations. Views of notorious St. Augustine sights while entertaining the balance of BYOB (bring your own beverage - including adult beverages) flowing LEDs, and musical ambiance to set the mood proper. Let’s embark together in this enlightening of festive feels surrounded by the high spirits of St. Augustine. We have space for 24 passengers and the tours include Master Captain, First Mate, 12-Cycle Stations, Music, Party Lights, Ice and Beautiful Views of the Best Sightseeing. Come pedal or kick back & party with us! Perfect for Bachlorette Parties, Birthdays, Ladies Night and Team Building! The #1 booze cruise in St. Augustine, FL!!