Top St Augustine Cruises & Sailing

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.

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.

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.

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.

Celebrate the holidays in St. Augustine with a nighttime boat cruise. Choose between two different vessels – one for adults only with an on-board bar, the other family-friendly and BYOB – and set on a scenic cruise to see the millions of white lights that make up the Nights of Lights Festival. Experience the magical atmosphere of the twinkling lights on the water.

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.

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.

If you're into all things creepy and spooky, this 'beyond the grave' tour of St. Augustine is ideal for you. You'll be taken to a number of locations of interest to the Savannah Ghost Research Society. These include cemeteries and buildings where ghosts have been sighted and paranormal activity recorded. Your guide will dig beneath the urban legends in an attempt to uncover the true stories that lie within.

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.

We hope to make this your favorite memory to your visit in St Augustine - sharing the history and nature of St Augustine are our favorite things. Being on our tour boat is like floating by the sights on a front porch - relaxing and comfortable. Please arrive 10 to 16 minutes prior to departure to make it for boarding on the boat. The boat departs from the dock promptly on time.

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a chance to make new memories on the sea. Our cruise is perfect for all water-lovers: families, couples, and friends. Some guests enjoy interacting with the USCG licensed Captain, learn a little about sailing, or take the helm. Others relax and enjoy the trip. No matter your preference, this cruise will be a highlight of your vacation.

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a chance to make new memories on the sea. Our cruise is perfect for all water-lovers: families, couples, and friends. Some guests enjoy interacting with the USCG licensed Captain, learn a little about sailing, or take the helm. Others relax and enjoy the trip. No matter your preference, this cruise will be a highlight of your vacation.

Spend a relaxing evening sailing along the historic bay front of St. Augustine just as the sun begins to set on this sailing excursion. Board your private vessel, complete with captain and crew, and enjoy a leisurely sail into the sunset. See points of interest such as Porpoise Point, Vilano Beach, Anastasia State Park, the Castillo de San Marcos National Monument, and the Bridge of Lions.

Get an Early Start on Your Weekend Plans Join us on Thursdays aboard our luxury sailing yacht where there’s water, water, everywhere, and lots for you to drink! You’ll sip and savor from a selection of wine and cheese, as you watch for dolphins playing near Porpoise Point. You’ll be saying “thank goodness it’s THURSDAY” when you take time to enjoy St. Augustine from the water’s point of view. If you’re thirsting for a good time, you’ll find it here on Thursday!