Experience a 2-hour private sail along St Augustine Bayfront. Perfect for families, couples, and friends. Create unforgettable memories on the sea.
Experience a 2-hour private sail along St Augustine Bayfront. Perfect for families, couples, and friends. Create unforgettable memories on the sea.
- Camachee Cove Yacht Harbor - Relax and enjoy the stunning views and wildlife as the journey begins from the dock, sailing down the Tolomato River. Keep an eye out for dolphins near Porpoise Point, as this area is rich with wildlife. As the sail continues down the Matanzas River towards the historic St. Augustine Bay Front, experience the ancient…
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Camachee Cove Yacht Harbor - Relax and enjoy the stunning views and wildlife as the journey begins from the dock, sailing down the Tolomato River. Keep an eye out for dolphins near Porpoise Point, as this area is rich with wildlife. As the sail continues down the Matanzas River towards the historic St. Augustine Bay Front, experience the ancient city’s historic landmarks from the water.
Bring friends and family for an adventurous outing or share a romantic escape with a special someone on a private, 2-hour charter aboard a luxurious sailing vessel.
The professional staff of USCG licensed Captains warmly welcomes guests aboard for a unique experience in the beautiful city of St. Augustine! - Vilano Beach - Departing from the marina, the journey proceeds along Vilano Beach. Porpoise Point at Vilano Beach is a picturesque waterfront community bordered by the intracoastal waterway. This area is renowned for dolphin sightings during tide changes. As the sail passes by, dolphin sightings are almost guaranteed.
- Anastasia State Park - Located across the waterway from Vilano Beach, the northern part of Anastasia State Park becomes visible as the journey leaves the Tolomato River and continues down the Matanzas River.
- St. Augustine Lighthouse & Maritime Museum, Inc. - As the sail moves into the Matanzas River, there are opportunities to capture stunning photos of the St. Augustine Lighthouse in the distance.
- National Shrine of Our Lady of La Leche at Mission Nombre de Dios - The Great Cross, also known as the Mission Cross and the Beacon of Faith Cross, is situated on the grounds of the Nombre de Dios Mission. Erected in 1966, the Great Cross stands 266 feet tall, constructed from 70 tons of stainless-steel plates, reinforced with concrete in its lower third to withstand weather conditions.
The Great Cross stands prominently as part of the backdrop and is visible throughout the entire sailing experience.
- Castillo de San Marcos National Monument - Constructed by the Spanish in St. Augustine to protect Florida and the Atlantic trade route, Castillo de San Marcos National Monument preserves the oldest masonry fortification in the continental United States, showcasing over 450 years of cultural intersections.
- Bridge of Lions - Named after two white marble lion statues that guard the bridge on the west side, the Bridge of Lions was completed in 1927 during Florida’s extravagant land boom era. Designed as both a work of art and a transportation link, it connects downtown St. Augustine with Anastasia Island. This double-leaf bascule bridge, or drawbridge, opens for boat traffic several times daily.

- Bottled water
- On-board restrooms
- Yacht Captain
- Bottled water
- On-board restrooms
- Yacht Captain
- Gratuities
- Gratuities
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…
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.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.