St. Augustine Luxury Sailing Experience

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.

Meeting Point

St Augustine Sailing

3076 Harbor Dr, St. Augustine, FL 32084, USA

We are located inside Camachee Cove Yacht Harbor & Marina. As you turn into the marina, continue straight past the security guard building and we are the 5th structure on the right. Our office is located on the first floor of a two-story white building. Free parking is available.

What to expect:

Duration: 2 hours

Camachee Cove Yacht Harbor

3070 Harbor Dr, St. Augustine, FL 32084, USA

We invite you to sit back, relax and enjoy the beautiful view and wildlife as we slip away from the dock and sail down the Tolomato River. Make sure to look for dolphins as we approach Porpoise Point as we often see a lot of wildlife in this area. As we continue our sail down the Matanzas River toward the historic St Augustine Bay Front, you will get to experience the ancient city's historic sites from the water.
Bring your friends and family and get ready to enjoy adventure or bring that special someone and experience a romantic getaway on your private, 2-hour charter aboard our luxury sailing vessel.
Let our professional staff of USCG licensed Captains welcome you and your guests aboard for an experience like no other in the beautiful city of St. Augustine!

5 minutes

Vilano Beach

Vilano Beach, Florida

As we slip away from the marina, we will be making way along Vilano Beach. Porpoise Point at Vilano Beach is a beautiful waterfront community and bounded by the intracoastal waterway. This area is known for seeing dolphins as the feed during tide change. As we sail by, it is almost certain you will see dolphins in this area.

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Anastasia State Park

300 Anastasia Park Rd, , St. Augustine, 32080-5434, Florida

Anastasia State Park is across the waterway from Vilano Beach, and you will be able to see the more northern park as we leave the Tolomato River and continue down the Matanzas River.

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St. Augustine Lighthouse & Maritime Museum, Inc.

100 Red Cox Dr, , St. Augustine, 32080-5443, Florida

As we move into the Matanzas River we will be close enough to capture some great photos of St Augustine Lighthouse in the distance

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Castillo de San Marcos National Monument

1 S Castillo Dr, St. Augustine, 32084-3252, Florida

Built by the Spanish in St. Augustine to defend Florida and the Atlantic trade route, Castillo de San Marcos National Monument preserves the oldest masonry fortification in the continental United States and interprets more than 450 years of cultural intersections

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Bridge of Lions

20 Bridge of Lions, St. Augustine, 32084, Florida

The bridge gets its name from two white marble lion statues guarding the bridge on the west side. Completed in 1927, the Bridge was constructed during the extravagant land boom times in Florida. It was designed as a work of art as much as a transport for cars, connecting downtown St Augustine with Anastasia Island. A double-leaf bascule bridge, or drawbridge, it opens for boat traffic several times throughout the day.

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