Under sail · ST AUGUSTINE SAILING TOURS

Where to Sail in St Augustine: 2 Top Trips

2 sailing trips  ·  seats from $70 each

Every harbour in St Augustine has a skipper selling seats. These 2 are the ones to choose, with prices and times laid out.

2 hours - Private Sunset Sail along Historic Bay Front - Porpoise Point and Vilano Beach
2-Hour Experiences, Historical Tours, Sailing Tours, St Augustine Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in the USA, Tour Reviews, USA Sailing Tours

2 hours – Private Sunset Sail along Historic Bay Front

1.2 hours – Private Sunset Sail along Historic Bay Front

★★★★★★★★★★5.0 · 29 reviews Top of the fleet

You’ll sail privately with your group of up to six from Camachee Cove Yacht Harbor, guided by a captain and crew. Over two hours, look for porpoises near Porpoise Point and view Vilano Beach, Anastasia State Park, the lighthouse, Castillo de San Marcos, and the Bridge of Lions from the water. Bottled water is included.

“Took my wife out for her birthday, it was a wonderful first time on a sail boat. Captain worked hard to capture the wind in the sails. He was very experienced and made us feel very comfortable.”

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2 hours - Private Day Sail along Historic St Augustine Bayfront - Leaving Camachee Cove for Vilano Beach
2-Hour Experiences, Historical Tours, Sailing Tours, St Augustine Sailing Tours, Tour Reviews, USA Sailing Tours

2 hours – Private Day Sail along Historic St Augustine Bayfront

2.2 hours – Private Day Sail along Historic St Augustine Bayfront

★★★★★★★★★★5.0 · 16 reviews

Spend two hours aboard a private sailing yacht with a USCG-licensed captain from St. Augustine Sailing Enterprises. You’ll cruise from Camachee Cove along Vilano Beach, Porpoise Point, the Matanzas River, and the old bayfront, with views of the lighthouse, Great Cross, Castillo de San Marcos, and Bridge of Lions. Captains including Chris, Nuri, and Roseanne have helped make the trip personal and hands-on.

“Nuri had all of the boys working and learning to sail. Super fun and engaging. The view of the old city from the water is lovley. Military might ran buy in a training exercise. What a treat.”

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Other ways to get on the water

Sunset Sailing CruisesCatamaran Sailing TripsSailing and Snorkeling TripsPrivate Sailing ChartersIsland Hopping Sailing TripsTall Ship and Schooner Sailing
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