2 St Augustine Sailing Tours to Get on the Water

1.2 hours – Private Sunset Sail along Historic Bay Front

★★★★★★★★★★5.0 · 29 reviews · from $795 whole boat, up to 6Our pick

You’ll sail privately for up to six people from Windward at Camachee Cove Yacht Harbor, with a captain at the helm and bottled water included. The route follows the Tolomato and Matanzas rivers past Porpoise Point, Vilano Beach, Anastasia State Park, the lighthouse, Castillo de San Marcos, and the Bridge of Lions. Beer, wine, cocktails, and charcuterie can be arranged ahead.

“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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2.2 hours – Private Day Sail along Historic St Augustine Bayfront

★★★★★★★★★★5.0 · 16 reviews · from $795 whole boat, up to 6

Spend two hours aboard a private luxury sailing yacht with up to six people, guided by a USCG-licensed captain such as Chris, Nuri, or Roseanne. You’ll sail from Camachee Cove toward Porpoise Point and the historic bayfront, watching for dolphins, photographing the lighthouse and Castillo de San Marcos, and learning to sail if you wish.

“We had such a fantastic day on the water with St. Augustine Sailing. The boat was beautiful, Roseanne, the owner, was our captain along with her husband, and they were just fantastic. They were wonderful explaining things to the kids and Read more”

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