St. John Sailing

Cruz Bay Watersports - Island Spirit This yacht is professionally crewed and able to entertain weddings, private charters and groups to 70 passengers... more

Alcyone Day Sail Charters
Wide, roomy, comfortable cutter-rig, sloop. Perfect for family day sails, fishing, snorkeling. Underwater camera furnished... more

Bread on the Water Bread on the Water is a 46 foot Beneteau Oceanis built in 2000. She is one of the most beautiful boats available for sailing charters on St. John or St... more

Breath Breath is a one-of-a-kind, hand-built, gaff rigged, small tall ship. When they talk about a boat with character, this is what they mean. She stands out from the crowd... more

Calypso Plan the perfect day by taking your family and friends for any of our half day and full day sails that depart from St. John, US Virgin Islands... more

Captain Max
Join the famous Captain Max on the S/V "Lou" for an unforgetable day of sailing, snorkeling and fun on St. John and the surrounding islands. S/V "Lou" sails with a maximum of six guests... more

Cloud 9 Sailing Adventures
Cloud 9 Sailing Adventures is owned and operated by Captain Jason Beasley. Captain Beasley has more than 25 years of extensive sailing experience including Open Ocean, and Racing... more

Gypsy Spirit II
Captain Doug & Teka's 35' DuFour off shore cruising sloop. Full day, half day, sunset cruises. Weddings. Fully licensed and insured... more

New Horizons
Experience the peace and beauty of these islands from the deck of this 64' custom ketch... more

Outlaw Sail farther and faster with Paul and Vicki on St John's largest and most comfortable charter yacht Outlaw. Let us introduce you to a level of sailing that you have never experienced before. more

Sail Safaris
North Shore Beaches and Islands Tour: This sailing tour will fulfill all your fantasies of tropical islands, palm trees, vibrant coral reefs and white sandy beaches... more

Sail St. John
Offering day, half-day, sunset sails, private charters, motor excursions, weddings-on-board and a variety of other on-the and in-the water activities for Caneel Bay Resort and St. John guests... more

Soma
Soma is the only Formula 40 catamaran for charter available in the Caribbean. Based in St. John in the US Virgin Islands, Soma is available for daysail, term charter, and racing charters... more

Survivan
Survivan is a 1997, Sloop with all the amenities. All trips include open bar. *Full Day - Gourmet lunch and two snorkel stops *Half Day - "A three hour tour" with one snorkel stop... more

Treazzure You will not find a more comfortable daysailing yacht in the Virgin Islands. This 60 foot classic has room enough to stretch your legs on deck and spread out in the cockpit... more

Wayward Sailor
Capt. Phil Chalker is a 100 ton master licensed captain aboard the Wayward Sailor. As a licensed captain and marine naturalist, Capt... more

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