St John USVI Villa Rental Great Expectations
bougainvilla flowers at our St John villa

St John Sailing is as good as it gets

Sailing Around St John and the US Virgin Islands or venture over to the British Virgin Islands

 These great captains all offer guests of Great Expectations a great sail at a great value:
 
St John sailboat Cloud 9Cloud 9 - Let’s Go Sailing on Cloud 9 a beautiful and spacious 47' Beneteau sailing sloop. Sit back and relax while Captain Jason sails you past many scenic Virgin Islands or learn how to sail and take a turn at the helm. Enjoy a snorkel stop – they only take you to the very best places! Cloud 9 features a comfortable cockpit with a full bimini for plenty of shade, a swim platform for easy entry and exit of the water and ample seating on the deck.  Choose one of our sailing trips for the best day of your vacation! They offer: a Half Day / three hour sail with typically one snorkel stop; a Full Day / six hour trip with lunch and up to three snorkel stops;  Sunset Sails,  Jost Van Dyke trips and Custom Private Charters. Captain Jason and his first mate Leslie, know the waters above and below! Cloud 9 is offering guests of Great Expectations a special 10% discount when booking direct with Cloud 9 Sailing Adventures! 
 


St John sailboat KekoaKEKOA is a 50 ft. wooden catamaran built in 2008 which has unique silver hulls, black sails and a deck that glows blue at night.  KEKOA is 30 ft. wide providing for a smooth and level ride while enjoying gentle trade wind sailing.  The vessel has ample seating on the deck or in our shaded cockpit.  KEKOA also has a wet bar, a bathroom and a seat that stretches across the entire stern deck. When its time to disembark on the out islands for swimming or snorkeling on the world class reefs, we provide a stairway to the water. Come aboard KEKOA and enjoy the newest, sleekest and most awe-inspiring sailing catamaran in the Virgin Islands. In addition to a great sail experience, guests of Great Expectations get a 10% discount. Just ask for Claire or one of the two captains, Captain Ryan or Captain Jamison, brothers they be!
 
St John sailing yacht SurvivanSurvivan is a beautiful 46' Jeanneau sloop. Go sailing and have what will be one of the highlights of your vacation to St. John! Survivan’s over-sized cockpit has a full bimini for plenty of shade. Snorkeling in the crystal clear water is a breeze with its open stern, swim ladder and fresh water rinse. Whether you want to sit back and relax or take a turn at the helm you will be offered a custom sailing trip to fit your needs. Options include: full day with gourmet lunch and two snorkel stops, a half day which is a three hour tour with one snorkel stop, Sunset Sail,  and a full-day trip to Jost Van Dyke in the BVI and have what will be one of the highlights of your vacation to St. John! Captain Jason and his first mate, 'Lou', know the waters and promise a great day - at a great value offering guests of Great Expectations a special 10% discount!
 
 
Wayward Sailor- The Wayward Sailor is a classic 30' Islander sloop owned and operated by Capt. Phil for the past 27 years. Captain Phil has logged well over a hundred thousand miles under her keel, traveling throughout the Caribbean and the Bahamas.

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