Sailing in the Caribbean breeze, over clear blue water, past lush green mountains… is there any image more representative of a vacation day in the Virgin Islands? Going on a sailing charter is a favorite activity during a St. John visit. The USVI are well known for sailing; the weather and scenery offer perfect conditions. Many captains have sailing stories from their Caribbean and world travels that entertain. Go sailing; delight in the wonderful weather, beautiful waters, and the service of professional and knowledgeable captains and crew members. Sailing charters are available in half day trips and full day. Amenities vary but very often include open bar, lunch, snorkel gear, floats, and other water toys. Sunset sails and dinner cruises are also an option. Enjoy the tranquil beauty of Caribbean evenings as the sun goes down and stars come out. Sitting on the deck of a sailboat watching the stars with a glass of wine is a lovely, romantic way to spend an evening. Visit the featured charters below for more information on what they offer!
Featured Sailing Charters
Sweet Pea Catamaran Charters
Sweet Pea Catamaran Charters - Private Catamaran Charters available for up to 12 guests. The 40’ Catamaran features Two large trampolines for lounging, fully shaded... (More)
Sweet Pea Catamaran Charters - Private Catamaran Charters available for up to 12 guests. The 40’ Catamaran features Two large trampolines for lounging, fully shaded cockpit, gourmet freshly prepared lunch, full premium bar, guided snorkel tour, quality snorkel gear, fresh water showers, two heads and a crew that is exceptional at making this the best day of your vacation. Please bring Towels, sunscreen, and cameras. We can vary the details to suit your day.
Catania Yacht Charters
(Hurricane Status: Open for business.) Come Sailing with Catania Yacht Charters: excursions in the USVI and BVI, specializing in small groups of up to 6... (More)
(Hurricane Status: Open for business.) Come Sailing with Catania Yacht Charters: excursions in the USVI and BVI, specializing in small groups of up to 6 guests. Catania is a traditional 80 year old sloop with a legacy of spending over 30 years circumnavigating the globe. Be pampered on an unforgettable excursion of a lifetime. Captain Ocean will enthrall you with the history of the Virgin Islands and stories of his around the world voyage. Discover pristine white sand beaches and enchanting hidden coves. Experience an underwater world full of spectacular marine life. Enjoy refreshments from our open bar. Full day, half day, and sunset sails available.
Soulshine is spacious 44 foot Lagoon catamaran available for both day and long term charters. Come for a day or stay until your soul’s... (More)
Soulshine is spacious 44 foot Lagoon catamaran available for both day and long term charters. Come for a day or stay until your soul’s content. The natural beauty of the Virgin Islands is sure to amaze and inspire for years to come. An experience enhanced by a knowledgeable and passionate Captain and crew who are the proud owners of the SV Soulshine, and whose sole purpose is to insure you have the vacation of a lifetime! Day charters up to 12 guests, includes snorkeling gear, paddle boarding, and tandem kayak. Overnight charters (3-8 nights) for up to 6 guests, includes all your breakfasts, and 50% of your lunches and dinners!! All inclusive drinks.
St. John offers rest, relaxation and an adequate amount of sporting activities. Plan the activities you would like to do most and have a great vacation!