The Legendary Jester Sailing Adventures Daysails and Chartering in the U.S. Virgin Islands
Come sail away with Jester Sailing Adventures and experience the Virgin Islands at its best!
~ FULL DAY SAILS ~ HALF DAY SAILS ~ SUNSET CRUISES ~ SNORKEL EXCURSIONS~ ~ ST. JOHN & SURROUNDING CAYS ~ WEDDINGS ~ PRIVATE & CUSTOM CHARTERS ~
Sail Jester and experience the crystal blue Caribbean waters and beautiful white sand beaches of the Virgin Islands. Come sail the tropical breezes and snorkel and explore the colorful coral reefs.
Daysail charters are offered to the Virgin Islands National Park in St. John and surrounding cays or you can pick your favorite Virgin Island destination! All sailing trips include great gourmet grub, Captain Rich's luscious specialty libations and always some super tunes to set the mood! Jester is fully equipped with a private head, fresh water shower, easy access swim ladder, float mats, and top quality snorkeling gear and instruction.
Come join Captain Rich and the Jester crew for a great day of sailing and fun! Make the best of your Virgin Islands vacation with a sailing charter from Jester Sailing Adventures!
St. Thomas Sailing Charters & Excursions Jester
Snorkeling St Thomas St John aboard Jester Sail
, Sailing Virgin Islands Jester
boat rentals virgin islands-captain jim adjusting the main sail
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Perfect Lunch Sailboat Rental St Thomas
Relaxing on Sailboat Charter St Thomas
Romantic Sunset Sailboat Charter St Thomas
Romantic Sunset Sailboat Rental St Thomas
Sailboat Cruises St Thomas Great Lunch
Sailboat Wedding aboard Jester Sailing St Thomas US Virgin Islands
Sailing Adventure w Captain Jim on Jester St Thomas US Virgin Islands
Sailing St Thomas Jester on Honeymoon
Sailing St Thomas Jester Virgin Islands
Sailing Virgin Islands Wedding
The Legendary Jester Sailing Adventures – St Thomas US Virgin Islands
Local
Eat and Drink
- SandBar at HAVANA BLUE - St. Thomas (3.1 miles) - Savor Latin inspired Caribbean fare at the ultimate tropical chic beach club and grill. This exclusi...
- The Longboard - St. John (3.9 miles) - We pride ourselves on our selection of high-quality local and flown-in fish and premium ingredients....
- Room With A View Wine Bar and Restaurant - St. Thomas (5.0 miles) - ROOM WITH A VIEW is a family owned and operated restaurant that opened its doors in the summer...
- St. John Catering - St. John (5.0 miles) - We are a Full-Service Catering company, complete with our own venue. Let us indulge you while you ar...
- Big Kahuna Rum Shack - St. Thomas (5.5 miles) - BIG KAHUNA RUM SHACK Come Visit the Original Caribbean RUM SHACK!! Historic Downtown Waterfront! Enjo...
See and Do
- Jester Sailing Adventures Virgin Islands St Thomas (0.0 miles) - The Legendary Jester Sailing Adventures Daysails and Chartering in the U.S. Virgin Islands Come sail ...
- ZunZun Sailing Yacht & Floating Massage Spa St Thomas (0.9 miles) - ZunZun Sailing is the Only Floating Spa & Massage Yacht in the Caribbean – New Model Flagship Cata...
- Sunshine Daydream Boat Charters St John (4.0 miles) - Sunshine Daydream Boat Charters is a locally owned and operated private day charter boat based in St...
- Love City Excursions Saint John (4.4 miles) - Love City Excursions is a private day charter company based on Saint John, US Virgin Islands. Locall...
- Pirates Treasure: A Shipwreck Museum and Store St. Thomas (5.8 miles) - Set sail and discover the Pirates Treasure Museum! Experience hands-on, interactive exhibits that ...
