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Offering rentals since 1999

Work Directly with Owners and Managers NO VRBO

AIRBnB Fees

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Charter Boats

Rent a charter boat for an unforgettable St. John adventure.

Looking for a day sail in the Caribbean?

Would you like a guided snorkel tour? St. John in the US Virgin Islands boasts some of the most beautiful waters and beaches in the world. Connections East offers a range of charter options, including sailboat and powerboat rentals, to help make your St. John experience truly unforgettable. Whether you want a relaxing sail along the coast or an adventurous snorkeling excursion, our charters provide the perfect way to explore the stunning beauty of the Virgin Islands.

Sailboat charter cruising St. John waters
Charter Boats on St John

FlyAway Charters VI

Every charter at FlyAway Charters is private and customized. We pride ourselves on providing a unique experience bolstered by our extensive local knowledge to provide the perfect experience for you.
Charter Boats on St John

Island Roots

Let us know of any questions or requests. We are always happy to learn how we can make it your best day on the water.
Charter Boats on St John

S/V Cation

S/V Cation is a 56-foot sailing catamaran, Fountaine Pajot Marquises, located in the quiet harbor of Coral Bay on the east end of St. John. We offer a variety of services including bed and breakfast, day sails to nearby beaches, or a more exclusive private charter sailing to remote US territory beaches off the beaten path. Bed and breakfast bookings and charters are private, guests will only share the boat with the crew. Day sails are can provide an opportunity to meet new people while exploring nearby beaches and snorkeling stops or can be booked privately. We like to keep our services more personalized and limit passengers to 12 persons for day trips.
Charter Boats on St John

Tacoboatstjohn

If you book the 11:00 time slot, please plan to arrive at 10:15 so chances are better for a spot. * Please note that the Lime Out does not accept reservations. Refer to their website. No matter the time slot you choose. Period. * All you need to bring is a good hat, sunscreen and a credit card for the Lime Out. Don't let your possessions hinder your fun and freedom. Wear your bathing suit and away we go.* Leave everything else locked in your vehicle or at home. Be advised.* I can not be held responsible if you choose to bring personal items with you.
Charter Boats on St John

Boat BVI

The British Virgin Islands has always been and continues to be recognized as a world leader of great places to go sailing. Since it became a major charter sailing destination in the early 70’s, you’d think that other cool new locations would have taken its place by now. Not so. The answer lies in its privileged geography and friendly people.

Charter Boats on St John

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