Join us at Sail the Vineyard for an unparalleled sailing experience along the stunning coastline of Martha's Vineyard island in Massachusetts. A Martha's Vineyard boat tour is truly one of the best things to do in Martha’s Vineyard and the best way to the see the area. Below are some of our top sail MV excursions.
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Our Martha's Vineyard boat rentals all include a Captain and Crew for your safety and enjoyment. Chose one of these curated Martha's Vineyard sailing charters, or call us to create your own experience.
Martha's Vineyard Private Sails
Martha's Vineyard Sunset Sails (public or private)
Grand Illumination Fireworks Sails
JAWS Martha's Vineyard 50th Anniversary Sail
Sips & Sails: A Jazzy Brunch Cruise
And don't forget that we offer catering - because everything tastes better on a boat! We offer everything from gourmet hors d'oeuvres to desserts to scrumptious sandwich platters! See below for options or contact us to make a special request.
Welcome to Sail The Vineyard, where sailing isn't just our job, it's our passion! We’re consistently ranked as a top Martha's Vineyard boat charter tour company on travel sites because our love for what we do shines from the moment you step aboard. We offer a wide range of sailing experiences to suit every taste – whether you’re a beached mermaid or escaped pirate; beginner or hard core sailor. Although it's quite rare to find a true ability to rent a boat on Martha's Vineyard, our experienced Captains and Crew are passionate about sailing and dedicated to providing you with a memorable Martha's Vineyard sailing charter trip, which affords you the ability to relax and watch the coastline go by.
Our guests visit us not only on Martha's Vineyard island for sailing tours but also in stellar sailing vacation destinations like the Caribbean - including stunning locations such as the Virgin Islands, The Grenadines, or St. Martin, to name a few - or far away dream destinations like Tahiti, Bora Bora, Thailand or The Whitsunday Islands of Australia. Wherever your sailing bucket list leads you, we can help you embrace the sailing lifestyle there.
Don't see what you have in mind? Contact us and we can design the perfect Martha's Vineyard boat charter trip just for you!
Browse our website to learn more and book your next sailing adventure today!
Safety
We always aim for giving our guests the sailing trip of a lifetime. To us, that means not only a fun day on the water, but a safe sailing excursion. The U.S. Coast Guard has established safety guidelines in CFR Subchapter C, that allow a maximum of 6 guests for any boat that doesn't have a special "inspected vessel" designation. Sure, there are some companies who bend that rule, but we believe keeping you safe is more important that anything else we do. If you have a group larger than 6, please contact us for details about how we can accommodate larger groups.
Where we go
Each of our sails is different because we work in a weather-dependent environment with winds, tides and currents that are always on the move! The descriptions of our sailing excursions provide some information about our typical itineraries. Requests are considered, however, for your safety and enjoyment, the Captain will determine the best route based on tide, current and wind conditions on the day and time of your sail.
Call us: 508.493.8767
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We are the premiere Martha's Vineyard Sailing Charter company. We cater to small groups - no crowds here! This year, JAWS celebrates its 50th Anniversary, we're stirring up some jazzy vibes & it's a great time to be a kid! Check out our new Public Sails page for more on these events. Plus, we still offer our exclusive private sails. Browse our site fo rmore.