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Day And Sunset Sails on Martha's Vineyard Sound

Ena is a 34' classic wooden sloop designed by John Alden in the tradition of sailing the waters of Vineyard Sound. Relax and enjoy the sail. Or, be part of the crew and help raise the sails, take the tiller, and experience the excitement of sailing.

For info (508)627-0848 or


Ena sails from quiet, beautiful, Tashmoo  in the Vineyard Haven area with spectacular views of the North Shore and Elizabeth Islands

**Boarding from the dock**



* 3 hr Day Sails, 2.5 hr Sunset Sails 

$150 per person min 2, Max 6 passengers


*Private 3 hr Day Sails or Private 2.5 hr Sunset Sails

$600 max 6

Private day sails may include a fun swim off the boat on return to Tashmoo

*Full day Private Sails $900 max 6

Full-day sails are private and can be customized

may include a stop at Tarpaulin Cove or Lamberts Cove for lunch and a swim.


Inquiries are welcome.


Weather is unpredictable and all sails are weather dependent.

Catering available or bring your own picnic!

BYOB, Refreshments and Snacks are welcomed.

Complimentary light snacks and water are available


Contact us for information and available dates 

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