Sailing Excursion Options

Experience the beauty of Martha's Vineyard island on one of our sailing charters, either a day sail or a sunset sail, and explore the inner harbor of Vineyard Haven. Relax and bask in the sun or take a more active role and help with the activities of sailing.  

2-hour charters may be scheduled 

any time of day.

2 Hour Charters

Private, Up to 6 People

$550

 In compliance with U.S. Coast Guard CFR Subchapter C, we carry a maximum of 6 guests, but have options for larger groups. 

Call for details.

Requests are considered, however, for your safety and enjoyment, the Captain will determine the best route for your sail based on current, tide, and wind conditions on the day and time of your sail.

Venture outside the Vineyard Haven Harbor with us and enjoy sailing more of the Martha's Vineyard coastline. Bring your own prepared foods, utensils & alcoholic beverages, or ask about catering for a picnic underway.

3 Hour Charters

Private, Up to 6 People

$700

4 Hour Charters

Private, Up to 6 People

$850

 In compliance with U.S. Coast Guard CFR Subchapter C, we carry a maximum of 6 guests, but have options for larger groups. 

Call for details. 

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.

Make a toast to another perfect day in paradise with a sunset sail around the  harbor. Sunsets are always special on Martha's Vineyard, but from the water aboard a sailing vessel they take on a magical quality.  Celebrating a birthday, anniversary or proposal?  Sunset sails are the perfect venue for your special evening.

2 Hour Charters

Private, Up to 6 people

$575

Traveling solo or want the camaraderie of fellow travelers? Click here to visit our 

New Excursions Page

 In compliance with U.S. Coast Guard CFR Subchapter C, we carry a maximum of 6 guests, but have options for larger groups. 

Call for details. 

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.