At Catboat Charters, we believe that sailing should be relaxing, comfortable, and fun. While some charters focus on getting as many people onboard as possible, we believe that the most enjoyable way to sail is with only your small group of friends and family. Our private sailing charters are two hours long and include drinking water, ice, blankets, and a Bose bluetooth speaker. Guests are welcome to bring any of their own snacks and libations. 

We can accommodate a maximum of 6 guests, including children and infants. Children under 12 years of age are required to wear a life jacket at all times while onboard. 

A private enclosed restroom is onboard as well as a sink for washing up.

*Cancellation Policy*  

Cancel with at least a week’s notice to receive a full refund. 

Inclement Weather Policy: If it rains, is windier than 23 knots, or if there is poor visibility, your sail will be canceled for safety concerns and a full refund will be issued if we are unable to reschedule for a mutually agreeable time.

Take a two-hour sail aboard Tigress in Edgartown on
Martha’s Vineyard.

Take a two-hour sail aboard Dolphin in Newport, RI!

Gift an Experience. A relaxing sail aboard a classic catboat is a perfect gift for any occasion.