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Incredible sailboat rentals in Massachusetts, United States.
1 - 18 of 24 listings
I offer sailing charters on Cal 36 Sailboat. We sail around the islands of the Gold Coast of Boston’s north shore. I will come to Boston ,if I am available on your charter date.
4 or 8 Hour Sails on Narragansett Bay on Seafarer Swiftsure Yacht!
Tandem Sail on TWO Classic Sailboats (Or Just Charter One)
Fast and Comfortable Sailing in Narragansett Bay and Beyond with Captain Peter!
Sail the Thimble Islands on the classy 35' Dufour 4800 Sailboat
46' sailing yacht SolMate, Providence and Narragansett Bay Islands
31' 'Tupelo Honey' Friendship Sloop - Sailing Charter in Boston with Captain Don.
Able Custom 42' Chartered Sailing Experience in Stonington, CT
Boating Guide - Massachusetts Sailing
Rent or charter a sailboat for a memorable experience in Massachusetts.
Are you ready for a fun adventure out on the open water onboard a sailboat in Massachusetts? Rent or charter a sailboat with or without a captain and experience the joy of exploring the water by wind power. From hourly, half-day, full-day or multi-day sailing excursions, you are sure to create memories that will last a lifetime. Massachusetts is a wonderful sailboat rental destination.
Using GetMyBoat to book your next sailing experience.
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Search for the perfect experience now and book your dream day out on the water.
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GetMyBoat customer reviews for Sailing in Massachusetts.
- BM
Bruce
4 or 8 Hour Sails on Narragansett Bay on Seafarer Swiftsure Yacht!
Joe's 1978 cruising sailboat was just the right size and weight to balance comfort with sailing experience. Joe was highly knowledgeable as a sailor and with sharing the local lore. It felt more like a sail with friends than a "charter." As a former sailor myself, I felt totally at ease in his hands. We plan to make this a regular part of our visits to Providence.
- ML
Meaghan
50 ft Sail Yacht with Young & Fun Crew :)
Steve gave us a truly memorable experience. We wanted a trip to honor the memory of a friend who sailed the harbor, and Steve was so accommodating and thoughtful in helping us plan the day. He has so much knowledge of sailing and of the area. We could't have asked for a better captain.
- BL
Brian
50 ft Sail Yacht with Young & Fun Crew :)
Simply perfect. Couldn’t have written a better experience. This crew rocks!
- AS
Anthony
Experience Newport RI with us! - Charter Sailing Yacht
We (4 adults and two seven year-old boys) had a lovely four-hour sail with Patrick and Monika. They were the perfect hosts, sharing both their gorgeous boat and their day with us out on the water. There was plenty of space to relax on-board while Patrick pointed out sights of interest and even stopped along the journey so that the two boys could take a dip in the bay during our sail. Could not have asked for a more perfect Sunday afternoon in Newport!
Sarah
Experience Newport RI with us! - Charter Sailing Yacht
Once we booked our trip, Patrick always returned our messages quickly, usually within an hour. We were a party of 6 with 4 adults and 2 children. The boat is beautiful. We were free to move around the boat and sit up front. There isn’t a lot of space to fit everyone in the back, but with a couple people in the front, it’s perfect. Patrick was knowledgeable about the mansions and area. Overall we had a great sail!
- MK
Marissa
Experience Newport RI with us! - Charter Sailing Yacht
Patrick and Monika were wonderful! They were easy to communicate and coordinate with and were very timely. The boat was great - equipped with a speaker and blankets that we forgot! Their knowledge of the Newport area was very fun and informative! We had a great time sailing around the area - would definitely recommend!
GetMyBoat has 24 listings for Sailing experiences in Massachusetts with 191 reviews.
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