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All listings in Mattapoisett

Great sailboat rentals near Mattapoisett, Massachusetts.

Page 1 of 12 listings

Sunset Sail Buzzards Bay in a Classic Sloop!
Sailing in Fairhaven · 4 guests

Sunset Sail Buzzards Bay in a Classic Sloop!

5.0
$150/hour
Spend the Day on Buzzards Bay - Sail on "Hamlet" a 35 '  J/105 racer/cruiser
Sailing in Mattapoisett · 6 guests

Spend the Day on Buzzards Bay - Sail on "Hamlet" a 35 ' J/105 racer/cruiser

5.0
Snoozed - Active 17 May 2025

Sailing Reviews in Mattapoisett

  1. TI

    Tony

    Sunset Sail Buzzards Bay in a Classic Sloop!

    I recently had the pleasure of sailing with Captain Freddie on his boat for a surprise two-hour cruise with my girlfriend, and it was an unforgettable experience. From the moment we stepped aboard, we were treated to breathtaking views of Buzzard's Bay and a sense of tranquility that only the open water can offer. The scenic beauty of the surroundings was truly stunning, and we found ourselves captivated by the serene atmosphere that only a sailboat can provide. Freddie was an absolute delight and contributed significantly to the enjoyment of our trip. His friendly and attentive personality put us at ease, and his passion for sailing was evident throughout the journey. He told us all about his restoration of his boat and made sure we were comfortable and well taken care of. We knew nothing about sailing, and he explained all about how the sails work, answered my endless questions, and his expertise and seamanship were evident. We felt completely safe under his guidance. The overall experience was nothing short of magical. From the sunshine and fresh air to laughing and relaxing on the deck while Freddie told us all about the area and his tales of trips to Martha's Vineyard and beyond. I scored some serious romance points with my lady by booking this trip. I would 100% sail with Captain Freddie again without hesitation.

  2. Maggie

    Maggie

    Spend the Day on Buzzards Bay - Sail on "Hamlet" a 35 ' J/105 racer/cruiser

    Steve was amazing! 10/10 trip and was very communicative and organized. Will def be booking again!

  3. HY

    Harry

    Spend the Day on Buzzards Bay - Sail on "Hamlet" a 35 ' J/105 racer/cruiser

    Steve was experienced, accommodating, and friendly. Definitely worth it.