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Mattapoisett, Massachusetts Boat Rentals

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
Spend the Day on Buzzards Bay - Aboard the classic Dyer 29 Classic Boat
Tours in Mattapoisett · 6 guests

Spend the Day on Buzzards Bay - Aboard the classic Dyer 29 Classic Boat

5.0
Snoozed - Active 17 May 2025
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
Come onboard the 45ft Tiara Sovran Motor Yacht Charter Keep'N It Reel
Powerboats in Fairhaven · 10 guests

Come onboard the 45ft Tiara Sovran Motor Yacht Charter Keep'N It Reel

5.0
$399/hour
Come Sail & Party on Maybellene our well cared for 34' Beneteau Yacht
Sailing in New Bedford · 6 guests

Come Sail & Party on Maybellene our well cared for 34' Beneteau Yacht

5.0
$150/hour
Sail Away on Our Passion: Your 42-Foot Pearson for a Day or Weekend Adventure
Sailing in Dartmouth · 6 guests

Sail Away on Our Passion: Your 42-Foot Pearson for a Day or Weekend Adventure

New
$150/hour
Instant Book
Cruise Martha's Vineyard, Cuttyhunk and Cape Cod Canal
Powerboats in Wareham · 6 guests

Cruise Martha's Vineyard, Cuttyhunk and Cape Cod Canal

New
$298/hour
Cape Cod Canal Charters and beyond on your private boat!
Powerboats in Bourne · 6 guests

Cape Cod Canal Charters and beyond on your private boat!

New
$325+/hour
Yamaha 195S Wakeboat in Sandwich
Powerboats in Sandwich · 8 guests

Yamaha 195S Wakeboat in Sandwich

5.0
Snoozed - Active 29 Aug 2025
31ft Contender Center Console - Fishing Charter
Fishing in Westport · 6 guests

31ft Contender Center Console - Fishing Charter

5.0
$110/hour
Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat
Sailing in Tisbury · 6 guests

Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

New
$125/hour
28ft Whitewater Center Console Rental in Mashpee, Massachusetts
Powerboats in Mashpee · 6 guests

28ft Whitewater Center Console Rental in Mashpee, Massachusetts

5.0
$300/hour
Sea Ray 280 Motor Yacht Rental in Oak Bluffs, Massachusetts
Events in Oak Bluffs · 6 guests

Sea Ray 280 Motor Yacht Rental in Oak Bluffs, Massachusetts

New
$550/hour
27' Blackfin Center Console in Osterville & Barnstable, Cape Cod
Powerboats in Barnstable · 6 guests

27' Blackfin Center Console in Osterville & Barnstable, Cape Cod

5.0
$350/hour
39' Yellowfin with Quad Engines, Fast & Fun, Cape Cod & the Islands
Powerboats in Barnstable · 10 guests

39' Yellowfin with Quad Engines, Fast & Fun, Cape Cod & the Islands

New
$1,000/hour
8 Person Center Console Rental in Osterville Massachusetts
Powerboats in Barnstable · 8 guests

8 Person Center Console Rental in Osterville Massachusetts

5.0
$275/hour
43' Sailboat, Bristol RI & Beyond
Sailing in Bristol · 6 guests

43' Sailboat, Bristol RI & Beyond

5.0
$199/hour
Full Day Rental | 18′ Ventura Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod
Powerboats in Barnstable · 7 guests

Full Day Rental | 18′ Ventura Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod

New
$690/day
Half Day Rental | 18′ Ventura Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod
Powerboats in Barnstable · 7 guests

Half Day Rental | 18′ Ventura Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod

5.0
$119/hour
Full Day Rental | 20' Dauntless Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod
Powerboats in Barnstable · 9 guests

Full Day Rental | 20' Dauntless Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod

New
$775/day
Half Day Rental | 20' Dauntless Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod
Powerboats in Barnstable · 9 guests

Half Day Rental | 20' Dauntless Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod

New
$144/hour
Full Day Rental | 26’ Regulator Center Console  in Hyannis, Massachusetts - Cape Cod
Powerboats in Barnstable · 12 guests

Full Day Rental | 26’ Regulator Center Console in Hyannis, Massachusetts - Cape Cod

New
$1,595/day
Full Day Rental | 18′ Outrage Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod
Powerboats in Barnstable · 8 guests

Full Day Rental | 18′ Outrage Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod

New
$690/day
Half Day Rental | 18′ Outrage Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod
Powerboats in Barnstable · 8 guests

Half Day Rental | 18′ Outrage Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod

New
$119/hour

Mattapoisett Reviews

  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. Heiner

    Heiner

    43' Sailboat, Bristol RI & Beyond

    We had a wonderful time with Catian Francis :) He is a lot of fun and makes you feel at home on his yacht. Things wemt very smooth and we can highly recommend having a exceptional sailing experience with him. Heiner

  3. MS

    Megan

    Come Sail & Party on Maybellene our well cared for 34' Beneteau Yacht

    A beautiful evening that far exceeded our expectations. Dave was a fantastic captain and host giving us a relaxing and memorable experience on our sunset cruise. Bottle of wine, lovely snacks and the boat was pristine. Don’t think twice about adding this to your itinerary for a spectacular evening.

  4. TT

    Todd

    Spend the Day on Buzzards Bay - Aboard the classic Dyer 29 Classic Boat

    The trip was perfect. Steve was great host, guide and captain. The communication was great, the boat was the perfect size for our group and the tour into the Bay was amazing. I can't wait to do it again when we're next on the island.

  5. jg

    janet

    Come onboard the 45ft Tiara Sovran Motor Yacht Charter Keep'N It Reel

    christian was easy to communicate with and super responsive to a list of questions and weather concerns. he was patient and professional. couldn't have asked for a better day on the water. on time. gorgeous boat. superb crew. so thrilled to be their first GMB clients. went to vineyard for lunch, anchored, swam and cruised. HIGHLY recommend! we will be back for sure.

  6. CT

    Casey

    Come Sail & Party on Maybellene our well cared for 34' Beneteau Yacht

    We were absolutely blown away by the accommodations and hospitality of Dave. He let us come early, leave late, he had wine and champagne and a charcuterie board waiting for us, and he made us hot dogs on the grille. He took pictures of our bachelorette party for us the whole time like our own personal photographer and then sent them to us after. He was incredibly kind and fun and easy going and I would 10/10 recommend this experience to anyone thinking about it.