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Browse Massachusetts Boat Rentals.

Page 3 of 6135 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
Tubing and Water Fun on Candlewood Lake
Powerboats in New Fairfield · 10 guests

Tubing and Water Fun on Candlewood Lake

5.0
$185/hour
Instant Book
⭐️⭐️⭐️⭐️⭐️Jump on Board the Just Hangin’.
Tours in Chelsea · 8 guests

⭐️⭐️⭐️⭐️⭐️Jump on Board the Just Hangin’.

4.8
$275/hour
Sail to Fishers Island on a fast and classy 35' Sailboat
Sailing in New London · 6 guests

Sail to Fishers Island on a fast and classy 35' Sailboat

5.0
$200/hour
CaptainedFFall Sailboat Charter in Salisbury 2 hr sails 4 persons
Sailing in Salisbury · 4 guests

CaptainedFFall Sailboat Charter in Salisbury 2 hr sails 4 persons

5.0
$160/hour
26' Brownell Powerboat for 14 people in Newport
Powerboats in Newport · 14 guests

26' Brownell Powerboat for 14 people in Newport

4.9
$285/hour
Sunset Charter for 6 persons - Private 42 trawler- Hyannis Ma. Starts at 6pm
Events in Barnstable · 6 guests

Sunset Charter for 6 persons - Private 42 trawler- Hyannis Ma. Starts at 6pm

5.0
$284/hour
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
Beautiful 30ft Monterey Sport Yacht: Downtown Boston
Powerboats in Boston · 6 guests

Beautiful 30ft Monterey Sport Yacht: Downtown Boston

5.0
$300/hour
Instant Book
Charter 36ft Sloop In Westbrook, Connecticut
Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$250/hour
32 ft Family & Group Fun Luxury Boat (Pre-season booking now avail 2025)
Events in Newport · 10 guests

32 ft Family & Group Fun Luxury Boat (Pre-season booking now avail 2025)

New
$200/hour
Oldport 26 Yacht Club Launch for charter in Newport RI
Powerboats in Newport · 14 guests

Oldport 26 Yacht Club Launch for charter in Newport RI

5.0
$285/hour
20ft Nautique Ski Boat: Ski Instruction, Tubing, Fishing and Fun on Lake Zoar
Powerboats in Connecticut · 7 guests

20ft Nautique Ski Boat: Ski Instruction, Tubing, Fishing and Fun on Lake Zoar

5.0
$140/hour
Instant Book
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
Custom Sailing Charter - Newport/ Block Island
Sailing in Newport · 6 guests

Custom Sailing Charter - Newport/ Block Island

5.0
$290/hour
Instant Book
Adventure Cruise in the Upper Bay onboard 31ft Center Console
Powerboats in Providence · 6 guests

Adventure Cruise in the Upper Bay onboard 31ft Center Console

5.0
$134+/hour
43' Sailboat, Bristol RI & Beyond
Sailing in Bristol · 6 guests

43' Sailboat, Bristol RI & Beyond

5.0
$199/hour
Yacht Charter Tours Around Nantucket, MA Onboard 36' Hinckley Motor Yacht
Events in Nantucket · 6 guests

Yacht Charter Tours Around Nantucket, MA Onboard 36' Hinckley Motor Yacht

5.0
$900+/hour
36' Classic Powerboat Rental In Newport, Rhode Island
Powerboats in Newport · 28 guests

36' Classic Powerboat Rental In Newport, Rhode Island

5.0
$518/hour
Come onboard the 45ft Tiara Sovran Motor Yacht
Powerboats in Fairhaven · 10 guests

Come onboard the 45ft Tiara Sovran Motor Yacht

5.0
$399/hour
Instant Book
35ft Downeaster. Bachelorettes, Sunset Tours & more!
Powerboats in Newport · 6 guests

35ft Downeaster. Bachelorettes, Sunset Tours & more!

5.0
$355/hour
Instant Book
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
38' Power downeast cruiser yacht in Boston
Powerboats in Boston · 6 guests

38' Power downeast cruiser yacht in Boston

5.0
$225/hour
Instant Book
Rent this Bertram Boat in Newport, RI
Powerboats in Newport · 6 guests

Rent this Bertram Boat in Newport, RI

4.8
$300/hour

Massachusetts 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. Briana

    Briana

    ⭐️⭐️⭐️⭐️⭐️Jump on Board the Just Hangin’.

    Jimmy and Wanda were absolutely amazing! My friends and I highly recommend them. We booked them for a few hours for my bachelorette and brought hot dogs and burgers and jimmy cooked them for us so that we could relax and hangout and spend time with each other without having to worry about a thing! They made sure we were all set multiple times through the experience and were extremely accommodating to any and every request. The boat was very clean and well maintained, and Spectacle Island was beautiful! They know all of the good spots and were very knowledgeable in the history of the island(s). We would 100% do this again and book for even longer next time!

  3. MT

    Marianne

    ⭐️⭐️⭐️⭐️⭐️Jump on Board the Just Hangin’.

    Captain Jimmy and first mate Wanda took us on a memorable ride of the harbor for a bachelorette party! The boat was very spacious with multiple seating areas. Jimmy and Wanda were so sweet and friendly. We loved being able to bring our own drinks and snacks on board, and they were able to drop us off at our dinner location in Seaport. They made our bride feel very special, and the whole group enjoyed it.

  4. RN

    RobynAnn

    ⭐️⭐️⭐️⭐️⭐️Jump on Board the Just Hangin’.

    We had an amazing 3 hours on the water with Captain Jimmy and Wanda. The boat is equipped with everything! We had a blast connecting to their Bluetooth to play music and the floating mat at Spectacle Island was SO much fun! If you are thinking about booking…just do it..you won’t regret it. We will be booking again!

  5. Amber

    Amber

    ⭐️⭐️⭐️⭐️⭐️Jump on Board the Just Hangin’.

    Jimmy and Wanda gave me the best birthday I could have ever dreamt of! They were so kind and generous and had the best boat I’ve ever seen. So much room with the comfiest couches in multiple areas for all of us to hang together. They took us to an island to swim and provided us with everything we could have needed! The boat ride was smooth and the views along the entire journey were priceless! 10/10 would recommend & can’t wait to book again!! We were very sad to leave!

  6. sarah

    sarah

    ⭐️⭐️⭐️⭐️⭐️Jump on Board the Just Hangin’.

    Jimmy and his wife Wanda were amazing!! we booked for my boy friends bday & all of us had a blast. we could only do 2 hrs bc we were on a time crunch, but if we could do it again we would 100% book for longer. we got an amazing boat ride, got to swim at a private island, and got to catch the sunset on the way back. it was great. loved it!!