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Browse Massachusetts Boat Rentals.

Page 3 of 7146 listings

Custom Sailing Charter - Newport/ Block Island
Sailing in Newport · 6 guests

Custom Sailing Charter - Newport/ Block Island

5.0
$290/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
Posh Pontoon Tours around Boston
Powerboats in Cambridge · 11 guests

Posh Pontoon Tours around Boston

5.0
$200/hour
Private Charter in Boston Aboard Our Sleek 34ft Sea Ray Yacht
Events in Winthrop · 10 guests

Private Charter in Boston Aboard Our Sleek 34ft Sea Ray Yacht

New
$325/hour
Beautiful 30ft Monterey Sport Yacht: Downtown Boston
Powerboats in Boston · 6 guests

Beautiful 30ft Monterey Sport Yacht: Downtown Boston

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

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$250/hour
35ft Downeaster. Bachelorettes, Sunset Tours & more!
Powerboats in Newport · 6 guests

35ft Downeaster. Bachelorettes, Sunset Tours & more!

5.0
$355/hour
18′ Ventura Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod
Powerboats in Barnstable · 7 guests

18′ Ventura Boston Whaler in Hyannis Harbor, Massachusetts - Cape Cod

5.0
$119/hour
Boston's Premier Event 80' Vessel for Unforgettable Gatherings! Up to 150 guests
Events in Quincy · 150 guests

Boston's Premier Event 80' Vessel for Unforgettable Gatherings! Up to 150 guests

5.0
$750/hour
Newport RI: Sailing, Swimming and Sightseeing
Sailing in Newport · 6 guests

Newport RI: Sailing, Swimming and Sightseeing

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

36' Classic Powerboat Rental In Newport, Rhode Island

4.8
$518/hour
Spend a day of sun and fun aboard our 42’ Silverton Motor Yacht
Powerboats in Fall River · 10 guests

Spend a day of sun and fun aboard our 42’ Silverton Motor Yacht

5.0
$300/hour
Spend the Day on Buzzards Bay - Aboard Petrel a classic Dyer 29
Tours in Mattapoisett · 6 guests

Spend the Day on Buzzards Bay - Aboard Petrel a classic Dyer 29

5.0
$200+/hour
Explore Narragansett Bay starting in Beautiful E. Greenwich, RI on this 40' MY
Events in East Greenwich · 6 guests

Explore Narragansett Bay starting in Beautiful E. Greenwich, RI on this 40' MY

5.0
$400/hour
Old Town Sportsman Fishing Kayak for rent in Boston
Adventures in Boston · 1 guest

Old Town Sportsman Fishing Kayak for rent in Boston

5.0
$150/day
2 hour harbor cruise around historic Salem Sound
Fishing in Salem · 6 guests

2 hour harbor cruise around historic Salem Sound

5.0
$400/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
38' Power downeast cruiser yacht in Hull or  Boston
Events in Boston · 6 guests

38' Power downeast cruiser yacht in Hull or Boston

5.0
$225/hour
90min BYOB Cycleboat Boston Private Charter in Boston Harbor up to 16pp Mon-Thu
Events in Boston · 16 guests

90min BYOB Cycleboat Boston Private Charter in Boston Harbor up to 16pp Mon-Thu

5.0
$395/hour
Cycleboat Boston BYOB Public Cruises & Private Charters Boston, Massachusetts
Powerboats in Boston · 26 guests

Cycleboat Boston BYOB Public Cruises & Private Charters Boston, Massachusetts

5.0
$650/hour
Captained Sailboat Charter in Salisbury 2 hr sails 4 persons
Sailing in Salisbury · 4 guests

Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

5.0
$160/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
34 ft Sea ray Sun-dancer Yacht in Boston for rent
Events in Winthrop · 8 guests

34 ft Sea ray Sun-dancer Yacht in Boston for rent

New
$325/hour

Massachusetts Reviews

  1. ST

    Samantha

    Custom Sailing Charter - Newport/ Block Island

    We really enjoyed our sail with Candace, Stephanie and Matt - and we can't forget Eddie Spaghetti the daschaund! They told us a lot about the history of the area and made sure we were comfortable and well-taken care of on this sail. Many thanks to Stephanie too for the wonderful photos on the trip.

  2. sk

    sarah

    Custom Sailing Charter - Newport/ Block Island

    Captain Candace, Captain Don and Stephanie were an absolute delight to work with from start to finish. Capt. Candace was very easy to communicate with and worked to accommodate our age diverse group. Great directions and instructions as to how to find the boat, the boat was in pristine condition and VERY comfortable accommodations for our sail. Captain Don and Stephanie were very clear about safety first at all times, very knowledgable sailers and wonderful tour guides and historians when the wind was not working with us. We could not have asked for anything more - the boat and the crew are top notch. We hope to have the opportunity to sail with Candace and crew again. Our sailing experience was the highlight of our trip to Newport.

  3. Madison

    Madison

    Custom Sailing Charter - Newport/ Block Island

    Candace is an amazing host & captain and her boat is absolutely beautiful! The space in the back was more than enough room for our bachelorette party of 6. She lets us BYOB, food, and connect to her bluetooth to play our own music. Not to mention her crew mate Stephanie was also more than happy to be our personal photographer the whole time lol!! 100% recommend sailing with Serendipity Sailing we had SO much fun!

  4. LD

    LAURA

    Beautiful 30ft Monterey Sport Yacht: Downtown Boston

    Jeff was fantastic! The boat was very nice. Super clean and had everything you need for a day on the water. Started the charter with a tour around the harbor pointing out spots of interest. We then anchored at one of the harbor islands for a bit. He was friendly and knowledgeable. I highly recommend choosing Jeff for your next special occasion. Stop looking and book this one!

  5. OF

    Olga

    Beautiful 30ft Monterey Sport Yacht: Downtown Boston

    Jeff and his boat are an incredible experience. We took a tour of the harbor and saw the lighthouse, hopped off to see an island, and docked for some quick dips. Jeff was great about expectations, communication, and our itinerary. We took our 18 month old and Jeff was wonderful at helping us set up this experience for success. We'll definitely be back and would recommend. The boat is beautiful, clean, and very luxurious.

  6. DK

    Dmitri

    Charter 36ft Sloop In Westbrook, Connecticut

    We had a fantastic 2-hour sail out of Westbrook! The boat was in great shape, and Captain Joy was a Joy to sail with: she was professional, friendly, and very experienced. She made us feel safe and relaxed the entire time, and even shared some interesting local facts and recommendations along the way. The views were beautiful and the whole trip was smooth and enjoyable. Highly recommend booking with this captain – we’ll definitely be back!