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Browse Massachusetts Boat Rentals.

Page 6 of 6138 listings

Newport Boat Days are the Best Days!
Powerboats in Newport · 6 guests

Newport Boat Days are the Best Days!

New
$250/hour
Cruise or Fish Boston Harbor & it's surrounding area with Boston's Best Captain
Powerboats in Boston · 6 guests

Cruise or Fish Boston Harbor & it's surrounding area with Boston's Best Captain

New
$85+/hour
The Best Boston Fun Cruise Aboard 49ft Motor Yacht
Events in Boston · 35 guests

The Best Boston Fun Cruise Aboard 49ft Motor Yacht

New
$700+/hour
Instant Book
23ft Seafox Center Console for Fishing Adventure
Fishing in Wellfleet · 6 guests

23ft Seafox Center Console for Fishing Adventure

New
$200/hour
Charter a 45ft Boat in Gloucester – Perfect for Parties, Tours & Swims
Events in Gloucester · 31 guests

Charter a 45ft Boat in Gloucester – Perfect for Parties, Tours & Swims

New
$400+/hour
Hobie outback 2022 ocean fishing kayak
Adventures in Massachusetts · 1 guest

Hobie outback 2022 ocean fishing kayak

New
$300/day
18ft Godfrey Sweetwater Pontoon Rental in Wilmington
Powerboats in Wilmington · 10 guests

18ft Godfrey Sweetwater Pontoon Rental in Wilmington

New
$450/day
Captained or Bareboat 22' Boston Whaler Boat! Get on the water today!
Powerboats in Newport · 6 guests

Captained or Bareboat 22' Boston Whaler Boat! Get on the water today!

New
$200/hour
36ft Sportfisherman Boat Charter in Point Judith, Rhode Island
Powerboats in Narragansett · 6 guests

36ft Sportfisherman Boat Charter in Point Judith, Rhode Island

New
$960/day
 Martha's Vineyard, Westport, Buzzards Bay and Cuttyhunk Cruises
Powerboats in Fairhaven · 6 guests

Martha's Vineyard, Westport, Buzzards Bay and Cuttyhunk Cruises

New
$298/hour
Sail Gloucester Harbor and Beyond Aboard Catalina 36 MKI Sailing Yacht!!
Sailing in Gloucester · 6 guests

Sail Gloucester Harbor and Beyond Aboard Catalina 36 MKI Sailing Yacht!!

5.0
$175+/hour
Zippy 17.5ft Bayliner with Trailer
Powerboats in Massachusetts · 7 guests

Zippy 17.5ft Bayliner with Trailer

New
$75/hour
Able Custom 42' Chartered Sailing Experience in Stonington, CT
Sailing in Stonington · 3 guests

Able Custom 42' Chartered Sailing Experience in Stonington, CT

New
$200+/hour
Providence Boat Tour
Powerboats in Cranston · 5 guests

Providence Boat Tour

New
$150/hour
40ft Pursuit Express Motor Yacht in Boston
Events in Boston · 6 guests

40ft Pursuit Express Motor Yacht in Boston

New
$300/hour
Wakesurfing, Tubing, Wakeboaring,Waterskiing, Lake Cruises on Lake Lillinonah
Events in New Milford · 6 guests

Wakesurfing, Tubing, Wakeboaring,Waterskiing, Lake Cruises on Lake Lillinonah

New
$260/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
Snoozed - Active 02 Jun 2026
Private Sailing Charter on Martha's Vineyard
Sailing in Tisbury · 6 guests

Private Sailing Charter on Martha's Vineyard

5.0
Snoozed - Active 02 Jul 2026

Massachusetts Reviews

  1. AD

    Alice

    Sail Gloucester Harbor and Beyond Aboard Catalina 36 MKI Sailing Yacht!!

    Captain Lu is THE MAN ! We had an amazing time with him, he’s very nice and extremely knowledgeable. He adjusted the course of the cruise to an easier swell when our friend that is easily seasick started to feel dizzy, and she felt great the entire time! I can only recommend cruising with Captain Lu and will surely be back again !

  2. JR

    Jai

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

    We had a wonderful experience and found Captain Eric to be an excellent sailor and gracious host. He is extremely friendly, relaxed and a great conversationalist who has many stories to tell about the Thimble Islands and other topics. We had a large party with a two year old child and Captain Eric made us all comfortable and provided us with a perfect trip.

  3. Lauri

    Lauri

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

    CaptIn Eric provided an amazing experience for my family. Not only did he display his professional sailing skills but he accommodated time for dining and swimming and the thrill of being under sail on a beautiful sunny and windy day. We've already shared our great experience with friends and family and hope to join them for another trip on Erics Nomade.

  4. NC

    Nathalie

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

    Eric was a gracious host. His boat was divine and equipped with everything we needed. He sailed us around the Thimble Islands where we swam and took in the glorious surroundings. A perfect way to spend your 50th birthday. Merci beaucoup, Eric!

  5. CD

    Carolyn

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

    Had a wonderful time with Captain Eric on Nomade even though the wind seemed to be missing that day. He made sure all of us felt included in the sailing experience and we all left the boat in a happy mood. Thanks, Eric.

  6. NF

    Noa

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

    Eric was very reliable and made the day wonderful. The sail boat was beautiful and accommodated all our needs. Captain Eric catered the sail to what we wanted making it an unforgettable sailing trip.