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Massachusetts, US Boat Rentals & Yacht Charters

Page 6 of 6142 listings

Get Ready To Have Fun Single Jet Ski Rental 2025 Yamaha Jetblaster Deluxe
Water Sports in Westfield · 2 guests

Get Ready To Have Fun Single Jet Ski Rental 2025 Yamaha Jetblaster Deluxe

New
$125+/hour
Relax Aboard The Classic Motor Yacht Gypsy in Southern New England and Florida
Events in Barnstable · 6 guests

Relax Aboard The Classic Motor Yacht Gypsy in Southern New England and Florida

New
$120/hour
36' Ellis Downeast Cruiser/Fishing Boat
Fishing in Hull · 6 guests

36' Ellis Downeast Cruiser/Fishing Boat

New
$175/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
$850+/hour
Instant Book
Charter 25' Steiger Craft Yacht In Quincy, MA.
Powerboats in Quincy · 4 guests

Charter 25' Steiger Craft Yacht In Quincy, MA.

New
$125/hour
42ft Silverton Convertible Party and Fishing Boat in Boston, Captain Included
Events in Boston · 12 guests

42ft Silverton Convertible Party and Fishing Boat in Boston, Captain Included

New
$500/hour
Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston
Sailing in Boston · 8 guests

Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston

5.0
$550/hour
Instant Book
Fast and Fun Fishing or Cruising Boat | 27' Mako Center Console
Fishing in Winthrop · 6 guests

Fast and Fun Fishing or Cruising Boat | 27' Mako Center Console

New
$200/hour
23ft Seafox Center Console for Fishing Adventure
Fishing in Wellfleet · 6 guests

23ft Seafox Center Console for Fishing Adventure

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
Beautiful  Like New Rinker Fiesta Vee 31' Cruiser
Powerboats in Gloucester · 6 guests

Beautiful Like New Rinker Fiesta Vee 31' Cruiser

New
$175+/hour
Captained  22' Boston Whaler Boat! Get on the water today!
Powerboats in Newport · 6 guests

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

New
$200/hour
Cruise and Dine — Explore the Cape, Cuttyhunk and Martha’s Vineyard by Boat!
Events in Fairhaven · 6 guests

Cruise and Dine — Explore the Cape, Cuttyhunk and Martha’s Vineyard by Boat!

New
$249/hour
18ft Godfrey Sweetwater Pontoon Rental in Wilmington
Powerboats in Wilmington · 10 guests

18ft Godfrey Sweetwater Pontoon Rental in Wilmington

New
$450/day
Providence Boat Tour
Powerboats in Cranston · 5 guests

Providence Boat Tour

New
$150/hour
Hobie outback 2022 ocean fishing kayak
Adventures in Massachusetts · 1 guest

Hobie outback 2022 ocean fishing kayak

New
$300/day
Authentic 122ft Tall Ship Schooner Adventure - A National Historic Landmark!
Sailing in Gloucester · 60 guests

Authentic 122ft Tall Ship Schooner Adventure - A National Historic Landmark!

New
$1,200+/hour
Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.
Sailing in Salisbury · 2 guests

Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.

5.0
Snoozed - Active 17 Sep 2026
Limited Availability
Luxury Sailing Catamaran for up to 12
Sailing in Newport · 12 guests

Luxury Sailing Catamaran for up to 12

5.0
Snoozed - Active 02 Nov 2026
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
Snoozed - Active 17 Sep 2026
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
Snoozed - Active 04 Oct 2026
Boston Harbor Cruise & Fishing Trip on 29ft Rejoyce
Fishing in Boston · 6 guests

Boston Harbor Cruise & Fishing Trip on 29ft Rejoyce

New
Snoozed - Active 02 Aug 2026

Massachusetts Reviews

  1. BH

    Betsy

    Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston

    Oh what a night! We had a fantastic time on our sailing trip with Jake and his crew. They picked us up right on time, we had a perfect sale, and they even gave us some extra time at the end. The views of Boston were perfection, the sale was smooth and we felt very well taken care of by the entire crew the whole time! It really could not have been any more perfect. We highly recommend!

  2. Irene

    Irene

    Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.

    Nina is a fantastic person, fantastic captain and a fantastic company. 2 of us and a doggie went on a short adventure with her and it couldn’t have been a better experience. We had so much fun, laughter and comfort with her on her boat that i can barely put this in words. We will definitely do this over and over again. Highly recommend!

  3. SS

    Simon

    Luxury Sailing Catamaran for up to 12

    Unforgettable Post-Wedding Sail!! We spent a half-day with Aaron on the Catamaran Quest right after our wedding in St. Thomas, and it was easily one of the highlights of our entire trip. From the moment we stepped on board, Aaron made us feel incredibly special. He was super attentive and helpful, ensuring we had everything we needed to just relax and soak in the "just married" bliss. The food and drinks he served were fantastic—well-prepared and exactly what we needed for a day on the water. The boat itself is awesome and very well-equipped with everything you’d want for a comfortable excursion. We did encounter some minor technical issues with the engines during our trip, but Aaron handled it with total professionalism and didn't let it dampen the experience at all. If you are looking for a captain who truly cares about his guests' experience, book with Aaron. Thank you for making our celebration so memorable! PS: Aaron’s mango salsa is to die for - awesome stuff!!

  4. WB

    Wayne

    Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

    I really appreciate how Captain Nina accommodated me last minute after I had a lesson scheduled at a sailing school. Saved my plans for the weekend. She did a great job adjusting the experience to my level, and keeping the whole time chill and conversational.

  5. Maribeth

    Maribeth

    Adventure Cruise in the Upper Bay onboard 31ft Center Console

    Captain Keith provided the perfect start to my best friend's bachelorette weekend! He was extremely accommodating and came up with the perfect itinerary for us. Such an easy booking process and kept me updated which evedy step. 10/10 would recommend!

  6. Danielle

    Danielle

    Adventure Cruise in the Upper Bay onboard 31ft Center Console

    Keith is awesome! We had an awesome time on his boat! Perfect for me and my family with small kids . Very personable . Great communication. Impeccable safety. Very accommodating! Would book again !! 10 out of 10⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️