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Browse Massachusetts Boat Rentals.

Page 6 of 7146 listings

Striped Bass and Bluefin Tuna Fishing Charter in Truro, Massachusetts (33' Boat)
Fishing in Truro · 6 guests

Striped Bass and Bluefin Tuna Fishing Charter in Truro, Massachusetts (33' Boat)

New
$170+/hour
2021 Cobia 350 Center Console for Charter in Chatham
Powerboats in Chatham · 6 guests

2021 Cobia 350 Center Console for Charter in Chatham

New
$600+/hour
Swim, cruise, sightsee, & TUBING! Dogs welcome! Lake Lillinonah, New Milford
Powerboats in New Milford · 12 guests

Swim, cruise, sightsee, & TUBING! Dogs welcome! Lake Lillinonah, New Milford

New
$215/hour
Boston Harbor Cruise with Grady-White 272 Sailfish Yacht
Powerboats in Winthrop · 6 guests

Boston Harbor Cruise with Grady-White 272 Sailfish Yacht

New
$200/hour
Striped Bass and Bluefin Tuna Fishing Charter in Truro, Massachusetts (26' Boat)
Fishing in Truro · 6 guests

Striped Bass and Bluefin Tuna Fishing Charter in Truro, Massachusetts (26' Boat)

New
$140+/hour
36' Ellis Downeast Cruiser/Fishing Boat
Fishing in Hull · 6 guests

36' Ellis Downeast Cruiser/Fishing Boat

New
$175/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
Newport Boat Days are the Best Days!
Powerboats in Newport · 6 guests

Newport Boat Days are the Best Days!

New
$250/hour
23ft Seafox Center Console for Fishing Adventure
Fishing in Wellfleet · 6 guests

23ft Seafox Center Console for Fishing Adventure

New
$200/hour
Beautiful  Like New Rinker Fiesta Vee 31' Cruiser
Powerboats in Gloucester · 6 guests

Beautiful Like New Rinker Fiesta Vee 31' Cruiser

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
$700+/hour
Instant Book
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
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
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
40ft Pursuit Express Motor Yacht in Boston
Events in Boston · 6 guests

40ft Pursuit Express Motor Yacht in Boston

New
$300/hour
Providence Boat Tour
Powerboats in Cranston · 5 guests

Providence Boat Tour

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

Hobie outback 2022 ocean fishing kayak

New
$300/day
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
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
43' Sailboat, Bristol RI & Beyond
Sailing in Bristol · 6 guests

43' Sailboat, Bristol RI & Beyond

5.0
Snoozed - Active 03 May 2026
Fun, Sun & Fast Best Luxury Day Yacht Newport
Events in Newport · 12 guests

Fun, Sun & Fast Best Luxury Day Yacht Newport

5.0
Snoozed - Active 03 May 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. cC

    chris

    43' Sailboat, Bristol RI & Beyond

    This was an incredible sail. We had to cancel our initial trip due to very bad storms with 65 knot winds and flooding rains early in the season. We rebooked and had a fabulous, relaxing time. The Capt' is both entertaining and a wealth of information and just makes the entire experience what you would want.....sublime.

  2. AH

    Anne

    43' Sailboat, Bristol RI & Beyond

    Four of us had a great sail with Captain Francis. He struck the right balance between chatting with us and letting us talk amongst ourselves. We wanted to sail by a specific area and he graciously complied. I thought the value for the sailing experience was great. Highly recommend.

  3. BB

    Bryan

    43' Sailboat, Bristol RI & Beyond

    Table for Two and Captain Francis make for a great sail. We have sailed with him multiple times and will continue to do so yearly for our family sailing vacation. Safety, value, and his knowledge of sailing globally make it a great time and experience we return back to every year. I highly recommend his services.

  4. BE

    Bill

    43' Sailboat, Bristol RI & Beyond

    We had a delightful afternoon sail with Captain Francis! He was skilled and easygoing and his boat was very well equipped. Two of us were experienced sailors and he graciously allowed us to help crew and take the helm as much as we wished. We all shared stories of past adventures and had a wonderful day in Bristol and Narragansett Bay. Highly recommended!

  5. DW

    David

    43' Sailboat, Bristol RI & Beyond

    We had a wonderufl afternoon sailing on the bay with Captain Francis! Our kids had some prior sailing experience, and he was kind enough to let them crew a bit. He was personable and knowledgeable, we had a great time, and would definitely book through him again!

  6. BB

    Bryan

    43' Sailboat, Bristol RI & Beyond

    Our trip with Captain Francis was beyond our expectations. Two of my young adult kids were interested in learning to sail and Captain Francis spent the day with them teaching them all the basics with hands on training. Myself and my oldest daughter spent the day on the bow relaxing and enjoying the views and the sun. The boat was well equipped with all that we needed and Captain Francis was accommodating with any request. We will definitely be back and Table4Two will always be our first choice for sailing the Bristol/Newport waterways. Thanks for a Wonderful day on the water.