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Browse Massachusetts Boat Rentals.

Page 1 of 7146 listings

2021 Sea Pro Citation Power in Boston
Powerboats in Boston · 8 guests

2021 Sea Pro Citation Power in Boston

5.0
$175/hour
Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat
Sailing in Tisbury · 6 guests

Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

5.0
$250/hour
Instant Book
Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin
Sailing in Newport · 6 guests

Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

5.0
Best of 2025
$180/hour
30ft Regal Commodore Motor Yacht for rent in Boston!!
Events in Boston · 6 guests

30ft Regal Commodore Motor Yacht for rent in Boston!!

5.0
$325/hour
Ocean Oasis: Newport's 51ft Party Yacht for Unforgettable Coastal Soirées!
Events in Newport · 20 guests

Ocean Oasis: Newport's 51ft Party Yacht for Unforgettable Coastal Soirées!

5.0
$500/hour
Instant Book
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
$85/hour
TOUR BOSTON ON A YACHT.. Dinner dates, Beach day rental, Birthday and more !
Events in Boston · 6 guests

TOUR BOSTON ON A YACHT.. Dinner dates, Beach day rental, Birthday and more !

5.0
$325/hour
Charter On 42ft Post Marine Yacht In Boston, Massachusetts
Events in Boston · 12 guests

Charter On 42ft Post Marine Yacht In Boston, Massachusetts

4.8
$225+/hour
Classic Yacht Charter ATLAS - 25 Guests
Events in Quincy · 25 guests

Classic Yacht Charter ATLAS - 25 Guests

5.0
$400/hour
34' Mainship Pilot Power Boat for charter with Captain in Newport, Rhode Island
Tours in Newport · 6 guests

34' Mainship Pilot Power Boat for charter with Captain in Newport, Rhode Island

5.0
$200/hour
26' Passenger Boat! Custom Cruises for up to 15 passengers!
Events in Boston · 15 guests

26' Passenger Boat! Custom Cruises for up to 15 passengers!

5.0
$325/hour
Cal 36 Sailboat Rental in Marblehead, Massachusetts
Sailing in Marblehead · 6 guests

Cal 36 Sailboat Rental in Marblehead, Massachusetts

5.0
$165/hour
8 Person Center Console Rental in Osterville Massachusetts
Powerboats in Barnstable · 8 guests

8 Person Center Console Rental in Osterville Massachusetts

5.0
$275/hour
Elegant 43ft Catamaran: Experience Boston Harbor in Style!
Sailing in Boston · 6 guests

Elegant 43ft Catamaran: Experience Boston Harbor in Style!

5.0
$313+/hour
Yamaha 195S Wakeboat in Sandwich MA
Powerboats in Sandwich · 8 guests

Yamaha 195S Wakeboat in Sandwich MA

5.0
$500/day
50' Charter Yacht "Beacon" - 36 Guests
Powerboats in Quincy · 36 guests

50' Charter Yacht "Beacon" - 36 Guests

5.0
$450+/hour
Griffin Yachts RIB GY 390 in Newport
Powerboats in Newport · 6 guests

Griffin Yachts RIB GY 390 in Newport

4.9
$175/hour
42ft J Boat Sailing Yacht in Newport, Rhode Island
Sailing in Newport · 4 guests

42ft J Boat Sailing Yacht in Newport, Rhode Island

5.0
$260/hour
26' Glastron GS Motor Yacht in Boston, Massachusetts
Events in Boston · 6 guests

26' Glastron GS Motor Yacht in Boston, Massachusetts

4.7
$200/hour
Experience the Candlewood Lake in CT
Powerboats in Brookfield · 6 guests

Experience the Candlewood Lake in CT

5.0
$175/hour
Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!
Sailing in Gloucester · 6 guests

Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

5.0
$250/hour
Monterey 335 - Enjoy Time on One of the Newest Boats in the Harbor
Events in Boston · 12 guests

Monterey 335 - Enjoy Time on One of the Newest Boats in the Harbor

5.0
$400+/hour
2016 Yamaha sx190 for rental in Boston MA
Powerboats in Boston · 6 guests

2016 Yamaha sx190 for rental in Boston MA

4.8
$175/hour
 Cruising Fun in Boston and Outer Islands
Powerboats in Boston · 4 guests

Cruising Fun in Boston and Outer Islands

5.0
$125/hour

Massachusetts Reviews

  1. GS

    Gabrielle

    34' Mainship Pilot Power Boat for charter with Captain in Newport, Rhode Island

    Charles was incredibly accommodating and fun for our group of 6. He was knowledgeable about Newport and shared a lot of history and information with us during the day. He made it extra special by finding opportunities for us to swim and try the local ice cream. we enjoyed his company and beautiful boat and would book with him again in a heart beat!

  2. MH

    Melissa

    Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

    We had a great trip with Kenny - highly recommend. Very prompt, communicative, and clear in departure directions. We had a great sail with beautiful conditions and Kenny is personable and knowledgeable. Highly recommend for a great time on the water, we’ll definitely go sailing with him again next time!

  3. SC

    Steven

    Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

    This wasn’t just a sail—it was an adventure filled with stories, laughter, and the kind of peaceful moments you only find out on the water. I can’t recommend Kenneth highly enough if you’re looking for a memorable and truly enjoyable sailing experience. Highly recommend! 🚤⛵️

  4. OO

    Olivia

    Elegant 43ft Catamaran: Experience Boston Harbor in Style!

    We had the best time on the boat with Alex, the boat was perfect, plenty of room to move around. The views were stunning, everything went so smooth from the pickup to departure. They accommodated us with everything we needed. Alex and his mate were super knowledgeable and friendly. We had the best time with them and can’t wait to book again’

  5. VS

    Vicky

    42ft J Boat Sailing Yacht in Newport, Rhode Island

    We had a great day out exploring the bay with Captain Tony. It was a wonderful sailboat experience, that included a swim in a quiet cove and tour of notable homes on the coast. The ride come with a free lesson on the History of Newport, if you would like one. We look forward to seeing the Captain again soon!

  6. MN

    Matinela

    Experience the Candlewood Lake in CT

    We’ve rented boats before in Candlewood lake that we would take out by ourselves, but this experience was on another level. From start to finish, everything was so much better than expected. Our captain took incredible care of us, had everything perfectly planned and organized, and truly exceeded our expectations tenfold. The boat was spotless and well maintained, and the whole trip was seamless and enjoyable. Without a doubt, this was the best boating experience we’ve had, and we’d love to do it again!