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The Best Boat Rentals in Oak Bluffs
Browse, book, and get out onto the water with local captains and boat owners.
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Types of Boats Popular in Oak Bluffs
Top Boat Rental Locations Near Oak Bluffs
Cape Cod, Massachusetts
29 boats to rent
Barnstable, Massachusetts
15 boats to rent
Chatham, Massachusetts
7 boats to rent
Middletown, Rhode Island
16 boats to rent
Newport, Rhode Island
18 boats to rent
Jamestown, Rhode Island
19 boats to rent
Narragansett, Rhode Island
23 boats to rent
Quincy, Massachusetts
41 boats to rent
Hull, Massachusetts
10 boats to rent
Boston, Massachusetts
55 boats to rent
Marblehead, Massachusetts
8 boats to rent
Montauk, New York
34 boats to rent
Gloucester, Massachusetts
10 boats to rent
Sag Harbor, New York
42 boats to rent
Noyack, New York
42 boats to rent
Southampton, New York
58 boats to rent
Long Island, New York
62 boats to rent
Fire Island, New York
11 boats to rent
Recent Reviews in Oak Bluffs
SB
Sarah
Spectacular Sailing in Newport, RI Aboard our 36' Catalina Sailing Yacht
Our sail with David was wonderful! He’s so nice and had some great ideas for pictures for our engagement shoot!
MS
Melvin
Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat
Capt. Mason and Capt. Lynne are ABSOLUTELY AWESOME. Their 42' sail boat was incredible and my party of 5 had a fantastic time on our charter. They are knowledgable, accommodating and true sailors through and through. My wife and I HIGHLY recommend Capt. Mason for any charter needs you may have, using his yacht or any other!
SS
Stephanie
Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat
Mason and Lynne were amazing captains on a private sail charter! So easy to communicate with throughout my planning process and amazing people overall! Had a great time being on the boat with them! Would absolutely recommend them and this experience!
JS
Jonathan
Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat
An afternoon on the water aboard the Our Passion is like an afternoon in paradise. The sailboat is gorgeous and comfortable, the skipper and crew more like instant old friends, and there’s no better place to sail than Martha’s Vineyard. An 11 out of 10 experience.
Rodney
Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat
Highly recommend if you’re looking for something different to do than what all the other tourists are doing when visiting Martha’s Vineyard, you might want to consider contacting Mason for a peaceful & relaxing sailboat ride to see the beautiful coastline of MV that most don’t get to experience while on land. We’ll definitely be back next year to do another trip
GE
Gerald
Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat
By far the best part of our trip to Martha’s Vineyard and the highlight of my girlfriend’s birthday was our time on Captain Mason and Captain Lynne’s boat. They thought of every detail, including birthday decorations and helping me with multiple surprises, took us to the most beautiful spots along the coast and harbor, and even let us partake in a super unique light show boat parade experience. This is by far the best value for money and most unique and relaxing / beautiful experience you could have in the Vineyard. Please trust me and book! Mason and Lynne are also wonderful people who really try to make your experience as amazing as possible. Thank you so much for everything!!!
Top Boat Rental Locations in the United States
Miami, Florida
1029 boats to rent
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420 boats to rent
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369 boats to rent
Los Angeles, California
363 boats to rent
Chicago, Illinois
263 boats to rent
Saint Petersburg, Florida
274 boats to rent
Fort Lauderdale, Florida
258 boats to rent
Clearwater, Florida
255 boats to rent
Hollywood, Florida
240 boats to rent
Dania Beach, Florida
239 boats to rent
Austin, Texas
189 boats to rent
North Miami, Florida
166 boats to rent
Destin, Florida
169 boats to rent
Palm Beach, Florida
159 boats to rent
Seattle, Washington
163 boats to rent
Madeira Beach, Florida
154 boats to rent
Riviera Beach, Florida
150 boats to rent
Pensacola, Florida
152 boats to rent
How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
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