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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$75-$545
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$80-$110
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$90-$145
Fishing Charters
Let a captain do the driving while you do the fishing
$80-$110
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$180-$260
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$110
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$30
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$110
Kayaks
Who says you need a motor to have fun on the water?
$180
JK
John
Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat
I don’t usually write detailed reviews, but this experience definitely deserves a shoutout. Capt. Mason and Capt. Lynne were incredibly responsive from the moment I submitted the reservation request. I was planning to propose to my girlfriend of 10 years during the sail, and they went above and beyond to help make it perfect. We now have an extremely loved memory that we will cherish for our whole life. Even when I had to make some last minute changes, they were super flexible and understanding. To anyone reading this—if you’re looking for an unforgettable experience with your loved one, this is it. Book it!
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!
AB
Amanda
Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat
My family and I had a spectacular sailing adventure. Mason and Lynn are friendly and professional and really made us feel welcome. They gave us an experience that we will never forget. The boat had plenty of room for all of us to enjoy sightseeing and even allowed some on board fishing. We had never sailed before and after our time with Mason and Lynn, we can’t wait to sail with them again. If you’re looking for an unforgettable time on the water, I recommend sailing with them. ⭐️⭐️⭐️⭐️
WI
Whitney
Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin
Capt Ken was fantastic - highly recommended for small groups especially with kids. Ken was super communicative leading up to the trip, and provided a custom experience (finding a good spot to swim), he even let the kids steer the boat. The Mariah is a beautiful vessel with comfortable seating as well as roomy and shady as needed. I would book with Ken again no questions. Thank you, Ken!!
DS
Danielle
Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin
From start to finish, Kenneth was incredibly friendly and engaging, making the entire experience unforgettable. He truly made us feel like part of the sailing adventure, sharing his knowledge and ensuring we had the best time possible. I would rate this experience a 10 out of 10 and would gladly book with him again next time we're in town. Highly recommend!
DK
Dmitri
Charter 36ft Sloop In Westbrook, Connecticut
We had a fantastic 2-hour sail out of Westbrook! The boat was in great shape, and Captain Joy was a Joy to sail with: she was professional, friendly, and very experienced. She made us feel safe and relaxed the entire time, and even shared some interesting local facts and recommendations along the way. The views were beautiful and the whole trip was smooth and enjoyable. Highly recommend booking with this captain – we’ll definitely be back!
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!