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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$200-$800
Fishing Charters
Let a captain do the driving while you do the fishing
$90-$485
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$90-$490
Sailboats
Set sail with these traditional wind-powered boats
$150-$1,150
Kayaks
Who says you need a motor to have fun on the water?
$10-$470
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$70-$175
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$150
Canoes
A classic option for leisurely paddling
$10
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$275
AP
Abraham
50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing, optional Waverunner
My daughter and her friends had a 16th birthday party on the boat and they had an amazing time. Jeffrey was a wonderful host and the boat was incredible. Everything was exactly as described and it was a amazing experience for everyone.
Briana
⭐️⭐️⭐️⭐️⭐️Jump on Board the Just Hangin’.
Jimmy and Wanda were absolutely amazing! My friends and I highly recommend them. We booked them for a few hours for my bachelorette and brought hot dogs and burgers and jimmy cooked them for us so that we could relax and hangout and spend time with each other without having to worry about a thing! They made sure we were all set multiple times through the experience and were extremely accommodating to any and every request. The boat was very clean and well maintained, and Spectacle Island was beautiful! They know all of the good spots and were very knowledgeable in the history of the island(s). We would 100% do this again and book for even longer next time!
MB
Mark
41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
Extraordinary experience on a comfortable and beautiful catamaran, with an excellent itinerary from Sag Harbor to Shelter Island for lunch and back. Captain Brian was super professional as was first Mate Erin in implementing and serving our extensive wines and hors d’oeuvres. The vibe of the team was fun, efficient but still chill. I highly recommend this as one of my best summer experiences and I’ve been in here my whole life and I’m in the hospitality business as a boutique hotel owner.
NM
Natalie
50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing, optional Waverunner
My friends and I had an incredible time on Jeff’s yacht! He was a fantastic host, always helpful and quick to answer any questions we had before our trip. The boat itself is stunning, with plenty of space to relax and enjoy the day. We can’t wait to book another adventure on board!
CA
Corrin
38' Power downeast cruiser yacht in Boston
The boat ride was amazing and the highlight of our whole trip! Paul was outstanding, super accommodating and communicative. We got to see all sites and views from the boat and go swimming. The boat and the amenities are great. I would recommend this to anyone! 12/10 ⭐️⭐️⭐️⭐️⭐️
LD
LAURA
Beautiful 30ft Monterey Sport Yacht: Downtown Boston
Jeff was fantastic! The boat was very nice. Super clean and had everything you need for a day on the water. Started the charter with a tour around the harbor pointing out spots of interest. We then anchored at one of the harbor islands for a bit. He was friendly and knowledgeable. I highly recommend choosing Jeff for your next special occasion. Stop looking and book this one!
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!
August 01, 2023
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November 28, 2022
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May 20, 2021
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December 30, 2019
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December 26, 2019
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