We use cookies to improve your browsing experience. And dolphins make us happy. Find out more about our cookies policy here.
Sailboats
Set sail with these traditional wind-powered boats
$35-$1,400
Fishing Charters
Let a captain do the driving while you do the fishing
$105-$580
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$70-$500
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$110-$425
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$70-$1,000
Kayaks
Who says you need a motor to have fun on the water?
$25-$260
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$350-$460
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.
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!
RG
Rishan
50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing, optional Waverunner
Capt. Jeffrey is as great as it gets! He’s so fast in responding. He was very welcoming, made us feel at home and made sure everybody was having a good time! He has so many water games it made our experience so fun and memorable! The boat has so many areas where you can sit and also where you can sun bathing! We can’t wait to go out with him again!
NS
Nicholas
Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Marco was a wonderful captain and we had a great time watching fireworks from Todd's Point on the water. He piloted the ship safely and got us "front row seats" for the show. He also was mindful of other boaters in the area and got us out before the show ended so we weren't stuck or in danger. This was a surprise for my partner and Marco made it so worth the wait to reveal that we were going on an adventure in this beautifully renovated, fully equipped and well maintained ship. Would do this trip over 100 times! I highly recommend Marco for anyone that wants a safe, comfortable, and truly special time on the water.
BS
Bonnie
Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Marco is the perfect captain. Extremely knowledgeable about boats, navigates the waterways with great confidence, and truly loves what he does. The boat is very clean, maintained beautifully, and the day was perfect. I would definitely sail with Marco again. Great experience!
CM
Cynthia
28' Bertram around islands in Norwalk
My party of 11 and I had a great time with Mark and his crew. He communicated promptly regarding weather conditions and what to expect on the boat. He was knowledgeable about the surrounding areas and the boat itself. This was a perfect experience to enjoy the water in CT for any special occasion or just a nice summer day with friends or family. We will definitely be returning to this charter !!
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
Read Article
October 03, 2022
Read Article
December 11, 2019
Read Article
August 24, 2023
Read Article
April 10, 2020
Read Article
December 30, 2019
Read Article