We use cookies to improve your browsing experience. And dolphins make us happy. Find out more about our cookies policy here.
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$320-$2,505
Sailboats
Set sail with these traditional wind-powered boats
$105-$1,170
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$250-$750
Kayaks
Who says you need a motor to have fun on the water?
$325-$400
Fishing Charters
Let a captain do the driving while you do the fishing
$130-$250
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$130-$250
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$675
JR
Jai
Sail to Fishers Island on a fast and classy 35' Sailboat
We had a wonderful experience and found Captain Eric to be an excellent sailor and gracious host. He is extremely friendly, relaxed and a great conversationalist who has many stories to tell about the Thimble Islands and other topics. We had a large party with a two year old child and Captain Eric made us all comfortable and provided us with a perfect trip.
Lauri
Sail to Fishers Island on a fast and classy 35' Sailboat
CaptIn Eric provided an amazing experience for my family. Not only did he display his professional sailing skills but he accommodated time for dining and swimming and the thrill of being under sail on a beautiful sunny and windy day. We've already shared our great experience with friends and family and hope to join them for another trip on Erics Nomade.
Maria
Classic Beauty: Nautor Swan 46 Bluewater Cruiser, Sag Harbor, New York
Everything was top notch, Alan was very considerable and did everything to make this trip as pleasant for us as possible. The vessel is amazing and the experience was outstanding. I traveled with my two children (3&5) and it worked out really well. Highly recommend!
Ilona
42' Catalina Sailing Yacht in the Hamptons - 4 Hours
We had a great day out on the water with Nate! He was very flexible with starting a bit later due to the weather and had great communication overall. He and his crew are very kind and professional. The boat is great and this is a must-do while you are in the Hamptons!
JL
Jessica
42' Catalina Sailing Yacht in the Hamptons - 4 Hours
Our trip with Nate was awesome. He is a great host and made our trip incredibly comfortable and fun. He took us on a great route - where we were able to swim in clear waters, and get a good view of surrounding areas. Highly recommend! Went way above our expectations!
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.
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
November 23, 2022
Read Article
October 03, 2022
Read Article
April 14, 2022
Read Article
December 11, 2020
Read Article
December 29, 2019
Read Article