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Sailboats
Set sail with these traditional wind-powered boats
$250
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$140
Fishing Charters
Let a captain do the driving while you do the fishing
$140
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$250
Krissia
56’ Motor Yacht Rental in Patchogue, New York
We had such a wonderful Mother’s Day on the boat! Lisa was amazing—so helpful and thoughtful, even giving our little girls bubbles to keep them entertained (which they loved!). Phil, our captain, was incredibly kind and patient, answering all of my daughter’s curious questions with a smile. The whole experience was relaxed, fun, and beautifully memorable. Lisa and Phil are truly wonderful people. We’ll definitely be back!
SA
Stefana
36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York
Beautiful boat and our Capitan Hagen was amazing! We travelled from out of town and will definitely book again next time we come to town. 10/10 overall aesthetic and vibes!
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.
SB
Scott
41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
What a day on the water! Our Group of 7 people had an awesome time Captain Brian & Erin. The Catamaran was huge! The sun deck and the interior were clean and full of amenities. The Sailing around Sag Harbor and Shelter Island was something that we will never forget.
Mayuri
Large and Luxuriously Appointed Schooner for Private Daysails, Swims and Sunsets
If you are looking for an amazing time, do not hesitate booking the Luna! Toby and his staff take care of you every step of the way. The boat is well equipped with servingware, water, and ice for your event. Fun bean bags are plenty aboard. Our guests enjoyed the awning and swim spot on a hot day, as well. Just a fabulous experience from start to finish!
jn
justin
Captained Hinckey Picnic Boat “Soleil” -a Meticulous Icon of Hand Crafted Luxury
These guys are total pro’s, super attentive, great to spend the day with and thought of everything before we could even ask. Absolutely gorgeous boat. Toby is super responsive via text and calls. He has a ton of local knowledge and will help craft the perfect day on the water. We cruised around shelter, out to orient for lunch, back to shelter and then back to Sag Harbor. Perfect day on a gorgeous boat with great people. Many thanks.
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!