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Monroe County, NY, USA
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200 boat rentals in Monroe County, NY
Our most premium sailing experience
5.0
(1)
New York, New York • Captain Included
105 feet • 76 guests • Schooner • Schooner • 2011
$3,600
per 2 hours
20ft Center Console for Fishing, Tubing, Water Sports, Paddle Board Adventures and More!
East Hampton, New York • Captain Included
20 feet • 6 guests • Palm Beach • Whitecap 20 • 1998
$1,200
per 4 hours
Fish on the Long Island Sound in a Sporty and Comfortable boat
5.0
(3)
Port Chester, New York • Captain Included
32 feet • 6 guests • Osmond Beal • Downeast Custom • 2015
$849
per 4 hours
*Female Owned*--8 max - Manhattan
5.0
(23)
New York, New York • Captain Included
30 feet • 8 guests • Sea Ray • 270 SDX • 2020
$600
per 2 hours
Classic Yacht Private Sailing Tours
4.9
(15)
Brooklyn, New York • Captain Included
36 feet • 6 guests • Columbia • Custom 36 • 1970
$1,890
per 8 hours
Cruise NY harbor with the area's longest-running private sailing yacht charters.
5.0
(11)
New York, New York • Captain Included
38 feet • 6 guests • Beneteau • 38' Beneteau Sloop • 2017
$790
per 2 hours
Private Classic Motor Yacht in Manhattan: Captained and Catered!
New York, New York • Captain Included
40 feet • 16 guests • Robbins • Chesapeake Deadrise • 1983
$1,500
per 2 hours
This 50' Beneteau is the perfect venue for your next getaway!
5.0
(5)
Greenport, New York • Captain Included
50 feet • 6 guests • Beneteau 50 • Sloop • 2004
$1,200
per 4 hours
Experience Luxury on the Water with the 2025 De Antonio 36'
Sag Harbor, New York • Captain Available
36 feet • 13 guests • DE ANTONIO • 336 • 2025
$4,149
per 4 hours
Sunset Sail or Day Sail on New York's Long Island Sound
Near Port Chester, New York • Captain Included
37 feet • 5 guests • Beneteau • 373 • 2005
$649
per 2 hours
41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
5.0
(7)
Sag Harbor, New York • Captain Included
41 feet • 6 guests • Lagoon • 410 • 2004
$1,700
per 2 hours
Pristine Princess S65
Sag Harbor, New York • Captain Included
65 feet • 12 guests • Princess • S65 • 2018
$11,000
per 4 hours
52 Foot Luxury SeaRay Yacht Located in the Heart of NYC!
5.0
(12)
Brooklyn, New York • Captain Available
52 feet • 12 guests • Sea Ray • 470 Sedan Bridge • 2008
$2,500
per 4 hours
62' luxury Sailing Catamaran
5.0
(5)
Sag Harbor, New York • Captain Included
62 feet • 12 guests • Catana • 582 • 2002
$2,100
per 3 hours
Get ready to spend great time aboard in Sag Horbor
Hampton Bays, New York • Captain Available
26 feet • 10 guests • Escape • 29 • 2021
$2,375
per 4 hours
*Female Owned*-#1 Luxury Yacht- -12 max
5.0
(54)
New York, New York • Captain Included
40 feet • 12 guests • Cruisers Yachts • 38 GLS • 2020
$1,000
per 2 hours
Hudson River excursions to West Point, the Statue of Liberty, Citi Field & local landmarks
5.0
(2)
Tarrytown, New York • Captain Included
28 feet • 6 guests • Albin • Flush Deck Trawler • 2006
$650
per 2 hours
Brand New 2025 De Antonio D29 from Spain
Sag Harbor, New York • Captain Included
29 feet • 11 guests • De Antonio • D29 • 2025
$2,490
per 4 hours
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