Sailo
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Essex County, NY, USA
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199 boat rentals in Essex County, NY
Explore Long Island Sound on a Classic Ocean Racer
City Island, New York • Captain Included
44 feet • 6 guests • Sparkman & Stephens • Custom • 1975
$600
per 3 hours
A Fine Yacht with an Experienced Captain
5.0
(66)
Sag Harbor, New York • Captain Included
45 feet • 6 guests • CBS • 45 S&S • 1979
$750
per 2 hours
Luxury Yacht Rental in New York Harbor
4.9
(10)
Sheepshead Bay, New York • Captain Available
46 feet • 12 guests • Meridian • 411 Seden Bridge • 2006
$1,595
per 4 hours
Private Classic Motor Yacht in Manhattan: Captained and Catered!
4.0
(1)
New York, New York • Captain Included
40 feet • 16 guests • Robbins • Chesapeake Deadrise • 1983
$1,500
per 2 hours
Sail Away in Style: Experience the Beauty of Haverstraw Bay on our beautiful sailboat!
5.0
(23)
Stony Point, New York • Captain Included
27 feet • 6 guests • Catalina • 270 • 1993
$595
per 2 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
20ft Center Console for Fishing, Tubing, 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
Get ready to spend great time aboard in Sag Horbor
5.0
(1)
Hampton Bays, New York • Captain Available
26 feet • 10 guests • Escape • 29 • 2021
$2,325
per 4 hours
Brand New 2025 De Antonio D29 from Spain
Sag Harbor, New York • Captain Included
29 feet • 11 guests • De Antonio • D29 • 2025
$2,999
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
Climb on board PARDO 43 to explore amazing New York
Sag Harbor, New York • Captain Available
43 feet • 13 guests • PARDO • 43 • 2021
$5,923
per 4 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
Sunset Sail or Day Sail on New York's Long Island Sound
5.0
(1)
Near Port Chester, New York • Captain Included
37 feet • 5 guests • Beneteau • 373 • 2005
$649
per 2 hours
Enjoy this classic 1920s mini-style yacht
4.9
(8)
New York, New York • Captain Included
54 feet • 40 guests • Classic • Classic • 2013
$2,800
per 2 hours
Sail NYC's skyline aboard a classic sailboat!
5.0
(41)
New York, New York • Captain Included
42 feet • 6 guests • Tayana • Tayana 37 • 1983
$655
per 2 hours
47 ft Luxury Yacht , NYC. Chelsea piers,Brooklyn bridge park . All Locations available for pick up fully custom Experience
4.8
(6)
Brooklyn, New York • Captain Available
47 feet • 12 guests • meridian • 441 • 2015
$1,200
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
Create memories on the North Fork!
Greenport, New York • Captain Included
31 feet • 6 guests • Bertram • Flybridge • 1973
$1,600
per 4 hours
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