Sailo
Boat rental & yacht charters worldwide
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Essex County, NY, USA
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207 boat rentals in Essex County, NY
60' Modern Sailing Yacht for Luxury charters in Sag Harbor and surrounding area
5.0
(2)
Sag Harbor, New York • Captain Included
60 feet • 6 guests • Hanse • H60 • 2016
$1,500
per 2 hours
Hampton Bays Luxury French Yacht
5.0
(2)
Hampton Bays, New York • Captain Available
41 feet • 12 guests • Jeanneau • Leader 40 • 2018
$2,400
per 2 hours
All new 2024 Van Dutch Sport, one of one in the world!
Montauk, New York • Captain Included
38 feet • 8 guests • Van Dutch • Sport 38 • 2024
$4,500
per 4 hours
Beautiful European Day Yacht for rent and charter!
5.0
(2)
East Hampton, New York • Captain Included
40 feet • 10 guests • Van Dutch • VD 40 • 2016
$1,900
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
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
Beach? Sailing? Surfing? A few minutes away from Fire Island, Gilgo Beach...
4.0
(1)
Copiague, New York • Captain Included
23 feet • 6 guests • Smartboat • Smartboat 23 • 2011
$536
per 2 hours
Fish the beautiful waters of Long Island's South Fork
East Hamptons, New York • Captain Included
25 feet • 6 guests • Action Craft • Several • 2010
$475
per 4 hours
Sail in Style with Skyline Views: Discover the Ultimate NEEL 47 Trimaran Experience in NYC & Beyond
City Island, New York • Captain Included
47 feet • 12 guests • NEEL • 47 • 2022
$6,500
per 8 hours
Cruise New York onboard this versatile yacht
Flushing, New York • Captain Included
120 feet • 450 guests • Custom • Custom • 2005
$7,500
per 2 hours
New!! 30 Pass Upscale Luxury Yacht-Female Owned- TIERED PRICING
New York, New York • Captain Included
43 feet • 30 guests • Custom Built • Custom • 2026
$2,000
per 2 hours
Luxurious 30 Meter yacht with a $3 Million refit available for charter
Sag Harbor, New York • Captain Included
96 feet • 6 guests • Nelson Merrick • Custom Sloop • 1993
$6,200
per 4 hours
Brand new sail catamaran for 2026
Sag Harbor, New York • Captain Included
40 feet • 30 guests • Bell Composites • Offshore 40 • 2025
$3,000
per 2 hours
Sailing with Captain Steve
Port Washington, New York • Captain Included
34 feet • 6 guests • Beneteau • Oceanis 343 • 2007
$550
per 2 hours
Private Charters for any occasion
Sag Harbor, New York • Captain Included
44 feet • 33 guests • Deltaville • Chesapeake Dead-rise • 1976
$1,500
per 2 hours
Best Watersports charter in Sag Harbor with professional Captain
Sag Harbor, New York • Captain Included
23 feet • 6 guests • Malibu • 23 LSV Wakesetter • 2023
$4,000
per 8 hours
Come aboard for an amazing Day Sail with captain Cody!
Sag Harbor, New York • Captain Included
44 feet • 6 guests • Brewer • 44 • 1988
$2,700
per 8 hours
A Tiki Boat Adventure Cruise in Patchogue!
Patchogue, New York • Captain Included
16 feet • 6 guests • Tiki Boat • Octagon Boat Model • 2025
$749
per 8 hours
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