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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,230 Reviews)

Page 36 of 39935 listings

Captained sail on a beautiful and comfortable 50' wooden ketch
Sailing in Greenport · 6 guests

Captained sail on a beautiful and comfortable 50' wooden ketch

New
$475/hour
Jeannuea Internacional 51" Sailboat - Jump onboard and relax!
Sailing in San Andrés · 6 guests

Jeannuea Internacional 51" Sailboat - Jump onboard and relax!

New
$425/night
Lagoon 500 in San Blas Islands
Sailing in Panama City · 8 guests

Lagoon 500 in San Blas Islands

New
$2,700/night
Catamaran Charter In San Blas Panama
Sailing in Guna Yala Comarca · 10 guests

Catamaran Charter In San Blas Panama

New
$1,277/night
Sailing Adventures on the Choptank River
Sailing in Cambridge · 6 guests

Sailing Adventures on the Choptank River

New
$100/hour
Cancun Fishing Charter 46ft
Fishing in Cancún · 12 guests

Cancun Fishing Charter 46ft

New
$175/hour
Rent 26ft 'Takin Names' Colgate Sailboat In Kemah, Texas
Sailing in Seabrook · 6 guests

Rent 26ft 'Takin Names' Colgate Sailboat In Kemah, Texas

5.0
$222/hour
All-inclusive Crewed Charter on 40ft Nautitech Sailing Catamaran in San Blas
Sailing in Guna Yala Comarca · 7 guests

All-inclusive Crewed Charter on 40ft Nautitech Sailing Catamaran in San Blas

New
$1,000/night
Private Catamaran in San Blas Islands – All Meals & Skipper Included
Sailing in Guna Yala Comarca · 6 guests

Private Catamaran in San Blas Islands – All Meals & Skipper Included

New
$950/night
Enjoy beautiful Maine at Damariscotta Lake with Mariah SX19 Bowrider!
Powerboats in Nobleboro · 8 guests

Enjoy beautiful Maine at Damariscotta Lake with Mariah SX19 Bowrider!

New
$260+/day
Montecarlo 43’ private sailing boat in San Blas Islands
Sailing in Guna Yala Comarca · 2 guests

Montecarlo 43’ private sailing boat in San Blas Islands

New
$279/night
Luxury Lagoon 450 Catamaran – Private Charters in Guanacaste, Costa Rica
Sailing in Culebra · 6 guests

Luxury Lagoon 450 Catamaran – Private Charters in Guanacaste, Costa Rica

New
$680/hour
Nautitech 40 in San Blas Islands
Sailing in Panama City · 7 guests

Nautitech 40 in San Blas Islands

New
$1,550/night
Stay Warm and dry, year-round cruising San Juan’s and Seattle charters
Sailing in Seattle · 6 guests

Stay Warm and dry, year-round cruising San Juan’s and Seattle charters

New
$350+/hour
27  feet of fun in the summer sun, under sail!
Sailing in Brooklyn · 6 guests

27 feet of fun in the summer sun, under sail!

New
$150/hour
Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston
Sailing in Boston · 8 guests

Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston

New
$550/hour
Instant Book
Luxury Catamaran in Gulf of Papagayo, Beach Hopping Jetskis & Water activities
Sailing in Guanacaste Province · 25 guests

Luxury Catamaran in Gulf of Papagayo, Beach Hopping Jetskis & Water activities

New
$4,770/hour
Beautiful Classic Asian Ship Sailing Adventure
Sailing in Zona Comercial · 12 guests

Beautiful Classic Asian Ship Sailing Adventure

New
$90/hour
Sail aboard our wonderful Jeanneau Sun Odyssey Sailboat and discover San Blas
Sailing in Guna Yala Comarca · 12 guests

Sail aboard our wonderful Jeanneau Sun Odyssey Sailboat and discover San Blas

New
$115/hour
30' Mako Boat for Inshore/Offshore Fishing and Dolphin/Whale Watching Tours
Fishing in Agujitas de Drake · 5 guests

30' Mako Boat for Inshore/Offshore Fishing and Dolphin/Whale Watching Tours

New
$90+/hour
Limited Availability
30ft C&C 30 MK 1 Sailboat: Jersey City Harbor Sailing with Views of NYC Skyline
Sailing in Bronx · 6 guests

30ft C&C 30 MK 1 Sailboat: Jersey City Harbor Sailing with Views of NYC Skyline

New
$150/hour
2024 JetSki with Bluetooth
Water Sports in Perris · 4 guests

2024 JetSki with Bluetooth

New
$100/hour
Amazing new power catamaran for Coiba's amazing Pacific island paradise
Powerboats in Boca Chica · 8 guests

Amazing new power catamaran for Coiba's amazing Pacific island paradise

New
$3,150+/night
Day and term sailing charters out New Bedford, Massachusetts and Cape Cod.
Sailing in Portland · 6 guests

Day and term sailing charters out New Bedford, Massachusetts and Cape Cod.

New
$850/day

Sailing Reviews in United States

  1. Richard

    Richard

    Rent 26ft 'Takin Names' Colgate Sailboat In Kemah, Texas

    I am a seasoned sailor and in my opinion this is a first class operation. The staff and the equipment are on point. They are very knowledgeable. The marina is nice and clean. Altogether this is a great charter service