Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,218 Reviews)

Page 36 of 40939 listings

Martha's Vineyard Best Sailing Charters on 60' Luxury Ketch
Sailing in Tisbury · 6 guests

Martha's Vineyard Best Sailing Charters on 60' Luxury Ketch

New
$300/hour
Rent 22ft Catalina Sailboat In Kemah, Texas
Sailing in Seabrook · 4 guests

Rent 22ft Catalina Sailboat In Kemah, Texas

New
$54/hour
All inclusive Luxury 45´ Lagoon Sailing Catamaran in La Paz, Baja California Sur
Sailing in Zona Comercial · 10 guests

All inclusive Luxury 45´ Lagoon Sailing Catamaran in La Paz, Baja California Sur

New
$2,322/day
Private sailing and snorkeling charter for 2. A unique and custom tailored trip
Sailing in Guna Yala Comarca · 2 guests

Private sailing and snorkeling charter for 2. A unique and custom tailored trip

New
$185/night
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
Jeanneau Sun Odyssey 45 Sailboat for Private Yacht Experience in Saint Thomas
Sailing in Miami · 10 guests

Jeanneau Sun Odyssey 45 Sailboat for Private Yacht Experience in Saint Thomas

New
$230/hour
Luxury 39ft Lagoon Catamaran for 12 in Fort Lauderdale
Powerboats in Fort Lauderdale · 12 guests

Luxury 39ft Lagoon Catamaran for 12 in Fort Lauderdale

New
$330/hour
Charter the 100ft Azimut GMB100AZFB Power Mega Yacht in Cancun
Events in Playa del Carmen · 30 guests

Charter the 100ft Azimut GMB100AZFB Power Mega Yacht in Cancun

New
$1,400+/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
$1,273/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
Sailing Adventures on the Choptank River
Sailing in Cambridge · 6 guests

Sailing Adventures on the Choptank River

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

Cancun Fishing Charter 46ft

New
$174/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
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
$278/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
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
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
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

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