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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,820 Reviews)

Page 36 of 38904 listings

Charter 30ft Sabre Cruising Monohull In Berkeley, California
Sailing in Berkeley · 6 guests

Charter 30ft Sabre Cruising Monohull In Berkeley, California

New
$150/hour
Instant Book
Sailing Yacht Charter with amazing crew all inclusive
Sailing in Panama City · 6 guests

Sailing Yacht Charter with amazing crew all inclusive

New
$890/night
Affordable Yacht 27' Doral in Toronto
Events in Etobicoke · 10 guests

Affordable Yacht 27' Doral in Toronto

New
$110+/hour
Instant Book
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
Lagoon 50 in San Blas Islands
Sailing in Panama City · 8 guests

Lagoon 50 in San Blas Islands

New
$2,700/night
Join us on the 38' 2006 Hunter for Sunset Cruises and Catalina Island Sail Trips
Sailing in Long Beach · 6 guests

Join us on the 38' 2006 Hunter for Sunset Cruises and Catalina Island Sail Trips

New
$140/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
$281/night
Private Events Charleston's Luxury 50ft Catamaran w/Bar Party Sail
Sailing in Mount Pleasant · 100 guests

Private Events Charleston's Luxury 50ft Catamaran w/Bar Party Sail

New
$1,625+/hour
Nautical Adventures | 42ft Hunter Passage Sailboat
Sailing in Vancouver · 8 guests

Nautical Adventures | 42ft Hunter Passage Sailboat

New
$109/night
Instant Book
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
Hunter 216 Sailboat for rent in McKinley Marina, Milwaukee WI
Sailing in Milwaukee · 6 guests

Hunter 216 Sailboat for rent in McKinley Marina, Milwaukee WI

New
$120/hour
Captained 42' Sailing Catamaran with 3 cabins and all the toys
Sailing in Key West · 6 guests

Captained 42' Sailing Catamaran with 3 cabins and all the toys

New
$320/hour
Sleek Modern Luxury Sailing Yacht from Beneteau
Sailing in Oakland · 5 guests

Sleek Modern Luxury Sailing Yacht from Beneteau

New
$150+/hour
Sail the Adirondack Mountain Lakes
Sailing in New York · 4 guests

Sail the Adirondack Mountain Lakes

New
$160/hour
New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland
Sailing in Annapolis · 13 guests

New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland

5.0
$1,100/hour
Nautitech 40 in San Blas Islands
Sailing in Panama City · 7 guests

Nautitech 40 in San Blas Islands

New
$1,550/night
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
Sailing and Camping in Gulf Islands of British Columbia
Sailing in British Columbia · 4 guests

Sailing and Camping in Gulf Islands of British Columbia

New
$99/hour
Romantic Sunset Sailing in La Boquilla, Bolívar
Sailing in La Boquilla · 4 guests

Romantic Sunset Sailing in La Boquilla, Bolívar

New
$260/hour
41ft Island Packet Sailing Adventures
Sailing in Fernandina Beach · 6 guests

41ft Island Packet Sailing Adventures

New
$249/hour
OverNight Cruising Catamaran all inclusive trips from La Paz, BCS
Sailing in La Paz · 8 guests

OverNight Cruising Catamaran all inclusive trips from La Paz, BCS

New
$5,050/night
Captained Charter on 47ft
Sailing in Coclé Province · 8 guests

Captained Charter on 47ft

5.0
$2,000/day
Bahia 46 in San Blas Islands
Sailing in Panama City · 8 guests

Bahia 46 in San Blas Islands

New
$1,500/night
SAIL aboard "RED WITCH III" -- Kenosha's TALL SHIP RED WITCH'S little brother
Sailing in Kenosha · 6 guests

SAIL aboard "RED WITCH III" -- Kenosha's TALL SHIP RED WITCH'S little brother

New
$175/hour

Sailing Reviews in United States

  1. DC

    Donte

    New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland

    From start to finish, the entire experience was seamless and professional. There was zero chaos—everything ran like clockwork. The crew was exceptional: friendly, attentive, and incredibly knowledgeable about the Chesapeake Bay and Annapolis. The yacht itself was spotless and in pristine condition. From the moment we arrived, the crew went above and beyond—helping us load in, beautifully setting up our catering, keeping our group refreshed with drinks and snacks, and later packing up leftovers and loading them into our car. Every detail was handled with care. If you’re considering a yacht rental, don’t hesitate—this experience was truly top-notch. We’re already looking forward to booking again!

  2. 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

  3. FO

    Fernando

    Captained Charter on 47ft

    Was the best trip ever! Really recommend this trip and hope soon have a weekend trip in this catamaran