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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,084 Reviews)

Page 12 of 39919 listings

Stunning 56' Sailing Yacht in Nassau! Up to 26 guests.
Sailing in Nassau · 26 guests

Stunning 56' Sailing Yacht in Nassau! Up to 26 guests.

4.4
$607+/hour
Irwin Center Cockpit 53ft Cruising Monohull in Clear Lake Shores!!
Sailing in Clear Lake Shores · 6 guests

Irwin Center Cockpit 53ft Cruising Monohull in Clear Lake Shores!!

5.0
$180/hour
Private Boat Rental Turks & Caicos
Powerboats in Long Bay Hills · 8 guests

Private Boat Rental Turks & Caicos

5.0
$200/hour
Sea Ray 350 Luxury Charter for Up to 10 Guests in Cabo, San Lucas
Events in Marina · 10 guests

Sea Ray 350 Luxury Charter for Up to 10 Guests in Cabo, San Lucas

5.0
$230/hour
Sunfish Sailboat on Merrymeeting Lake in New Hampshire
Sailing in New Durham · 2 guests

Sunfish Sailboat on Merrymeeting Lake in New Hampshire

5.0
$61+/day
Limited Availability
Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark
Sailing in Marina del Rey · 6 guests

Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

5.0
Superowner
Best of 2026
$150/hour
Chesapeake Bay Sailing (w/ Captain) - 33' Cape Dory - Kilmarnock, Virginia
Sailing in Kilmarnock · 4 guests

Chesapeake Bay Sailing (w/ Captain) - 33' Cape Dory - Kilmarnock, Virginia

5.0
$15+/hour
Cancun Party Yacht 46ft Sea Ray Flybridge
Tours in Cancún · 15 guests

Cancun Party Yacht 46ft Sea Ray Flybridge

5.0
$260/hour
Instant Book
36ft Beneteau Private Sailing Charter – Explore Mystic and Fisher's Island
Sailing in Stonington · 6 guests

36ft Beneteau Private Sailing Charter – Explore Mystic and Fisher's Island

5.0
$220+/hour
Sailing Sloop Hunter 40 in Puerto Vallarta
Sailing in Marina Vallarta · 12 guests

Sailing Sloop Hunter 40 in Puerto Vallarta

4.7
Superowner
$145/hour
Bali 43 Complete comfort Catamaran
Sailing in Marina del Rey · 12 guests

Bali 43 Complete comfort Catamaran

5.0
$400/hour
Curacao Private Morning Tour All Inclusive
Sailing in Jan Thiel · 6 guests

Curacao Private Morning Tour All Inclusive

5.0
$250/hour
Catmania Sailing Catamarans in Playa Mujeres, Cancun, Mexico.
Sailing in Isla Mujeres · 38 guests

Catmania Sailing Catamarans in Playa Mujeres, Cancun, Mexico.

5.0
Superowner
$262/hour
Sailing Catamaran Yacht for up to 20 Guests in Aruba
Sailing in Oranjestad-West · 24 guests

Sailing Catamaran Yacht for up to 20 Guests in Aruba

4.6
Superowner
$675/hour
ALL INCLUSIVE luxury day and overnight charter on the sailing catamaran Amura
Sailing in Nassau · 40 guests

ALL INCLUSIVE luxury day and overnight charter on the sailing catamaran Amura

5.0
$960/hour
33ft The Key West's Most Versatile Sailboat! (With Captain Only)
Sailing in Key West · 12 guests

33ft The Key West's Most Versatile Sailboat! (With Captain Only)

4.6
$199+/hour
Fountaine Pajot 41' Sailing Catamaran In Nuevo Vallarta, Mexico
Sailing in Nuevo Vallarta · 15 guests

Fountaine Pajot 41' Sailing Catamaran In Nuevo Vallarta, Mexico

5.0
$160+/hour
Instant Book
Montego Bay Private Champagne Sunset Catamaran Cruise
Powerboats in Montego Bay · 10 guests

Montego Bay Private Champagne Sunset Catamaran Cruise

New
$1,896/hour
Charter 44' Orana Cruising Catamaran In Deale, Maryland
Sailing in Deale · 10 guests

Charter 44' Orana Cruising Catamaran In Deale, Maryland

5.0
$250+/hour
Nicest Certified Sailing Yacht on the West Coast for 10 Pax Package
Sailing in San Francisco · 10 guests

Nicest Certified Sailing Yacht on the West Coast for 10 Pax Package

5.0
$600+/hour
Private Catamaran Tour and Snorkeling all-Inclusive, Tamarindo, Costa Rica
Sailing in Tamarindo · 16 guests

Private Catamaran Tour and Snorkeling all-Inclusive, Tamarindo, Costa Rica

5.0
$320/hour
Ocean Inlet Captained Charter onboard Beneteau 39 Sailboat in Little River, South Carolina
Sailing in Little River · 6 guests

Ocean Inlet Captained Charter onboard Beneteau 39 Sailboat in Little River, South Carolina

5.0
$150/hour
San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp
Sailing in San Diego · 6 guests

San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp

5.0
$54/hour
Limited Availability
12 passengers:  Explore San Diego Bay on a Luxury Sailing Catamaran
Sailing in San Diego · 12 guests

12 passengers: Explore San Diego Bay on a Luxury Sailing Catamaran

5.0
$330/hour

Sailing Reviews in United States

  1. Sabrina

    Sabrina

    12 passengers: Explore San Diego Bay on a Luxury Sailing Catamaran

    This was an amazing day. We had so much fun we extended another hour. The boat was clean, comfortable and made for an amazing brunch at sea with family and friends!

  2. LH

    Leslie

    ALL INCLUSIVE luxury day and overnight charter on the sailing catamaran Amura

    Rebecca, Captain Max and First Mate Mi were fantastic!! Would definitely recommend and rent again. Food and service was amazing!! Boat is fantastic!

  3. KO

    Kristen

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    Capitan Mark, is the epitome of a true Capitan and professional sailor. My family and I had a magical experience and learned so much from Mark in just a few short hours. Mark has an incredible depth of knowledge about the Sea and California's coastline and was an amazing host. Thank you for everything Mark, see you next time!

  4. MC

    Mary

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    Mark was knowledgeable and very responsive. We enjoyed having him as a captain and will use him again in the future.

  5. SO

    Sidney

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    We had a great time sailing with Mark! It was the perfect introductory lesson for us and learned a ton. We can’t wait to get back on the water!

  6. SM

    Suzanne

    12 passengers: Explore San Diego Bay on a Luxury Sailing Catamaran

    We had an amazing time! Ryan was super helpful during booking and Captain Matt was great! Overall great experience, the boat was comfortable and very spacious for the 12 of us to move and socialize.