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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,388 Reviews)

Page 12 of 38912 listings

Bachelorette Party in Trimaran at Cabo San Lucas💃🏼🎉🎶🍾⛵️
Sailing in Marina · 50 guests

Bachelorette Party in Trimaran at Cabo San Lucas💃🏼🎉🎶🍾⛵️

5.0
Superowner
Best of 2026
$359/hour
Limited Availability
MAXUM 46' YACHT FOR RENT IN VANCOUVER
Events in Vancouver · 12 guests

MAXUM 46' YACHT FOR RENT IN VANCOUVER

5.0
$359/hour
Limited Availability
Private 38' Catalina Sailing Catamaran Charter for up to 7 Person with Captain
Sailing in Chicago · 6 guests

Private 38' Catalina Sailing Catamaran Charter for up to 7 Person with Captain

5.0
$450/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
Luxury Sailing Experience on Robertson & Caine Leopard 40
Sailing in Saint Petersburg · 12 guests

Luxury Sailing Experience on Robertson & Caine Leopard 40

5.0
Superowner
$799+/hour
36' Private Catamaran Charter in Cozumel | Perfect for Cruise Passengers
Sailing in San Miguel de Cozumel · 15 guests

36' Private Catamaran Charter in Cozumel | Perfect for Cruise Passengers

5.0
$310/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
6 passengers:  San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor
Sailing in San Diego · 6 guests

6 passengers: San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor

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
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
Private Sailboat Beneteau 42ft in Cabo, All-Inclusive
Sailing in Marina · 12 guests

Private Sailboat Beneteau 42ft in Cabo, All-Inclusive

5.0
$320/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
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
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
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
Safe & solid sailing catamaran - Green power! Stunning beauty & great location!
Sailing in Richmond · 6 guests

Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

5.0
$162+/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
Superowner
$600+/hour
Nicest Certified 53' Santa Cruz Sailing Yacht on the West Coast - 20 Pax Package
Sailing in San Francisco · 20 guests

Nicest Certified 53' Santa Cruz Sailing Yacht on the West Coast - 20 Pax Package

5.0
Superowner
$750+/hour
Private Boat Rental Turks & Caicos
Powerboats in Long Bay Hills · 8 guests

Private Boat Rental Turks & Caicos

5.0
$200/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
Curacao Private Morning Tour All Inclusive
Sailing in Jan Thiel · 6 guests

Curacao Private Morning Tour All Inclusive

5.0
$250/hour
Fully Crewed, All Inclusive Private Luxury Experience for 2 to 12
Sailing in San Francisco · 12 guests

Fully Crewed, All Inclusive Private Luxury Experience for 2 to 12

5.0
$876+/hour
Montego Bay Private Champagne Sunset Catamaran Cruise
Powerboats in Montego Bay · 10 guests

Montego Bay Private Champagne Sunset Catamaran Cruise

New
$1,896/hour
Pirate Ship in Avalon, Catalina
Sailing in Avalon · 6 guests

Pirate Ship in Avalon, Catalina

5.0
$150+/hour

Sailing Reviews in United States

  1. LL

    Lucia

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    Mark is the best! He was friendly and considerate, made us immediately felt comfortable once we got on the boat. Clear instructions were given, and what we did not expect was that he let all three of us learn to steer the boat : ) We learned so much on this trip and will definitely come back. If you are looking for an exciting summer boating experience plus learning something about sailing, Mark is your man!

  2. MP

    Marcia

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    We highly recommend Mark's service 100%! He was incredibly attentive and kind, and we absolutely loved the experience. He gave us great recommendations and shared so many insights about US culture. We highly recommend this amazing experience!!

  3. PK

    Prachi

    Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

    Amazing experience with Jan & Allen, they are amazing hosts and had great gift ready for us and our pet 🐶 she loved the trip as well. One of the best trips, will be returning back for sure 😊

  4. GD

    Grace

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    My friends and I had a lovely time celebrating my birthday on Captain Mark's boat. He actively checked the weather and provided updates as our reservation approached. He even recommended updated timing to make certain we enjoyed the sunset. Would recommend!

  5. LR

    Lily

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    Captain Mark was the best! The 6 of us had a great time on the sea celebrating my husband's residency graduation. There was plenty of space on the boat for all of us and we each got to take turns driving. Mark was a true pro and handled the boat with grace and ease. Would highly recommend a sail with Mark to celebrate big milestones or just to enjoy beautiful LA!

  6. Francois

    Francois

    Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

    Amazing trip around the bay with Captain Jan for my daughters birthday. I was very happy with the communication pre trip which allowed me to plan properly for what we should bring and how to get to the boat, bringing me peace of mind. I also appreciated how captain Jan was flexible during the trip, including allowing us to swim in a nice cove by Angel Island. we also were lucky enough to see whales, pelicans, sea lions and porpoises. Cherry on top Jan and his partner gifted my daughters with a very cute handmade gift (I won't spill the surprise). overall great afternoon on captain Jan's boat. highly recommend for a party of 6 or less.