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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,341 Reviews)

Page 1 of 39915 listings

35' Private Catamaran Charters in Belize
Sailing in San Pedro · 16 guests

35' Private Catamaran Charters in Belize

5.0
$130/hour
High Demand
Fun time Jet Ski Rental at Lake Norman, NC near Charlotte
Water Sports in Cornelius · 8 guests

Fun time Jet Ski Rental at Lake Norman, NC near Charlotte

4.9
$90/hour
High Demand
Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey
Sailing in Marina del Rey · 4 guests

Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

5.0
$110+/hour
30ft Catalina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catalina Sailboat Charter in Alameda CA

5.0
$95/hour
Cancun Private Catamaran Isla Mujeres - Open Bar, Snorkeling Lunch & Fun
Sailing in Cancún · 15 guests

Cancun Private Catamaran Isla Mujeres - Open Bar, Snorkeling Lunch & Fun

5.0
Superowner
$169/hour
Sail away in Montego Bay! 39ft Leopard Catamaran
Sailing in Montego Bay · 16 guests

Sail away in Montego Bay! 39ft Leopard Catamaran

5.0
Superowner
$600/hour
Private 30’ Catalina Luxury Sailing Yacht in Mazatlan Bays & Islands
Sailing in Marina Mazatlán · 8 guests

Private 30’ Catalina Luxury Sailing Yacht in Mazatlan Bays & Islands

5.0
$2,500/hour
Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel
Sailing in West Bay · 20 guests

Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel

5.0
$400/hour
New in the bay! Lagoon 42' Sailing Catamaran in La Cruz
Sailing in La Cruz de Huanacaxtle · 20 guests

New in the bay! Lagoon 42' Sailing Catamaran in La Cruz

5.0
Superowner
Best of 2026
$250+/hour
Instant Book
Lagoon 450F Catamaran
Sailing in George Town · 30 guests

Lagoon 450F Catamaran

5.0
$500/hour
High Demand
 Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
Sailing in Manhattan · 6 guests

Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

5.0
Superowner
Best of 2026
$240+/hour
William Garden 39ft Ketch Sailboat Bar Hop Seattle Experience
Sailing in Seattle · 8 guests

William Garden 39ft Ketch Sailboat Bar Hop Seattle Experience

5.0
$150/hour
Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat
Sailing in Tisbury · 6 guests

Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

5.0
Superowner
$355/hour
Luxury 50ft Custom Catamaran in Vancouver for 12 Guests
Sailing in Vancouver · 12 guests

Luxury 50ft Custom Catamaran in Vancouver for 12 Guests

5.0
$391/hour
Crown 34' Sailboat - Private Coastal Sailing - Los Angeles
Sailing in Marina del Rey · 4 guests

Crown 34' Sailboat - Private Coastal Sailing - Los Angeles

4.9
$110/hour
Lagoon 40 Yacht Catamaran in Puerto Vallarta
Sailing in Marina Vallarta · 15 guests

Lagoon 40 Yacht Catamaran in Puerto Vallarta

5.0
Superowner
Best of 2026
$225+/hour
Instant Book
23’ Bayliner Beautiful Boat In Miami
Sailing in Miami · 9 guests

23’ Bayliner Beautiful Boat In Miami

4.9
$90/hour
Private 40ft Lagoon Catamaran -  Isla Mujeres | Open Bar, Snorkeling & Lunch
Sailing in Cancún · 30 guests

Private 40ft Lagoon Catamaran - Isla Mujeres | Open Bar, Snorkeling & Lunch

5.0
Superowner
$249/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

5.0
$320/hour
Manhattan Luxury Sailboat - 40' Hinckley Sailboat
Sailing in Manhattan · 6 guests

Manhattan Luxury Sailboat - 40' Hinckley Sailboat

5.0
$300/hour
High Demand
22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!
Powerboats in Bay Pines · 10 guests

22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

4.7
$59/hour
40' Luxury Catamaran in Cozumel -
Sailing in San Miguel de Cozumel · 22 guests

40' Luxury Catamaran in Cozumel -

5.0
Superowner
$266+/hour
Private Catamaran Charter in Los Cabos | 46ft Nautitech Sailing Yacht
Sailing in San José del Cabo · 12 guests

Private Catamaran Charter in Los Cabos | 46ft Nautitech Sailing Yacht

5.0
$500+/hour
Hunter Marine Passage 450 - Sail from Norwalk/Westport, CT
Sailing in Norwalk · 12 guests

Hunter Marine Passage 450 - Sail from Norwalk/Westport, CT

4.7
Superowner
$200/hour

Sailing Reviews in United States

  1. PS

    Pierangela

    Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

    We had an amazing time on the boat! Ian was incredibly attentive, friendly, and made sure we were comfortable throughout the entire trip. The boat was beautiful, very clean, and well maintained. The cruise itself was absolutely incredible relaxing, scenic, and a perfect experience from start to finish. We would definitely recommend this tour to anyone looking for a memorable day on the water. Thank you, Ian!

  2. AP

    Anna

    Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

    We had an amazing boat trip with Matthew and couldn’t have asked for a better captain! We were running late, and he was incredibly kind and patient to wait for us, which we really appreciated. From the moment we arrived, he made us feel welcome and ensured we had a fantastic experience. The trip was relaxing, fun, and perfectly organized, with beautiful views and a great atmosphere throughout. Matthew is professional, friendly, and truly goes above and beyond for his guests. We would absolutely book with him again and highly recommend him to anyone looking for an unforgettable day on the water!

  3. MM

    Morgan

    23’ Bayliner Beautiful Boat In Miami

    Absolutely amazing experience. I took 5 kids ages 2-10 and they loved it. I will say the pier you leave from isn’t necessarily the most accessible for people requiring additional help getting on and off the boat. But they were SOOO accommodating. We were able to slide our time back to wait for the water to rise, which made it easier to get on and off the boat! Overall a phenomenal experience and would highly recommend!

  4. JK

    Junghun Jemma

    Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

    With Ian, our special 250th July 4th celebration became even more unforgettable. From the marina, we enjoyed spectacular views of the fireworks. What made the evening truly exceptional was Ian's personalized dock tour—something only possible because of his close relationship with the marina. It gave us experiences we never expected, including seeing the historic tall ships, watching the special boats on the river, and getting a close look at the Macy's fireworks barges as they prepared for the show. Ian went out of his way to make sure our family had a remarkable experience. Seeing my granddaughter dancing on the deck of his romantic sailboat to the music Ian thoughtfully selected, with the fireworks lighting up the sky in front of her, is a memory we will cherish forever. Thank you, Ian, for making our Independence Day celebration so magical. We will definitely be back on your sailboat for another special occasion soon!

  5. Julie

    Julie

    Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

    Matthew was a great host and captain. He's amazing at taking care of everything as we relaxed and enjoyed the views. The boat was the perfect size for our party of 4. He sailed us up to Malibu, along the coast. It was such a lovely day!!

  6. TB

    Toya

    Private 40ft Lagoon Catamaran - Isla Mujeres | Open Bar, Snorkeling & Lunch

    If you're thinking about booking with Joe...stop thinking and DO IT! From our first conversation he was nothing but helpful. Between explaining how everything would work, arranging round trip transportation for 27 people to and from the dock, and making sure we had food, drinks and a lot of fun, he and his staff made my mom's surprise 75th bday catamaran trip an amazing experience. Everyone continued talking about how much fun they had. The boat was clean, the staff was friendly and drinks were continuously flowing! The photographer took amazing photos which will allow us to memorialize this event forever. If I ever need another catamaran rental in the area I know exactly who I'm contacting...JOE!