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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,653 Reviews)

Page 4 of 451,072 listings

Chesapeake Bay Sailing Charter - 33' Cape Dory sailing from Kilmarnock, Virginia
Sailing in Kilmarnock · 6 guests

Chesapeake Bay Sailing Charter - 33' Cape Dory sailing from Kilmarnock, Virginia

5.0
$73-$112hour
51ft Trimaran-Catamaran Sailing Yacht Charter in Miami, Florida
Powerboats in Miami · 15 guests

51ft Trimaran-Catamaran Sailing Yacht Charter in Miami, Florida

5.0
Snoozed - Active 02 Jan 2025
The Ultimate Catamaran Party Boat | Up to 49 Passengers!
Events in Miami · 49 guests

The Ultimate Catamaran Party Boat | Up to 49 Passengers!

4.8
Superowner
$900hour
Great Sailing Catamaran for up to 25 people!
Sailing in Cartagena · 25 guests

Great Sailing Catamaran for up to 25 people!

New
Superowner
Best of 2023
$1,600day
 Catamaran sail experience in Aruba. OPEN BAR AND BBQ included
Sailing in Oranjestad-West · 40 guests

Catamaran sail experience in Aruba. OPEN BAR AND BBQ included

New
$123person
Cal 36 Sailboat Rental in Marblehead, Massachusetts
Sailing in Marblehead · 6 guests

Cal 36 Sailboat Rental in Marblehead, Massachusetts

5.0
$150hour
41' Lagoon Catamaran in Maryland
Sailing in Annapolis · 12 guests

41' Lagoon Catamaran in Maryland

5.0
Superowner
Best of 2023
$390hour
Catamaran Party Boat 50' (42-Person Max) Includes: Captain and Crew
Sailing in Miami Beach · 42 guests

Catamaran Party Boat 50' (42-Person Max) Includes: Captain and Crew

5.0
Superowner
$800hour
Beautiful Jeanneau 58' Sailboat in Marina del Rey
Sailing in Marina del Rey · 8 guests

Beautiful Jeanneau 58' Sailboat in Marina del Rey

4.6
$400hour
Schock 35 Cruiser Racer and 44ft Racer cruiser for 6 people in San Francisco Bay
Sailing in Alameda · 6 guests

Schock 35 Cruiser Racer and 44ft Racer cruiser for 6 people in San Francisco Bay

5.0
$120hour
SeaRay 320 Yacht Charter in Cabo San Lucas
Events in Marina · 8 guests

SeaRay 320 Yacht Charter in Cabo San Lucas

4.9
$180hour
40' Leopard Luxury Catamaran All-Inclusive Charter in Riviera Maya.
Sailing in Puerto Aventuras · 20 guests

40' Leopard Luxury Catamaran All-Inclusive Charter in Riviera Maya.

New
Superowner
Best of 2023
$450hour
Sailing Charter On 35' Ericson Sloop In Puerto Vallarta, Mexico
Sailing in Marina Vallarta · 8 guests

Sailing Charter On 35' Ericson Sloop In Puerto Vallarta, Mexico

5.0
Superowner
Best of 2023
$119-$135hour
43' Balize Catamaran Yacht Charter in Cabo San Lucas Baja, California Sur
Sailing in Marina · 20 guests

43' Balize Catamaran Yacht Charter in Cabo San Lucas Baja, California Sur

5.0
Superowner
$544-$625hour
38' Hunter 376 Cruising Monohull in Annapolis, Maryland
Sailing in Annapolis · 6 guests

38' Hunter 376 Cruising Monohull in Annapolis, Maryland

5.0
Superowner
Best of 2023
$138-$150hour
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
$155hour
Cruise In Style On Roomy Sailboat - 36' Catalina in Marina del Rey
Sailing in Marina del Rey · 6 guests

Cruise In Style On Roomy Sailboat - 36' Catalina in Marina del Rey

5.0
Superowner
$137-$145hour
Fountaine Pajot 40ft Catamaran! African Dream, Turks and Caicos
Sailing in Leeward Settlement · 10 guests

Fountaine Pajot 40ft Catamaran! African Dream, Turks and Caicos

5.0
$728-$947hour
Lagoon 38 Beautiful Sailing Catamaran in Puerto Vallarta, México
Sailing in Marina Vallarta · 20 guests

Lagoon 38 Beautiful Sailing Catamaran in Puerto Vallarta, México

4.9
Superowner
$270-$330hour
Exclusive Sailing Boat
Sailing in Marina Vallarta · 15 guests

Exclusive Sailing Boat

New
$79-$134hour
⛵New in the bay! Lagoon 42 Yacht Catamaran in La Cruz
Sailing in La Cruz de Huanacaxtle · 20 guests

⛵New in the bay! Lagoon 42 Yacht Catamaran in La Cruz

5.0
Superowner
Best of 2023
$250-$325hour
55ft Hudson sailboat in Marina del Rey. Your private group. Best Choice in L.A.
Sailing in Marina del Rey · 12 guests

55ft Hudson sailboat in Marina del Rey. Your private group. Best Choice in L.A.

5.0
Superowner
Best of 2023
$265hour
38’ Lagoon Catamaran Charter In Miami, Florida
Sailing in Miami · 13 guests

38’ Lagoon Catamaran Charter In Miami, Florida

5.0
Superowner
$299hour
Unwind in Paradise: Private 42' Trimaran Adventure in Los Cabos
Sailing in Marina · 50 guests

Unwind in Paradise: Private 42' Trimaran Adventure in Los Cabos

4.7
$417hour

Sailing Reviews in United States

  1. AS

    Alivia

    The Ultimate Catamaran Party Boat | Up to 49 Passengers!

    Went for our bachelor and bachelorette boat day && One of the best experiences I’ve ever had in my life!! Amazing communication, amazing service, such a fun crew. So grateful for this experience, I would highly recommend!! Thank you thank you!!

  2. Barbara

    Barbara

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    We had a great noon on the sailboat of Mark! We enjoyed it so much! Our first time on a real sailboat was a very positive experience. Mark is very friendly and helpful. We can really recommend to book a boat trip with Mark. Nice and clean boat! Our family loved it including our 2 girls (9 and 12 years)!

  3. CR

    Christina

    43' Balize Catamaran Yacht Charter in Cabo San Lucas Baja, California Sur

    Fantastic time and crew- loved every minute and highly recommend! Great way to see Cabo

  4. AN

    Anh-Thu

    Lagoon 38 Beautiful Sailing Catamaran in Puerto Vallarta, México

    The captain and crew were amazing and so attentive. Although most of the girls got seasick on the trip, the crew was so nice and understanding and helpful. We had a great experience would definitely recommend this experience and would book again when we are in puerto vallarta.

  5. KC

    Kevin

    41' Lagoon Catamaran in Maryland

    Captain Jess was fantastic! Great experience!

  6. CH

    Colline

    38’ Lagoon Catamaran Charter In Miami, Florida

    This ride was the highlight of our trip! We were a group of 8 for my bachelorette and it was the most fun experience.