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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (7,651 Reviews)

    Page 4 of 45 • 1,075 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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
    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
    PARTY BOAT CATAMARAN AND CRUISES TO CATALINA
    Sailing in Long Beach · 12 guests

    PARTY BOAT CATAMARAN AND CRUISES TO CATALINA

    4.8
    Superowner
    $99person
    Instant Book
    Cal 36 Sailboat Rental in Marblehead, Massachusetts
    Sailing in Marblehead · 6 guests

    Cal 36 Sailboat Rental in Marblehead, Massachusetts

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

    41' Lagoon Catamaran in Maryland

    5.0
    Superowner
    Best of 2023
    $390hour
    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
    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
    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
    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
    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
    $80-$136hour
    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
    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
    LUXURY LAGOON 39FT CATAMARAN ⛵️ SAILING TO ISLA MUJERES 🏝️
    Sailing in Cancún · 30 guests

    LUXURY LAGOON 39FT CATAMARAN ⛵️ SAILING TO ISLA MUJERES 🏝️

    5.0
    Superowner
    $110person
    SeaRay 320 Yacht Charter in Cabo San Lucas
    Events in Marina · 8 guests

    SeaRay 320 Yacht Charter in Cabo San Lucas

    4.9
    $180hour
    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
    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
    41ft Metta Sailing Catamaran in Turks and Caicos Islands
    Sailing in Leeward Settlement · 12 guests

    41ft Metta Sailing Catamaran in Turks and Caicos Islands

    New
    $450hour
    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
    La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California
    Sailing in Oceanside · 6 guests

    La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California

    5.0
    $150hour
    All inclusive crewed yacht charter 58'Luxury Catamaran in Long Beach, California
    Sailing in Long Beach · 12 guests

    All inclusive crewed yacht charter 58'Luxury Catamaran in Long Beach, California

    New
    Superowner
    Best of 2023
    $800hour
    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

    Top Destinations Nearby

    Sailing Reviews in United States

    1. HW

      Hunter

      LUXURY LAGOON 39FT CATAMARAN ⛵️ SAILING TO ISLA MUJERES 🏝️

      We have done a few boat trips in Cancun, Joe was very easy to talk with and booking was easy. The yacht club that you depart from was very nice and had coffee and water. The crew on the boat was great. The photographer did a very nice job. Absolutely would book with Joe again.

    2. 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!!

    3. 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)!

    4. Erik

      Erik

      PARTY BOAT CATAMARAN AND CRUISES TO CATALINA

      We celebrated my wife’s birthday with family and we all fit comfortably. The boat was spacious, clean, and comfortable. Our Captain David was nice. Overall great experience and we are looking forward to booking again!

    5. Genevieve

      Genevieve

      La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California

      Captain Bill was great! We really enjoyed our time on La Bella Vita. He was very accommodating and made our night amazing. We would definitely recommend him and will book again!

    6. 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

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