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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,481 Reviews)

    Page 25 of 40 • 940 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Ocho Rios Private Sunset Catamaran with Dinner & Open Bar
    Powerboats in Ocho Rios · 100 guests

    Ocho Rios Private Sunset Catamaran with Dinner & Open Bar

    New
    $817/hour
    Classic Rainbow Hobie Cat Racing or Day Sailor
    Sailing in Des Moines · 4 guests

    Classic Rainbow Hobie Cat Racing or Day Sailor

    New
    $150/hour
    Family Friendly 35ft Legacy Sailing Catamaran | Explore San Diego Bay!
    Sailing in San Diego · 6 guests

    Family Friendly 35ft Legacy Sailing Catamaran | Explore San Diego Bay!

    New
    $250/hour
    Beneteau 41.1 Oceanis Sailing Charter in Vancouver
    Sailing in Vancouver · 6 guests

    Beneteau 41.1 Oceanis Sailing Charter in Vancouver

    5.0
    $353/hour
    45' Luxury Sailing Catamaran Charter
    Sailing in Saint Petersburg · 6 guests

    45' Luxury Sailing Catamaran Charter

    5.0
    $300+/hour
    Have an amazing time in Cartagena, Colombia on Bavaria 51 Cruising Monohull
    Sailing in Cartagena · 10 guests

    Have an amazing time in Cartagena, Colombia on Bavaria 51 Cruising Monohull

    New
    Superowner
    $163/hour
    Private Yacht Tour — Miami Skyline Sunset Cruise with Bottle of Champagne
    Tours in Miami Beach · 10 guests

    Private Yacht Tour — Miami Skyline Sunset Cruise with Bottle of Champagne

    New
    Superowner
    $159+/hour
    Sail Gloucester Harbor and Beyond on a Private 36ft Sailing Catamaran!!
    Sailing in Gloucester · 6 guests

    Sail Gloucester Harbor and Beyond on a Private 36ft Sailing Catamaran!!

    5.0
    $225+/hour
    Luxury Catamaran Party Lagoon 50 in Fort Lauderdale, Florida
    Sailing in Fort Lauderdale · 12 guests

    Luxury Catamaran Party Lagoon 50 in Fort Lauderdale, Florida

    New
    $355/hour
    Cabo Private 29ft Yacht Cruise with Snorkeling and Swim Stop
    Events in Marina · 7 guests

    Cabo Private 29ft Yacht Cruise with Snorkeling and Swim Stop

    New
    $255+/hour
    Instant Book
    Lagoon 62’ 2019 Cruising Catamaran Rental in Nassau, New Providence
    Sailing in Nassau · 10 guests

    Lagoon 62’ 2019 Cruising Catamaran Rental in Nassau, New Providence

    New
    Superowner
    $1,331/hour
    Private 30ft Sailing Yacht Charter with Captain, La Paz, Espíritu Santo Island
    Sailing in La Paz · 6 guests

    Private 30ft Sailing Yacht Charter with Captain, La Paz, Espíritu Santo Island

    New
    $220+/hour
    Have an amazing time in Cartagena, Colombia on Beneteau 41 Sailboat
    Sailing in Cartagena · 8 guests

    Have an amazing time in Cartagena, Colombia on Beneteau 41 Sailboat

    New
    Superowner
    $1,220/day
    Private Antaris 680 Sailing Catamaran Tour in Cancún!!
    Sailing in Cancún · 9 guests

    Private Antaris 680 Sailing Catamaran Tour in Cancún!!

    New
    $255+/hour
    Luxury Puerto Vallarta Experience aboard 122' Hatteras Yacht
    Events in Marina Vallarta · 30 guests

    Luxury Puerto Vallarta Experience aboard 122' Hatteras Yacht

    New
    Superowner
    Best of 2026
    $2,201+/hour
    Private 45ft Catamaran Yacht In Cabo | All-Inclusive Food and Open Bar
    Powerboats in Marina · 20 guests

    Private 45ft Catamaran Yacht In Cabo | All-Inclusive Food and Open Bar

    New
    $759+/hour
    Instant Book
    40ft Lagoon Sailing Catamaran with Skipper and Crew!
    Sailing in Marina Vallarta · 18 guests

    40ft Lagoon Sailing Catamaran with Skipper and Crew!

    New
    $625/hour
    Private Sunset Catamaran Cruise Cabo San Lucas for 50 Guests
    Sailing in Ildefonso Green · 50 guests

    Private Sunset Catamaran Cruise Cabo San Lucas for 50 Guests

    New
    $890/hour
    Instant Book
    Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston
    Sailing in Boston · 8 guests

    Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston

    5.0
    $550/hour
    Instant Book
    Pontoon #GMBPONTOON Playa Mujeres boat for day tour with slide
    Sailing in Isla Mujeres · 16 guests

    Pontoon #GMBPONTOON Playa Mujeres boat for day tour with slide

    New
    $120+/hour
    Private Cabo Celebration Catamaran: Snorkel, Lunch & Open Bar
    Powerboats in Marina · 70 guests

    Private Cabo Celebration Catamaran: Snorkel, Lunch & Open Bar

    New
    $520/hour
    Instant Book
    Private 56ft Luxury Catamaran Charter in Punta Mita
    Sailing in La Cruz de Huanacaxtle · 10 guests

    Private 56ft Luxury Catamaran Charter in Punta Mita

    New
    $600+/hour
    Charter a Beautiful Lagoon Catamaran 400 S 2 for 17 people
    Sailing in Cartagena · 17 guests

    Charter a Beautiful Lagoon Catamaran 400 S 2 for 17 people

    New
    $180/hour
    3-Hour Morning Sail | Private 50ft Luxury Sailing Yacht in Charleston
    Sailing in Mount Pleasant · 12 guests

    3-Hour Morning Sail | Private 50ft Luxury Sailing Yacht in Charleston

    New
    $250/hour

    Top Destinations Nearby

    Sailing Reviews in United States

    1. CM

      Charneyee

      Sail Gloucester Harbor and Beyond on a Private 36ft Sailing Catamaran!!

      One word! Amazing. Hospitality, equipment. Boat, just beautiful. Me and my family enjoyed every moment. Thank you Capt. Lu 20/10

    2. BH

      Betsy

      Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston

      Oh what a night! We had a fantastic time on our sailing trip with Jake and his crew. They picked us up right on time, we had a perfect sale, and they even gave us some extra time at the end. The views of Boston were perfection, the sale was smooth and we felt very well taken care of by the entire crew the whole time! It really could not have been any more perfect. We highly recommend!

    3. AD

      Alice

      Sail Gloucester Harbor and Beyond on a Private 36ft Sailing Catamaran!!

      Captain Lu is THE MAN ! We had an amazing time with him, he’s very nice and extremely knowledgeable. He adjusted the course of the cruise to an easier swell when our friend that is easily seasick started to feel dizzy, and she felt great the entire time! I can only recommend cruising with Captain Lu and will surely be back again !

    4. James

      James

      Beneteau 41.1 Oceanis Sailing Charter in Vancouver

      Excellent ride with Francis and Vanessa; I proposed to my fiancée and they made everything perfect for us!

    5. EL

      Eric

      45' Luxury Sailing Catamaran Charter

      Great experience. Fantastic captain and admiral. Wonderful time had by all!!

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