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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,454 Reviews)

    Page 7 of 39 • 932 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Lovely Catalina 36 Sailboat in Puerto Vallarta
    Sailing in Marina Vallarta · 12 guests

    Lovely Catalina 36 Sailboat in Puerto Vallarta

    5.0
    Superowner
    $155/hour
    81' Sailboat | Hot Tub + Full Water Toys | Up to 50 Guests
    Sailing in Marina Vallarta · 50 guests

    81' Sailboat | Hot Tub + Full Water Toys | Up to 50 Guests

    New
    $603/hour
    44 Luxury Catamaran BIG BEN
    Sailing in Leeward Settlement · 18 guests

    44 Luxury Catamaran BIG BEN

    5.0
    $875+/hour
    50' Azimut All-Inclusive Yacht Charter in Playa del Carmen.
    Events in Playa del Carmen · 20 guests

    50' Azimut All-Inclusive Yacht Charter in Playa del Carmen.

    4.9
    Superowner
    Best of 2026
    $420/hour
    ⛵️ Catamaran Party Boat with Captain & Crew – Up to 42 Guests!
    Sailing in Miami Beach · 42 guests

    ⛵️ Catamaran Party Boat with Captain & Crew – Up to 42 Guests!

    4.8
    Superowner
    $700+/hour
    Private Sail from Brooklyn Bridge Park
    Sailing in Manhattan · 6 guests

    Private Sail from Brooklyn Bridge Park

    5.0
    Superowner
    $230/hour
    All Electric Powered Eco-Friendly San Diego Bay Sailing Experience
    Sailing in San Diego · 12 guests

    All Electric Powered Eco-Friendly San Diego Bay Sailing Experience

    5.0
    $300/hour
    Private Luxury Sailing in the Charleston Harbor — Captain Included, BYOB
    Sailing in Charleston · 6 guests

    Private Luxury Sailing in the Charleston Harbor — Captain Included, BYOB

    5.0
    Superowner
    $240/hour
    Private Luxury Yacht Experience in Montego Bay
    Events in Montego Bay · 12 guests

    Private Luxury Yacht Experience in Montego Bay

    5.0
    $400/hour
    ⛵️ Catamaran 49-Person Party Boat Includes: 1-Captain, 1-Mate and 1-Bartender
    Sailing in Miami Beach · 49 guests

    ⛵️ Catamaran 49-Person Party Boat Includes: 1-Captain, 1-Mate and 1-Bartender

    5.0
    Superowner
    $700+/hour
    53ft Vagabond Ketch Rig Sailing Yacht with Captain, Clear Lake, Kemah, Texas
    Events in Kemah · 12 guests

    53ft Vagabond Ketch Rig Sailing Yacht with Captain, Clear Lake, Kemah, Texas

    5.0
    $199/hour
    60ft AIcon Yacht – Perfect for Luxury Day Trips
    Events in Miami · 13 guests

    60ft AIcon Yacht – Perfect for Luxury Day Trips

    4.8
    $350/hour
    Come Sailing at Navy Pier Marina, Chicago - Beautiful 36' Catalina Sailboat
    Sailing in Chicago · 6 guests

    Come Sailing at Navy Pier Marina, Chicago - Beautiful 36' Catalina Sailboat

    5.0
    $225/hour
    Full Day Sailing Potrero Guanacaste Province, Costa Rica
    Sailing in Potrero · 12 guests

    Full Day Sailing Potrero Guanacaste Province, Costa Rica

    5.0
    $200/hour
    Memorable Experience on this Leopard 47 Catamaran
    Sailing in Isla Iguana · 25 guests

    Memorable Experience on this Leopard 47 Catamaran

    5.0
    $325/hour
    High Demand
    Stunning 46' Bali Cruising Catamaran Charter in Marina del Rey, California
    Sailing in Marina del Rey · 12 guests

    Stunning 46' Bali Cruising Catamaran Charter in Marina del Rey, California

    5.0
    Superowner
    $650/hour
    Sail in Modern Luxury Beneteau Oceanis 37 Yacht
    Sailing in Oceanside · 6 guests

    Sail in Modern Luxury Beneteau Oceanis 37 Yacht

    5.0
    $200/hour
    Sailing From Pompano Beach, FL
    Sailing in Pompano Beach · 12 guests

    Sailing From Pompano Beach, FL

    4.6
    Superowner
    $125+/hour
    Limited Availability
    3hr Classic Yacht Experience Montego Bay
    Powerboats in Montego Bay · 35 guests

    3hr Classic Yacht Experience Montego Bay

    5.0
    Superowner
    $933/hour
    3-hour exclusive Catamaran Sunrise or Sunset
    Sailing in Isla Mujeres · 16 guests

    3-hour exclusive Catamaran Sunrise or Sunset

    4.9
    Superowner
    $262/hour
    Luxury Tripp 44' Sailboat Charter in San Francisco Bay
    Sailing in Alameda · 12 guests

    Luxury Tripp 44' Sailboat Charter in San Francisco Bay

    5.0
    $189/hour
    Lagoon 40 in Nuevo Vallarta. Sip Margaritas, Relax, and Sail the day away
    Sailing in Nuevo Vallarta · 18 guests

    Lagoon 40 in Nuevo Vallarta. Sip Margaritas, Relax, and Sail the day away

    5.0
    Superowner
    Best of 2026
    $263+/hour
    Instant Book
    Great Catamaran for Cholon, Barú, sunset cruise, lunch or dinner on board...
    Sailing in Cartagena · 45 guests

    Great Catamaran for Cholon, Barú, sunset cruise, lunch or dinner on board...

    4.9
    Superowner
    $1,000/day
    38' Sailing catamaran for parties / events in Long Beach! DISCOUNT WEEK DAYS
    Sailing in Long Beach · 12 guests

    38' Sailing catamaran for parties / events in Long Beach! DISCOUNT WEEK DAYS

    5.0
    Superowner
    $169+/hour

    Top Destinations Nearby

    Sailing Reviews in United States

    1. DJ

      Danica

      53ft Vagabond Ketch Rig Sailing Yacht with Captain, Clear Lake, Kemah, Texas

      Gordon and Captain B went above and beyond to make our experience memorable. It wasn't a job for them but rather a calling. We will definitely be booking with them again.

    2. NI

      Nikki

      3-hour exclusive Catamaran Sunrise or Sunset

      100% recommend this crew and catamaran sailboat. They even had a professional photographer and videographer to capture our snorkeling and my friend’s birthday celebration on the boat. It was memorable and everyone had an amazing time!

    3. MH

      Michaella

      Luxury Tripp 44' Sailboat Charter in San Francisco Bay

      Dan was amazing! I couldn’t have asked for a better experience for my birthday. He gave us lots of options on routes to take and was very knowledgeable. I felt very safe on board with him and would recommend him to anyone!

    4. CL

      Cathy

      Private Sail from Brooklyn Bridge Park

      Ian was a great captain. Very fun to sail with and he made us feel very comfortable. Celebrated my 30th and couldn’t recommend this experience, esp with Ian, more.

    5. CS

      Cait

      Private Sail from Brooklyn Bridge Park

      We had the best time on the boat trip. Michael was a great captain who was helpful and friendly. I would highly recommend this boat tour.

    6. CR

      Carla

      Come Sailing at Navy Pier Marina, Chicago - Beautiful 36' Catalina Sailboat

      Beautiful experience sailing on Lake Michigan!! Highly recommend and we'll be back!!

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