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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,184 Reviews)

    Page 39 of 40 • 942 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    40ft party catamaran for 13 on sand bar!
    Sailing in Sunny Isles Beach · 12 guests

    40ft party catamaran for 13 on sand bar!

    New
    Superowner
    Snoozed - Active 12 Sep 2025
    Sailboat Oddissey 45 luxury sailing in Cancun, Mexico
    Sailing in Isla Mujeres · 10 guests

    Sailboat Oddissey 45 luxury sailing in Cancun, Mexico

    5.0
    Snoozed - Active 07 Oct 2025
    Sail on a classy and fast Sailing Yacht in the Hamptons, New York
    Sailing in East Hampton · 6 guests

    Sail on a classy and fast Sailing Yacht in the Hamptons, New York

    5.0
    Snoozed - Active 17 Jun 2026
    Crewed Charter 42' Lagoon Sailing Catamaran from Playa del Carmen #GMB42MAROMA
    Sailing in Playa del Carmen · 20 guests

    Crewed Charter 42' Lagoon Sailing Catamaran from Playa del Carmen #GMB42MAROMA

    5.0
    Snoozed - Active 07 Oct 2025
    Private Sailing Charter on Martha's Vineyard
    Sailing in Tisbury · 6 guests

    Private Sailing Charter on Martha's Vineyard

    5.0
    Snoozed - Active 02 Jul 2026
    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
    Snoozed - Active 07 Oct 2025
    Axe 1 Center Console Boat Rental in Montego Bay, Jamaica
    Events in Montego Bay · 8 guests

    Axe 1 Center Console Boat Rental in Montego Bay, Jamaica

    New
    Snoozed - Active 02 Oct 2025
    FUNTIMES Catamaran rental Cancun Isla Mujeres #GMBFUN440
    Events in Cancún · 25 guests

    FUNTIMES Catamaran rental Cancun Isla Mujeres #GMBFUN440

    New
    Snoozed - Active 07 Oct 2025
    Hanse 418 Cruising Monohull Rental in Hollywood, Florida
    Sailing in Hollywood · 12 guests

    Hanse 418 Cruising Monohull Rental in Hollywood, Florida

    New
    Snoozed - Active 02 Nov 2025
    Catamaran boat Party La Paz
    Events in Zona Comercial · 12 guests

    Catamaran boat Party La Paz

    New
    Superowner
    Snoozed - Active 17 Oct 2025
    Charter This 10 Persons 40' Oceanic Sail Boat in Cancún, #GMBSAIL40
    Sailing in Quintana Roo · 16 guests

    Charter This 10 Persons 40' Oceanic Sail Boat in Cancún, #GMBSAIL40

    New
    Snoozed - Active 07 Oct 2025
    45ft Catamaran GMB45GRP Charter for 35 People in Cancún
    Sailing in Cancún · 35 guests

    45ft Catamaran GMB45GRP Charter for 35 People in Cancún

    New
    Snoozed - Active 07 Oct 2025
    Private Cruises on 35' Gemini Sailing Catamaran GMBCAT35 Cancún Isla Mujeres
    Sailing in Meteorológico · 10 guests

    Private Cruises on 35' Gemini Sailing Catamaran GMBCAT35 Cancún Isla Mujeres

    New
    Snoozed - Active 07 Oct 2025
    15 people Fun Catamaran #GMBCAT35 Cruise Of The Playa Mujeres
    Sailing in Cancún · 25 guests

    15 people Fun Catamaran #GMBCAT35 Cruise Of The Playa Mujeres

    New
    Snoozed - Active 07 Oct 2025
    Catamaran #GMBCAT46PA at Puerto Aventuras Riviera Maya
    Sailing in Puerto Aventuras · 25 guests

    Catamaran #GMBCAT46PA at Puerto Aventuras Riviera Maya

    New
    Snoozed - Active 07 Oct 2025
    Private 44' Cruising Catamaran in Puerto Aventuras, Playa del Carmen
    Sailing in Tulum · 15 guests

    Private 44' Cruising Catamaran in Puerto Aventuras, Playa del Carmen

    New
    Snoozed - Active 07 Oct 2025
    Private 65ft Catamaran for Charter Trips in Montego Bay
    Sailing in Montego Bay · 40 guests

    Private 65ft Catamaran for Charter Trips in Montego Bay

    New
    Snoozed - Active 02 Nov 2025
    Lagoon 450 Cruising Catamaran in Cancún #GMBCAT450
    Sailing in Cancún · 15 guests

    Lagoon 450 Cruising Catamaran in Cancún #GMBCAT450

    New
    Snoozed - Active 07 Oct 2025
    Charter the 55' Luxury Catamaran in Cancún GMB520GRP
    Sailing in Isla Mujeres · 24 guests

    Charter the 55' Luxury Catamaran in Cancún GMB520GRP

    New
    Snoozed - Active 07 Oct 2025
    45' LAGOON #GMB450FLY Catamaran tour to Isla Mujeres
    Sailing in Isla Mujeres · 25 guests

    45' LAGOON #GMB450FLY Catamaran tour to Isla Mujeres

    New
    Snoozed - Active 07 Oct 2025
    Lagoon 421 Luxury Catamaran at Cancún Isla Mujeres #GMB421VIP
    Sailing in Quintana Roo · 10 guests

    Lagoon 421 Luxury Catamaran at Cancún Isla Mujeres #GMB421VIP

    New
    Snoozed - Active 07 Oct 2025
    Leopard 45 Sailing Catamaran rental in Cancun #GMB45LEO
    Sailing in Cancún · 1 guest

    Leopard 45 Sailing Catamaran rental in Cancun #GMB45LEO

    New
    Snoozed - Active 07 Oct 2025
    SeaRay 41 Fly Bridge Motor Yacht Charter #GMBSR43MS
    Events in Playa del Carmen · 15 guests

    SeaRay 41 Fly Bridge Motor Yacht Charter #GMBSR43MS

    New
    Snoozed - Active 07 Oct 2025
    Classic 50ft Gulfstar Sailing Yacht
    Sailing in San Diego · 22 guests

    Classic 50ft Gulfstar Sailing Yacht

    New
    Snoozed - Active 23 Sep 2025

    Top Destinations Nearby

    Sailing Reviews in United States

    1. MR

      MV Landmarks

      Private Sailing Charter on Martha's Vineyard

      We really enjoyed sailing on the Miss Marilyn in Vineyard Sound. The sail was amazing and the captain was so knowledgeable and engaging. We most highly recommend the experience!

    2. BD

      Brian

      Crewed Charter 42' Lagoon Sailing Catamaran from Playa del Carmen #GMB42MAROMA

      Highly recommend the service. Everything was handled and taken care of. Had no issues with pickup, communication, timing, crew was great, shuttle drivers were great.

    3. AR

      Ashley

      Sail on a classy and fast Sailing Yacht in the Hamptons, New York

      Eric was quick to answer all of my questions. The boat was clean and the listing felt accurate. It was a fun experience and I would book again.

    4. AZ

      Allan

      Sailboat Oddissey 45 luxury sailing in Cancun, Mexico

      Fantastic time with a great Captain on a wonderful ship. Definitely would consider doing this again.

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