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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,289 Reviews)

    Page 28 of 39 • 925 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Lavezi 46ft Catamaran at Puerto Aventuras Riviera Maya
    Sailing in Puerto Aventuras · 25 guests

    Lavezi 46ft Catamaran at Puerto Aventuras Riviera Maya

    New
    $600/hour
    Deal of the Week! Lagoon 44Ft Catamaran for Rent in Cartagena, Colombia.
    Powerboats in Cartagena · 23 guests

    Deal of the Week! Lagoon 44Ft Catamaran for Rent in Cartagena, Colombia.

    New
    Superowner
    Best of 2026
    $452/hour
    Instant Book
    Negril & Montego Bay Private Charter Sunset Catamaran Jamaica Ricks Cafe
    Sailing in Hanover Parish · 120 guests

    Negril & Montego Bay Private Charter Sunset Catamaran Jamaica Ricks Cafe

    New
    $700/hour
    Sailing Luxury Catamaran, Up to 25 people in Cancun and Isla Mujeres, Mexico
    Sailing in Cancún · 25 guests

    Sailing Luxury Catamaran, Up to 25 people in Cancun and Isla Mujeres, Mexico

    New
    $332/hour
    CATAMARAN IBIZA | Gorgeous Lagoon 40ft Vessel for a perfect day in the Pacific.
    Sailing in Marina Vallarta · 15 guests

    CATAMARAN IBIZA | Gorgeous Lagoon 40ft Vessel for a perfect day in the Pacific.

    New
    $610/hour
    Private Cruises on 35' Gemini Sailing Catamaran in Cancún, Isla Mujeres
    Sailing in Meteorológico · 10 guests

    Private Cruises on 35' Gemini Sailing Catamaran in Cancún, Isla Mujeres

    New
    $150+/hour
    Charter 40ft Catamaran In Playa Flamingo, Costa Rica
    Sailing in Playa Flamingo · 30 guests

    Charter 40ft Catamaran In Playa Flamingo, Costa Rica

    New
    $500/hour
    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
    $475/hour
    41ft Catamaran Private Charter / Capacity 35 people
    Sailing in Cancún · 35 guests

    41ft Catamaran Private Charter / Capacity 35 people

    New
    Superowner
    $257+/hour
    Private Boat Rental La Morronga Bravo 41' Luxury Finishes
    Powerboats in Cartagena · 15 guests

    Private Boat Rental La Morronga Bravo 41' Luxury Finishes

    New
    $842/day
    Lagoon 62’ 2019 - Day Charter to el Cielo Cozumel with all inclusive.
    Sailing in Tulum · 10 guests

    Lagoon 62’ 2019 - Day Charter to el Cielo Cozumel with all inclusive.

    New
    Superowner
    $11,441/day
    42ft Luxury Catamaran Private Charter / Capacity 40 people
    Sailing in Cancún · 30 guests

    42ft Luxury Catamaran Private Charter / Capacity 40 people

    New
    Superowner
    $400+/hour
    High Demand
    Classic Yacht Charter in New York, New York
    Sailing in Manhattan · 30 guests

    Classic Yacht Charter in New York, New York

    5.0
    $1,900/hour
    Limited Availability
    40' Luxury Cruising Sailboat – Private Charters for 8 Guests
    Sailing in Richmond · 8 guests

    40' Luxury Cruising Sailboat – Private Charters for 8 Guests

    New
    $232/hour
    Charter the Cruising Monohull in Las Terrenas, Samana
    Sailing in Las Terrenas · 10 guests

    Charter the Cruising Monohull in Las Terrenas, Samana

    New
    $1,586/day
    MACARENA | Classic & Beautiful Sailing Vessel, Custom 38ft.
    Sailing in Marina Vallarta · 10 guests

    MACARENA | Classic & Beautiful Sailing Vessel, Custom 38ft.

    New
    $156/hour
    Enjoy This beautiful 38 ft yacht in Los Cabos
    Events in Juárez · 12 guests

    Enjoy This beautiful 38 ft yacht in Los Cabos

    New
    $258/hour
    Luxury Catamaran 47' Fountaine Pajot Tanna - Rayando el Sol
    Powerboats in La Cruz de Huanacaxtle · 14 guests

    Luxury Catamaran 47' Fountaine Pajot Tanna - Rayando el Sol

    New
    $44/hour
    Sailing Lesson on a 19' Pearson Resolute Sloop in Olga, Washington
    Tours in Anacortes · 6 guests

    Sailing Lesson on a 19' Pearson Resolute Sloop in Olga, Washington

    5.0
    $200/hour
    62ft Amazing Sailboat for Incredible Mazatlan Charter Experience!
    Sailing in Marina Mazatlán · 30 guests

    62ft Amazing Sailboat for Incredible Mazatlan Charter Experience!

    New
    $225/hour
    Leopard 38 Luxury Sailing Catamaran in Placencia, Belize
    Sailing in Placencia · 20 guests

    Leopard 38 Luxury Sailing Catamaran in Placencia, Belize

    New
    $3,300/day
    Ultra luxe Full Day Yacht Charter to Negril!
    Events in Montego Bay · 10 guests

    Ultra luxe Full Day Yacht Charter to Negril!

    New
    Superowner
    $1,625/hour
    Sail & Stay in Nantucket – Private Charters + Overnight Aboard a Beneteau 36.7
    Sailing in Nantucket · 6 guests

    Sail & Stay in Nantucket – Private Charters + Overnight Aboard a Beneteau 36.7

    New
    $320+/hour
    Limited Availability
    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

    Top Destinations Nearby

    Sailing Reviews in United States

    1. Rachel

      Rachel

      Sailing Lesson on a 19' Pearson Resolute Sloop in Olga, Washington

      What a fun day sailing around the orcas . Nat was an amazing sailing instructor and we loved learning about sailing and checking out the islands by water . Would highly recommend doing this - highlight of the trip .

    2. AN

      Anna

      Classic Yacht Charter in New York, New York

      James was great, his communication ahead of our sailing day was on point and him and his crew provided an unforgettable experience for our team.

    3. Laura

      Laura

      Classic Yacht Charter in New York, New York

      We had such a beautiful experience onboard. The crew were so lovely.

    4. DG

      Dan

      Classic Yacht Charter in New York, New York

      A fantastic experience. Would highly recommend to everyone.

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