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    Awesome sailboat rentals in United States.

    4.9
    (8,340 Reviews)

    Page 27 of 38 • 912 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Luxe 75ft Sailing Catamaran Serving Key West & Miami Florida
    Events in Key West · 12 guests

    Luxe 75ft Sailing Catamaran Serving Key West & Miami Florida

    New
    $14,750/night
    Party Boat that can host 150 people in La Romana, Dominican Republic
    Events in La Romana · 150 guests

    Party Boat that can host 150 people in La Romana, Dominican Republic

    New
    Superowner
    Best of 2026
    $100/hour
    Velero Montainer 45ft Sailboat in Puerto Vallarta
    Sailing in Isla Iguana · 15 guests

    Velero Montainer 45ft Sailboat in Puerto Vallarta

    New
    $161/hour
    45ft Catamaran Private Charter / Capacity 40 people
    Sailing in Cancún · 40 guests

    45ft Catamaran Private Charter / Capacity 40 people

    New
    Superowner
    $257+/hour
    Sausalito: 41ft Jeanneau 410 Sun Odyssey Sailing Charter for Up to 10 Guests
    Sailing in Sausalito · 10 guests

    Sausalito: 41ft Jeanneau 410 Sun Odyssey Sailing Charter for Up to 10 Guests

    New
    $415/hour
    Deal of the Week! Leopard 43Ft Catamaran for Rent in Cartagena, Colombia.
    Powerboats in Cartagena · 25 guests

    Deal of the Week! Leopard 43Ft Catamaran for Rent in Cartagena, Colombia.

    New
    Superowner
    Best of 2026
    $643/hour
    Instant Book
    Deal of the Day! Lagoon 40Ft Catamaran for Rent in Cartagena, Colombia.
    Powerboats in Cartagena · 18 guests

    Deal of the Day! Lagoon 40Ft Catamaran for Rent in Cartagena, Colombia.

    New
    Superowner
    Best of 2026
    $429/hour
    Instant Book
    40' Luxury Nuevo Vallarta Catamaran Charter
    Events in Nuevo Vallarta · 18 guests

    40' Luxury Nuevo Vallarta Catamaran Charter

    New
    $300+/hour
    The Very Best service in Cozumel | 40' Bali Sailing Catamaran
    Sailing in Cancún · 25 guests

    The Very Best service in Cozumel | 40' Bali Sailing Catamaran

    New
    $346/hour
    Sunseeker 120 Super Yacht in Cancun. Super Yacht Crew
    Events in Cancún · 40 guests

    Sunseeker 120 Super Yacht in Cancun. Super Yacht Crew

    New
    Superowner
    $42,000/hour
    No tie-ups: 39' Catalina Sailboat with Huge Cockpit in Chicago
    Sailing in Chicago · 12 guests

    No tie-ups: 39' Catalina Sailboat with Huge Cockpit in Chicago

    New
    $245/hour
    Cruising Catamaran Charter in Cabarete, Dominican Republic
    Sailing in Cabarete · 80 guests

    Cruising Catamaran Charter in Cabarete, Dominican Republic

    New
    Superowner
    Best of 2026
    $400/hour
    Beautiful J/109 - Luxury and Fast! Downtown San Francisco at South Beach Harbor
    Sailing in San Francisco · 6 guests

    Beautiful J/109 - Luxury and Fast! Downtown San Francisco at South Beach Harbor

    New
    Superowner
    $350+/hour
    Amazing 64ft Flybridge Motor yacht in Cancún and isla mujeres holds 20 person!
    Events in Cancún · 20 guests

    Amazing 64ft Flybridge Motor yacht in Cancún and isla mujeres holds 20 person!

    New
    $692/hour
    Sail Lake Michigan from Racine, WI
    Sailing in Racine · 6 guests

    Sail Lake Michigan from Racine, WI

    5.0
    $75/hour
    Legacy Catamaran 36’ All Inclusive Cozumel- El Cielo
    Sailing in San Miguel de Cozumel · 10 guests

    Legacy Catamaran 36’ All Inclusive Cozumel- El Cielo

    New
    Superowner
    $375/hour
    Charter this 10 Persons 42' Beneteau Oceanis Sailboat in Cancún
    Sailing in Quintana Roo · 16 guests

    Charter this 10 Persons 42' Beneteau Oceanis Sailboat in Cancún

    New
    $125+/hour
    44' Lagoon Sailing Catamaran Charter in Punta Sam, Quintana Roo
    Sailing in Isla Mujeres · 30 guests

    44' Lagoon Sailing Catamaran Charter in Punta Sam, Quintana Roo

    New
    $249/hour
    Large Catamaran Captain Training on 46' Lagoon 450!
    Tours in Kemah · 6 guests

    Large Catamaran Captain Training on 46' Lagoon 450!

    New
    $265/hour
    Island Packet Sloop Charter in Oxnard
    Sailing in Oxnard · 4 guests

    Island Packet Sloop Charter in Oxnard

    New
    $175/hour
    Charter Lagoon 48ft Catamaran in Puerto Vallarta for 25 Guests
    Sailing in Marina Vallarta · 25 guests

    Charter Lagoon 48ft Catamaran in Puerto Vallarta for 25 Guests

    New
    $515/hour
    Private Saona Island Cruise (All-Inclusive)
    Sailing in Los Melones · 12 guests

    Private Saona Island Cruise (All-Inclusive)

    New
    $169/hour
    Sail into your Deep, Relaxed State
    Sailing in Marina del Rey · 6 guests

    Sail into your Deep, Relaxed State

    New
    $155+/hour
    Biggest 65' Catamaran! Tulum and Riviera Maya Up to 100 Guests
    Sailing in Tulum · 100 guests

    Biggest 65' Catamaran! Tulum and Riviera Maya Up to 100 Guests

    New
    $634+/hour

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