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    Awesome sailboat rentals in United States.

    4.9
    (8,077 Reviews)

    Page 27 of 39 • 917 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Private Luxury Yacht Riviera Maya: 43’ Azimut with VIP Meal & Open Bar
    Sailing in Puerto Aventuras · 12 guests

    Private Luxury Yacht Riviera Maya: 43’ Azimut with VIP Meal & Open Bar

    New
    $439+/hour
    Amazing 64ft Flybridge yacht in Cancún and isla mujeres holds 20 person!
    Events in Cancún · 20 guests

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

    New
    $672/hour
    Deal of the Week! Leopard 47 Ft Catamaran for Rent in Cartagena, Colombia.
    Powerboats in Cartagena · 35 guests

    Deal of the Week! Leopard 47 Ft Catamaran for Rent in Cartagena, Colombia.

    New
    Superowner
    Best of 2026
    $711/hour
    Instant Book
    MACARENA | Classic & Beautiful Sailing Vessel, Custom 38ft.
    Sailing in Marina Vallarta · 10 guests

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

    New
    $156/hour
    Discover the magic of the sea | Westsail 43' Private Sailing Tours
    Sailing in San Diego · 12 guests

    Discover the magic of the sea | Westsail 43' Private Sailing Tours

    New
    $280/hour
    Luxury Lagoon 42 Catamaran for 12 in Annapolis
    Sailing in Annapolis · 12 guests

    Luxury Lagoon 42 Catamaran for 12 in Annapolis

    New
    $335+/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
    All inclusive Bali 4.4 Luxury Catamaran Charter
    Sailing in Nassau · 10 guests

    All inclusive Bali 4.4 Luxury Catamaran Charter

    New
    $720/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
    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
    Mega Catamaran Charter in Ocho Rios
    Sailing in Ocho Rios · 120 guests

    Mega Catamaran Charter in Ocho Rios

    New
    $2,300/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
    $460/hour
    Instant Book
    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
    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
    Lux Catamaran Fountaine Pajot 40ft
    Sailing in Leeward Settlement · 10 guests

    Lux Catamaran Fountaine Pajot 40ft

    New
    $714+/hour
    Amazing 45ft Cruising Catamaran in Cabo San Lucas, Mexico
    Sailing in Marina · 30 guests

    Amazing 45ft Cruising Catamaran in Cabo San Lucas, Mexico

    New
    $550/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
    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
    41' Beneteau Oceanis Sailing Yacht in Toronto for 12 Guests
    Sailing in Toronto · 12 guests

    41' Beneteau Oceanis Sailing Yacht in Toronto for 12 Guests

    New
    $50/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
    45ft Catamaran Charter for 35 People in Cancún
    Sailing in Cancún · 35 guests

    45ft Catamaran Charter for 35 People in Cancún

    New
    $350/hour
    Gorgeous Luxury 50 ft Lagoon Catamaran in San Pedro Belize
    Sailing in San Pedro · 12 guests

    Gorgeous Luxury 50 ft Lagoon Catamaran in San Pedro Belize

    New
    $675/hour
    15 People Fun Catamaran Cruise on the Playa Mujeres
    Sailing in Cancún · 25 guests

    15 People Fun Catamaran Cruise on the Playa Mujeres

    New
    $190+/hour
    Sailboat on the Hudson
    Sailing in Ossining · 6 guests

    Sailboat on the Hudson

    New
    $120+/hour

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