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    Awesome sailboat rentals in United States.

    4.9
    (8,440 Reviews)

    Page 28 of 39 • 932 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    40’ Fountaine Pajot Sailing Catamaran - Explore the Beauty of Tampa Bay
    Sailing in Saint Petersburg · 12 guests

    40’ Fountaine Pajot Sailing Catamaran - Explore the Beauty of Tampa Bay

    New
    $350+/hour
    Charter The AKKA 68ft catamaran
    Sailing in Oranjestad-West · 15 guests

    Charter The AKKA 68ft catamaran

    New
    $700/hour
    Day Sails & Sunset Cruises – Downtown St. Petersburg, FL – 36’ Catalina Yacht
    Sailing in Saint Petersburg · 6 guests

    Day Sails & Sunset Cruises – Downtown St. Petersburg, FL – 36’ Catalina Yacht

    New
    $206+/hour
    35ft Classy Allmand Sailboat for Extended Charters in Gulf Islands
    Sailing in Sidney · 6 guests

    35ft Classy Allmand Sailboat for Extended Charters in Gulf Islands

    New
    $116/hour
    Hunter 336 Sailing Yacht Charter in Palm Beach, Florida
    Sailing in North Palm Beach · 4 guests

    Hunter 336 Sailing Yacht Charter in Palm Beach, Florida

    New
    $125/hour
    Sail Newport Harbor Aboard a 36ft 1989 Catalina 36 MK I Sloop in Newport Beach
    Sailing in Newport Beach · 9 guests

    Sail Newport Harbor Aboard a 36ft 1989 Catalina 36 MK I Sloop in Newport Beach

    New
    $150/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
    $355/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
    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
    $750/hour
    40' Luxury Nuevo Vallarta Catamaran Charter
    Events in Nuevo Vallarta · 18 guests

    40' Luxury Nuevo Vallarta Catamaran Charter

    New
    $300+/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
    $709+/hour
    Instant Book
    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
    $710/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
    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
    $471+/hour
    Instant Book
    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
    42ft Catamaran Private Charter / Capacity 40 people
    Sailing in Cancún · 40 guests

    42ft Catamaran Private Charter / Capacity 40 people

    New
    Superowner
    $257+/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
    44' Beneteau Sailboat for Charter in Kemah, Texas
    Sailing in Kemah · 6 guests

    44' Beneteau Sailboat for Charter in Kemah, Texas

    New
    $250/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
    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
    $46/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
    Beneteau 321 Sailboat in Oakland, California – Comfortable and Spacious
    Sailing in Oakland · 6 guests

    Beneteau 321 Sailboat in Oakland, California – Comfortable and Spacious

    New
    $125/hour

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