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    All listings in Caribe

    Awesome sailboat rentals in the Caribbean.

    4.8
    (1,780 Reviews)

    Page 20 of 20 • 479 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    "Waouw" Fountaine Pajot Saona 47 Cruising Catamaran / Owner version available in Martinique
    Sailing in Le Marin · 6 guests

    "Waouw" Fountaine Pajot Saona 47 Cruising Catamaran / Owner version available in Martinique

    New
    $1,214day
    Beautiful days with your friends and family on a Brand New Elba 45’ in St. Thomas and St. John, USVI.
    Sailing in Charlotte Amalie West · 6 guests

    Beautiful days with your friends and family on a Brand New Elba 45’ in St. Thomas and St. John, USVI.

    New
    $1,715day
    Book the Lycka Classic Sailing Yacht in San Blas, Panamá
    Sailing in Panama City · 3 guests

    Book the Lycka Classic Sailing Yacht in San Blas, Panamá

    New
    $190night
    Bavaria 46 Cruiser Yacht in Saint Lucia Rodney Bay Marina
    Sailing in Gros Islet · 8 guests

    Bavaria 46 Cruiser Yacht in Saint Lucia Rodney Bay Marina

    New
    $540day
    7 Day Cruise aboard Lagoon 470 Cruising Catamaran in Sainte-Anne
    Sailing in Grande-Terre · 8 guests

    7 Day Cruise aboard Lagoon 470 Cruising Catamaran in Sainte-Anne

    New
    $1,089day
    Charter 43ft Sailing Yacht In Hispania, Colombia
    Sailing in Cartagena · 8 guests

    Charter 43ft Sailing Yacht In Hispania, Colombia

    New
    $800day
    "Monocoque" Sailboat's - 8 Days / 7 Nights Cruise in Guadeloupe And Its Islands
    Sailing in Pointe-a-Pitre · 6 guests

    "Monocoque" Sailboat's - 8 Days / 7 Nights Cruise in Guadeloupe And Its Islands

    New
    $1,192person
    Beneteau First 40.7 Cruising Monohull - up to 6 people in Antigua and Barbuda
    Sailing in English Harbour · 6 guests

    Beneteau First 40.7 Cruising Monohull - up to 6 people in Antigua and Barbuda

    5.0
    $920day
    Private Catamaran Charter In Punta Cana, Dominican Republic
    Sailing in El Cortecito · 50 guests

    Private Catamaran Charter In Punta Cana, Dominican Republic

    New
    $350hour
    ¡Sail with us in our Dynamique47! Friends & family sailing around Martinique
    Sailing in Sainte-Anne · 4 guests

    ¡Sail with us in our Dynamique47! Friends & family sailing around Martinique

    New
    Snoozed - Active 02 Jan 2025
    51' Neel Cruising Catamaran Rental in Le Marin, Martinique
    Sailing in Rivière-Salée · 9 guests

    51' Neel Cruising Catamaran Rental in Le Marin, Martinique

    New
    $1,479day
    Charter 57' Cata Kreyol Cruising Catamaran in Gros-Morne, Martinique
    Sailing in Gros-Morne · 27 guests

    Charter 57' Cata Kreyol Cruising Catamaran in Gros-Morne, Martinique

    New
    $1,851day
    44ft Sailing Catamaran for 14 Person from Pointe-à-Pitre, Guadeloupe
    Sailing in Pointe-a-Pitre · 6 guests

    44ft Sailing Catamaran for 14 Person from Pointe-à-Pitre, Guadeloupe

    New
    $653-$779day
    Charter 78' Cruising Catamaran In Panama, Panama
    Sailing in Panama City · 4 guests

    Charter 78' Cruising Catamaran In Panama, Panama

    New
    $1,300day
    Classic Cutter 44' Sailing Boat Charter for Up to 5 People in San Blas islands, Panama
    Sailing in Guna Yala Comarca · 5 guests

    Classic Cutter 44' Sailing Boat Charter for Up to 5 People in San Blas islands, Panama

    New
    $185person
    Go Sailing on a Cruising Catamaran in Le Robert, Martinique
    Sailing in Le Robert · 20 guests

    Go Sailing on a Cruising Catamaran in Le Robert, Martinique

    New
    $1,634day
    31feet SeaRay Sundancer - Enjoy!!!
    Events in Florida · 8 guests

    31feet SeaRay Sundancer - Enjoy!!!

    New
    $1,350day
    Bavaria 36 Cruiser Sailing Yacht Charter in Cartagena, Bolívar
    Sailing in Cartagena · 6 guests

    Bavaria 36 Cruiser Sailing Yacht Charter in Cartagena, Bolívar

    New
    $1,345day
    TORTOLA BVI - PRIVATE DAY SAILS ON 48' Privilege Catamaran Charter
    Sailing in Wickhams Cay 1 · 20 guests

    TORTOLA BVI - PRIVATE DAY SAILS ON 48' Privilege Catamaran Charter

    New
    $2,500day
    Beach Monohulls Rental in Saboga, Panama
    Sailing in Contadora · 5 guests

    Beach Monohulls Rental in Saboga, Panama

    New
    $50hour
    72 ft Cruising Monohull Charter for 4 Peopl in St. Thomas, US Virgin Islands
    Sailing in St. Thomas · 4 guests

    72 ft Cruising Monohull Charter for 4 Peopl in St. Thomas, US Virgin Islands

    New
    $2,143day
    Beneteau 50 Sailing yacht in Cundinamarca, Colombia
    Sailing in Cundinamarca · 12 guests

    Beneteau 50 Sailing yacht in Cundinamarca, Colombia

    New
    $1,696day
    Wild Cat 37 Cruising Catamaran Rental in Bogotá, Colombia
    Sailing in Suba · 10 guests

    Wild Cat 37 Cruising Catamaran Rental in Bogotá, Colombia

    New
    $1,187day

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