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    All listings in Caribbean

    Awesome sailboat rentals in the Caribbean.

    4.8
    (2,307 Reviews)

    Page 16 of 18 • 426 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Boat Tours in Panama
    Sailing in Panama City · 70 guests

    Boat Tours in Panama

    1.0
    $125/day
    Sailing Lagoon 42 Premium (Crewed and Bareboat Charter Options!) in Le Marin
    Sailing in Le Marin · 12 guests

    Sailing Lagoon 42 Premium (Crewed and Bareboat Charter Options!) in Le Marin

    New
    $939/day
    Sail this cruising catamaran Nautitech 48 in Cartagena, Colombia
    Sailing in Cartagena · 30 guests

    Sail this cruising catamaran Nautitech 48 in Cartagena, Colombia

    New
    $2,200/day
    Bali 4.0 Catana Power Catamaran – Perfect Escape
    Powerboats in Hollywood · 13 guests

    Bali 4.0 Catana Power Catamaran – Perfect Escape

    New
    $300/hour
    Antigua Barbuda Sailing lessons and expedition!
    Sailing in Jolly Harbour · 10 guests

    Antigua Barbuda Sailing lessons and expedition!

    New
    $1,382/night
    Come and enjoy the Spanish Virgin Island onboard 38ft Hunter Marine
    Sailing in Fajardo · 6 guests

    Come and enjoy the Spanish Virgin Island onboard 38ft Hunter Marine

    New
    $200/hour
    Salinas 48 Cruising Catamaran Charter in San Blas Islands, Panama
    Sailing in Guna Yala Comarca · 8 guests

    Salinas 48 Cruising Catamaran Charter in San Blas Islands, Panama

    New
    $3,410/night
    Lagoon 450 - Catamaran Charter in Le Marin - Premium - Air conditioned
    Sailing in Le Marin · 12 guests

    Lagoon 450 - Catamaran Charter in Le Marin - Premium - Air conditioned

    New
    $1,136/day
    Your Private Yacht for the Day – Lagoon 42 Full-Day Charter
    Sailing in Fajardo · 6 guests

    Your Private Yacht for the Day – Lagoon 42 Full-Day Charter

    New
    $2,500/day
    Luxury Sailing Catamaran for up to10 guests
    Sailing in St. Thomas · 12 guests

    Luxury Sailing Catamaran for up to10 guests

    New
    $1,500/night
    Jeannuea Internacional 51" Sailboat - Jump onboard and relax!
    Sailing in Cartagena · 6 guests

    Jeannuea Internacional 51" Sailboat - Jump onboard and relax!

    New
    $170/hour
    Welcome aboard a stunning 2022 Bali 42 Cruising Catamaran
    Sailing in John's Hole · 8 guests

    Welcome aboard a stunning 2022 Bali 42 Cruising Catamaran

    New
    $550/hour
    Lagoon 50 in San Blas Islands
    Sailing in Panama City · 8 guests

    Lagoon 50 in San Blas Islands

    New
    $2,700/night
    Reserve the Luxury Tiara Power in Road Town, Tortola
    Powerboats in Wickhams Cay 1 · 12 guests

    Reserve the Luxury Tiara Power in Road Town, Tortola

    New
    $2,900/day
    Private sailing and snorkeling charter for 2. A unique and custom tailored trip
    Sailing in Guna Yala Comarca · 2 guests

    Private sailing and snorkeling charter for 2. A unique and custom tailored trip

    New
    $185/night
    All-inclusive Crewed Charter on 40ft Nautitech Sailing Catamaran in San Blas
    Sailing in Guna Yala Comarca · 7 guests

    All-inclusive Crewed Charter on 40ft Nautitech Sailing Catamaran in San Blas

    New
    $1,000/night
    Catamaran Charter In San Blas Panama
    Sailing in Guna Yala Comarca · 10 guests

    Catamaran Charter In San Blas Panama

    New
    $1,267/night
    Sail aboard our wonderful Jeanneau Sun Odyssey Sailboat and discover San Blas
    Sailing in Guna Yala Comarca · 12 guests

    Sail aboard our wonderful Jeanneau Sun Odyssey Sailboat and discover San Blas

    New
    $114/hour
    Nautitech 40 in San Blas Islands
    Sailing in Panama City · 7 guests

    Nautitech 40 in San Blas Islands

    New
    $1,550/night
    Lagoon 450 - Catamaran sail rental in Le Marin - Martinique
    Sailing in Le Marin · 12 guests

    Lagoon 450 - Catamaran sail rental in Le Marin - Martinique

    New
    $856/day
    7 Day Cruise Aboard 47ft Cruising Catamaran in Sainte-Anne, Guadeloupe
    Sailing in Sainte-Anne · 8 guests

    7 Day Cruise Aboard 47ft Cruising Catamaran in Sainte-Anne, Guadeloupe

    New
    $111/day
    2021 Lagoon 46 Sailing Catamaran Based in Saint Martin / Saint Barthélémy
    Sailing in Saint Martin · 12 guests

    2021 Lagoon 46 Sailing Catamaran Based in Saint Martin / Saint Barthélémy

    New
    $2,880/day
    Yacht charter in San Blas Islands |Alubat — Ovni 435 (2003) Sailboat
    Sailing in Guna Yala Comarca · 2 guests

    Yacht charter in San Blas Islands |Alubat — Ovni 435 (2003) Sailboat

    New
    $475/day
    Private Charter Adventure to Palomino or Icacos, Fajardo PR - 26' Hydra Sports
    Powerboats in Fajardo · 6 guests

    Private Charter Adventure to Palomino or Icacos, Fajardo PR - 26' Hydra Sports

    New
    $650/day
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