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    All listings in Caribbean

    Awesome paddlesport rentals in the Caribbean.

    5.0
    (140 Reviews)

    Page 3 of 7 • 166 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Private Luxury Sailing Charter around the East Coast of Puerto Rico
    Sailing in Fajardo · 6 guests

    Private Luxury Sailing Charter around the East Coast of Puerto Rico

    New
    $1,198day
    Leopard 43 Sailing Cat with USCG Certified Captain & Crew in Ceiba, Puerto Rico
    Sailing in Fajardo · 6 guests

    Leopard 43 Sailing Cat with USCG Certified Captain & Crew in Ceiba, Puerto Rico

    5.0
    $2,695day
    Kayak & SUP EcoTours in Turks and Caicos Islands
    Tours in Leeward Settlement · 1 guest

    Kayak & SUP EcoTours in Turks and Caicos Islands

    5.0
    $125day
    Para-Sailing Plus Reef Snorkeling Water Sports Combo Negril, Jamaica
    Tours in West End · 8 guests

    Para-Sailing Plus Reef Snorkeling Water Sports Combo Negril, Jamaica

    New
    $180person
    Parguera Kayak Rental
    Adventures in La Parguera · 1 guest

    Parguera Kayak Rental

    5.0
    $30hour
    Parasailing Adventure Tour Negril Jamaica Water Sports Para-sail Tour
    Adventures in West End · 8 guests

    Parasailing Adventure Tour Negril Jamaica Water Sports Para-sail Tour

    New
    $150person
    # 1 Best Luxury Yacht in La Altagracia
    Events in Bávaro · 150 guests

    # 1 Best Luxury Yacht in La Altagracia

    New
    $45person
    Flora & Fauna Enthusiast Mangrove & Iguana beach 3-hour Clear Kayak Eco tour
    Adventures in Leeward Settlement · 12 guests

    Flora & Fauna Enthusiast Mangrove & Iguana beach 3-hour Clear Kayak Eco tour

    New
    $150person
    Clear Kayak and Paddleboard rentals! Guided Eco Tours for the whole family!!
    Adventures in Bonita Springs · 2 guests

    Clear Kayak and Paddleboard rentals! Guided Eco Tours for the whole family!!

    New
    $14-$18hour
    🔥Parasailing Adventure in Punta Cana, La Altagracia🛥️🎉
    Adventures in Punta Cana · 20 guests

    🔥Parasailing Adventure in Punta Cana, La Altagracia🛥️🎉

    New
    Superowner
    $45hour
    Amazing Banana Boat Ready for Rent in Noord, Aruba
    Adventures in Oranjestad-West · 8 guests

    Amazing Banana Boat Ready for Rent in Noord, Aruba

    New
    $25person
    Shared Fishing Trips in Punta Cana
    Fishing in Punta Cana · 10 guests

    Shared Fishing Trips in Punta Cana

    New
    $127person
    Luxury Catamaran Charter around St Maarten, St Barth and Anguilla
    Sailing in Upper Prince's Quarter · 14 guests

    Luxury Catamaran Charter around St Maarten, St Barth and Anguilla

    New
    $2,200day
    Fishing Kayak Hobie Mirage Pro Angler 12ft for Rent in Miami
    Fishing in Kendall · 2 guests

    Fishing Kayak Hobie Mirage Pro Angler 12ft for Rent in Miami

    New
    $30hour
    Italian Luxury Sanlorenzo 76SX
    Events in Miami · 12 guests

    Italian Luxury Sanlorenzo 76SX

    New
    $1,250-$1,625hour
    Deep Sea Fishing Private Yacht Charter From Punta Cana
    Fishing in Punta Cana · 10 guests

    Deep Sea Fishing Private Yacht Charter From Punta Cana

    New
    $190hour
    Enjoy Tubing in Montego Bay, Jamaica
    Adventures in Montego Bay · 6 guests

    Enjoy Tubing in Montego Bay, Jamaica

    New
    $30person
    Bioluminescence Swimming in Luminous Lagoon
    Tours in Falmouth · 25 guests

    Bioluminescence Swimming in Luminous Lagoon

    New
    $50person
    Paddleboard in Río Hato
    Adventures in Panamá Oeste · 1 guest

    Paddleboard in Río Hato

    New
    $25hour
    Windsurfing Lessons in Christ Church, Barbados
    Adventures in Christ Church · 1 guest

    Windsurfing Lessons in Christ Church, Barbados

    New
    $70hour
    Enjoy Kitesurfing in Christ Church, Barbados with Roland
    Adventures in Christ Church · 1 guest

    Enjoy Kitesurfing in Christ Church, Barbados with Roland

    New
    $60hour
    Experience Surfing in Christ Church, Barbados
    Adventures in Christ Church · 1 guest

    Experience Surfing in Christ Church, Barbados

    New
    $80person
    Discover one of the most spectacular Kite destinations in Colombia! Join our Kite Trips!
    Tours in La Guajira · 1 guest

    Discover one of the most spectacular Kite destinations in Colombia! Join our Kite Trips!

    New
    $750person
    2 Hour Stand Up Paddleboard Lesson in La Guajira, Colombia!
    Adventures in La Guajira · 1 guest

    2 Hour Stand Up Paddleboard Lesson in La Guajira, Colombia!

    New
    $55person

    Boards & Paddles Reviews in Caribbean

    1. Nathan

      Nathan

      Leopard 43 Sailing Cat with USCG Certified Captain & Crew in Ceiba, Puerto Rico

      Great day on the water with a great crew! Service was excellent, food was very good and the boat is comfortable and clean. Really fantastic way to spend a day in PR!

    2. Sharon

      Sharon

      Kayak & SUP EcoTours in Turks and Caicos Islands

      Great day, for kayaking on the water, thru the mangroves saw lemon sharks and a ton of turtles. AC was professional and reliable and was super helpful. Sharon S.

    3. Nathan

      Nathan

      Leopard 43 Sailing Cat with USCG Certified Captain & Crew in Ceiba, Puerto Rico

      Beautiful, comfortable boat with a great sound system and excellent food! The captain and crew were great hosts and we enjoyed every minute of our day!

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