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    All listings in Caribbean

    Awesome paddleboard rentals in the Caribbean.

    5.0
    (338 Reviews)

    Page 2 of 2 • 48 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Twilight Snorkeling Cruise with Drinks & Gourmet Bites
    Powerboats in Fajardo · 6 guests

    Twilight Snorkeling Cruise with Drinks & Gourmet Bites

    New
    $185/hour
    Neel 51ft Award Winning Sailing Trimaran for Your Next Adventure
    Events in Nassau · 12 guests

    Neel 51ft Award Winning Sailing Trimaran for Your Next Adventure

    New
    $1,000/hour
    85' Princess Flybridge Yacht- MIAMI
    Events in Miami Beach · 12 guests

    85' Princess Flybridge Yacht- MIAMI

    New
    $900+/hour
    BRAND NEW 2025 Lagoon 43 Luxury Catamaran with AC price include 2 guests
    Sailing in Guna Yala Comarca · 8 guests

    BRAND NEW 2025 Lagoon 43 Luxury Catamaran with AC price include 2 guests

    New
    $1,560/night
    Saint Turks and Caicos Luxury Yacht
    Events in Leeward Settlement · 12 guests

    Saint Turks and Caicos Luxury Yacht

    New
    $3,500/hour
    SUP Paddle Board & Snorkel Adventure Tour
    Adventures in Saint George Basseterre Parish · 12 guests

    SUP Paddle Board & Snorkel Adventure Tour

    New
    $69/day
    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
    $110/hour
    Couach 21m Motor Yacht "NEREE" from Marigot, Saint-Martin
    Events in Marigot · 12 guests

    Couach 21m Motor Yacht "NEREE" from Marigot, Saint-Martin

    New
    $766/hour
    The Gallivanders Ultimate Sailing Adventure
    Sailing in Nassau · 12 guests

    The Gallivanders Ultimate Sailing Adventure

    New
    $439/hour
    Instant Book
    Luxury Private Charter - Don't Worry 45ft - Around St Maarten or Anguilla
    Sailing in Upper Prince's Quarter · 16 guests

    Luxury Private Charter - Don't Worry 45ft - Around St Maarten or Anguilla

    New
    $2,200/day
    SAINT BARTHELEMY Luxury power catamaran 53
    Powerboats in Gustavia · 12 guests

    SAINT BARTHELEMY Luxury power catamaran 53

    New
    $700/hour
    79ft Ferretti Yacht | Includes 4 Suites 4 Bathrooms Jet Skis Water Toys Jacuzzi
    Events in Miami · 13 guests

    79ft Ferretti Yacht | Includes 4 Suites 4 Bathrooms Jet Skis Water Toys Jacuzzi

    New
    $625+/hour
    Chaparral SSI 21 OB – Captain Included! Gas, Ice & Water Provided
    Powerboats in Naples · 6 guests

    Chaparral SSI 21 OB – Captain Included! Gas, Ice & Water Provided

    New
    $100/hour
    SUP and Kayak Rentals, Classes in Turks and Caicos Islands
    Adventures in The Bight Settlement · 1 guest

    SUP and Kayak Rentals, Classes in Turks and Caicos Islands

    New
    $73+/day
    Paddleboard Rental in Grenadines
    Adventures in Ashton · 1 guest

    Paddleboard Rental in Grenadines

    New
    $50/hour
    Live the Royal Ride—Miami’s Princess 58' Is Ready
    Events in Miami · 12 guests

    Live the Royal Ride—Miami’s Princess 58' Is Ready

    New
    $375+/hour
    Luxury 80' Hatteras in the Bahamas!
    Events in Nassau · 12 guests

    Luxury 80' Hatteras in the Bahamas!

    New
    $5,000/hour
    Catamaran Charter In San Blas Panama
    Sailing in Guna Yala Comarca · 10 guests

    Catamaran Charter In San Blas Panama

    New
    $1,297/night
    Enjoy Stand Up Paddleboard Rentals in Cruz Bay, St. John
    Tours in Cruz Bay · 1 guest

    Enjoy Stand Up Paddleboard Rentals in Cruz Bay, St. John

    New
    $75/day
    Couach 21m "NEREE" from Anguilla
    Events in Sandy Ground · 12 guests

    Couach 21m "NEREE" from Anguilla

    New
    $7,781/day
    Amazing 100 Ft Azimut with Jacuzzi and water toys
    Events in Aventura · 13 guests

    Amazing 100 Ft Azimut with Jacuzzi and water toys

    New
    $1,250/hour
    Private Boat Rental in Miami – Local Captain, No Hidden Fees!
    Powerboats in Florida · 6 guests

    Private Boat Rental in Miami – Local Captain, No Hidden Fees!

    New
    $187+/hour
    Stand Up Paddle Tours In Puntas
    Adventures in Rincón · 1 guest

    Stand Up Paddle Tours In Puntas

    New
    $110/hour
    Sailing catamaran in USVI
    Sailing in Charlotte Amalie · 6 guests

    Sailing catamaran in USVI

    5.0
    Snoozed - Active 02 Apr 2026

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