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    All listings in Caribbean

    Awesome tours in the Caribbean.

    4.9
    (8,688 Reviews)

    Page 63 of 67 • 1,600 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Pirate Ship Sailing Adventure in Cartagena, Colombia
    Events in Cartagena · 50 guests

    Pirate Ship Sailing Adventure in Cartagena, Colombia

    New
    $500/hour
    Brand-New 2025 Hanover 305 Luxury Yacht
    Powerboats in Fort Lauderdale · 8 guests

    Brand-New 2025 Hanover 305 Luxury Yacht

    New
    $300/hour
    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
    90ft Azimut Luxury Yacht Charter Miami Waters Experience
    Events in North Bay Village · 12 guests

    90ft Azimut Luxury Yacht Charter Miami Waters Experience

    New
    $750/hour
    23ft Hurricane Sundeck Boat Rental in Miami – Up to 8 Guests
    Powerboats in Miami · 8 guests

    23ft Hurricane Sundeck Boat Rental in Miami – Up to 8 Guests

    New
    $160/hour
    Luxury boat rental in San Andrés, Colombia islands
    Powerboats in San Andrés · 12 guests

    Luxury boat rental in San Andrés, Colombia islands

    New
    $370/day
    Explore South West Florida in a Brand New Bennington 20SVL Pontoon Boat
    Powerboats in Cape Coral · 8 guests

    Explore South West Florida in a Brand New Bennington 20SVL Pontoon Boat

    New
    $69+/hour
    Limited Availability
    Cruise Fort Lauderdale Intracoastal on a 24ft Robalo 242 Explorer with Captain
    Powerboats in Fort Lauderdale · 6 guests

    Cruise Fort Lauderdale Intracoastal on a 24ft Robalo 242 Explorer with Captain

    New
    $100/hour
    Instant Book
    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
    Luxury Coastal Escape | Regal OBX 29 | Boca Raton
    Powerboats in Boca Raton · 6 guests

    Luxury Coastal Escape | Regal OBX 29 | Boca Raton

    New
    $160/hour
    The Stars are Calling aboard Bali 5.4 Sailing Catamaran in British Virgin Island
    Sailing in West End, Tortola · 10 guests

    The Stars are Calling aboard Bali 5.4 Sailing Catamaran in British Virgin Island

    New
    $5,142/night
    Montecarlo 43’ private sailing boat in San Blas Islands
    Sailing in Guna Yala Comarca · 2 guests

    Montecarlo 43’ private sailing boat in San Blas Islands

    New
    $275/night
    Jet Car Watercraft Rental for 3 Guests Self-Drive Experience
    Powerboats in Boynton Beach · 4 guests

    Jet Car Watercraft Rental for 3 Guests Self-Drive Experience

    New
    $275/hour
    Luxury 43ft Yacht in Miami | Captain Included | Party & Sunset Cruises
    Events in Miami · 12 guests

    Luxury 43ft Yacht in Miami | Captain Included | Party & Sunset Cruises

    New
    $250/hour
    Inshore Full Day Charter in Naples with Captain Tim – The Best Value!
    Fishing in Naples · 3 guests

    Inshore Full Day Charter in Naples with Captain Tim – The Best Value!

    New
    $1,000/day
    Lagoon 42 Cruising Catamaran for rent in Le Marin, Martinique
    Sailing in Le Marin · 12 guests

    Lagoon 42 Cruising Catamaran for rent in Le Marin, Martinique

    New
    $155/hour
    The only yacht in Nassau with 6 Sea Bobs and 1 jetski included !!
    Events in Nassau · 12 guests

    The only yacht in Nassau with 6 Sea Bobs and 1 jetski included !!

    New
    $1,950/hour
    Private Half-Day Snorkeling & Sightseeing Excursion
    Powerboats in Long Bay Hills · 8 guests

    Private Half-Day Snorkeling & Sightseeing Excursion

    New
    $400/hour
    Private Luxury Charter to Stingray City in Grand Cayman
    Tours in George Town · 8 guests

    Private Luxury Charter to Stingray City in Grand Cayman

    New
    $300/hour
    38ft Luxury Powerboat Experience in Cartagena: Sound, Space & Style
    Powerboats in Cartagena · 18 guests

    38ft Luxury Powerboat Experience in Cartagena: Sound, Space & Style

    New
    $125/hour
    Mangrove Tour in Bolívar, Colombia
    Tours in La Boquilla · 7 guests

    Mangrove Tour in Bolívar, Colombia

    New
    $130/hour
    Sail in Luxury: Smack Offers Space, Style, and Seamless Comfort
    Sailing in Stock Island · 12 guests

    Sail in Luxury: Smack Offers Space, Style, and Seamless Comfort

    New
    $260+/hour
    Key West 261 Billistic Center Console in Lighthouse Point
    Powerboats in Lighthouse Point · 10 guests

    Key West 261 Billistic Center Console in Lighthouse Point

    New
    $95+/hour
    Enjoy Marigot, Saint Martin on Motor Yacht
    Tours in Saint Martin · 8 guests

    Enjoy Marigot, Saint Martin on Motor Yacht

    New
    $917/day

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