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    Key West, Florida Boat Rentals & Yacht Charters

    5.0
    (266 Reviews)

    Page 2 of 2 • 42 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    The Tiki Boat Fast, Fun, and Spacious Up to 12 Passengers
    Powerboats in Key West · 12 guests

    The Tiki Boat Fast, Fun, and Spacious Up to 12 Passengers

    New
    $250/hour
    45ft Lagoon | Somewhere
    Sailing in Key West · 12 guests

    45ft Lagoon | Somewhere

    New
    $740+/hour
    37’ Luxury Freeman with Bathroom, Shade & Key West Charters
    Powerboats in Key West · 12 guests

    37’ Luxury Freeman with Bathroom, Shade & Key West Charters

    New
    $320/hour
    Sandbar Charter and Island Tour
    Powerboats in Key West · 6 guests

    Sandbar Charter and Island Tour

    New
    $200/hour
    "Key West Sailfish" Sailfish 2360
    Fishing in Key West · 6 guests

    "Key West Sailfish" Sailfish 2360

    New
    $249/hour
    ''Miss Carolina'' Carolina Classic 35 Express Rental in Key West, Florida
    Events in Key West · 10 guests

    ''Miss Carolina'' Carolina Classic 35 Express Rental in Key West, Florida

    New
    $512/hour
    21' Nauticstar - Explore Key West Snorkeling and Remote Beaches with a captain
    Powerboats in Key West · 6 guests

    21' Nauticstar - Explore Key West Snorkeling and Remote Beaches with a captain

    New
    $160+/hour
    "Satisfaction" Morgan 41 Classic Sailboat for Charter in Key West
    Sailing in Key West · 6 guests

    "Satisfaction" Morgan 41 Classic Sailboat for Charter in Key West

    New
    $351/hour
    Dry Tortugas National Park Trip — Private Charter from Key West
    Events in Key West · 12 guests

    Dry Tortugas National Park Trip — Private Charter from Key West

    New
    $250/hour
    Instant Book
    23ft Concept Powerboat Island Tour and Sandbar charter
    Powerboats in Key West · 6 guests

    23ft Concept Powerboat Island Tour and Sandbar charter

    New
    $175/hour
    Passport 40 Sailboat in Key West - Comfortable Sailing for Up to 6 Guests
    Sailing in Key West · 6 guests

    Passport 40 Sailboat in Key West - Comfortable Sailing for Up to 6 Guests

    New
    $150/hour
    Luxury 46' Lagoon Catamaran in Key West and Dry Tortugas
    Sailing in Key West · 12 guests

    Luxury 46' Lagoon Catamaran in Key West and Dry Tortugas

    New
    $560+/hour
    Adventure escape challenge on the waters in Key West, Florida
    Tours in Key West · 6 guests

    Adventure escape challenge on the waters in Key West, Florida

    New
    $150/hour
    Chaparral 23ft Powerboat with Bimini Cover for Daily Rental
    Fishing in Cudjoe Key · 8 guests

    Chaparral 23ft Powerboat with Bimini Cover for Daily Rental

    New
    $700/day
    See Vee 27' Center Console up to 6 people!
    Powerboats in Key West · 6 guests

    See Vee 27' Center Console up to 6 people!

    New
    $150+/hour
    32ft Donzi Center Console for Fishing Charters in Key West!!
    Powerboats in Key West · 6 guests

    32ft Donzi Center Console for Fishing Charters in Key West!!

    New
    $900/day
    Egg Harbor 35ft Sportfisher for Offshore Adventures!
    Fishing in Key West · 6 guests

    Egg Harbor 35ft Sportfisher for Offshore Adventures!

    New
    $225/hour
    Ultimate speed, spacious comfort and elegant style ... Best Time Ever!
    Events in Key West · 12 guests

    Ultimate speed, spacious comfort and elegant style ... Best Time Ever!

    5.0
    Snoozed - Active 02 May 2026

    Top Destinations Nearby

    Key West Reviews

    1. Heath

      Heath

      Ultimate speed, spacious comfort and elegant style ... Best Time Ever!

      Great boat and the trip was amazing. Everything was as described and Captain Brian was awesome!!!

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