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    Key West, Florida Boat Rentals & Yacht Charters

    5.0
    (250 Reviews)

    Page 2 of 2 • 36 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    45ft Lagoon 450F Sailing Catamaran, Key West with Captain
    Sailing in Key West · 13 guests

    45ft Lagoon 450F Sailing Catamaran, Key West with Captain

    New
    $739+/hour
    Sandbar Charter and Island Tour
    Powerboats in Key West · 6 guests

    Sandbar Charter and Island Tour

    New
    $200/hour
    Key West Yacht Charter | 46ft Sea Ray in Key West, Florida
    Events in Key West · 12 guests

    Key West Yacht Charter | 46ft Sea Ray in Key West, Florida

    New
    $526+/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
    45' Sea Ray Luxury Yacht | Direct Owner | Key West, Dry Tortugas
    Events in Key West · 12 guests

    45' Sea Ray Luxury Yacht | Direct Owner | Key West, Dry Tortugas

    New
    $500/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
    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
    Unwind in Sunlit Luxury: Experience 360° Views Aboard This One-of-a-Kind Yacht!
    Sailing in Stock Island · 12 guests

    Unwind in Sunlit Luxury: Experience 360° Views Aboard This One-of-a-Kind Yacht!

    New
    $325+/hour
    Limited Availability
    Cruise Key West on a 38ft Tiara 38LS Yacht, Bareboat Charter for Up to 12 Guests
    Powerboats in Key West · 12 guests

    Cruise Key West on a 38ft Tiara 38LS Yacht, Bareboat Charter for Up to 12 Guests

    5.0
    Snoozed - Active 16 Aug 2026

    Top Destinations Nearby

    Key West Reviews

    1. Heath

      Heath

      Cruise Key West on a 38ft Tiara 38LS Yacht, Bareboat Charter for Up to 12 Guests

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

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