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    All listings in Florida Keys

    Incredible tours in Florida Keys, United States.

    5.0
    (234 Reviews)

    Page 2 of 2 • 40 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Private Islamorada Charters in the Florida Keys aboard 23' Hurricane Fun Deck
    Powerboats in Islamorada · 6 guests

    Private Islamorada Charters in the Florida Keys aboard 23' Hurricane Fun Deck

    5.0
    $135/hour
    Perfect Sandbar Rental! 2024 Hurricane 205-SS Deck Boat
    Powerboats in Big Pine Key · 10 guests

    Perfect Sandbar Rental! 2024 Hurricane 205-SS Deck Boat

    New
    $75/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
    37' Freedom Yacht With 1400 Horse Power In Key West, Florida
    Powerboats in Stock Island · 13 guests

    37' Freedom Yacht With 1400 Horse Power In Key West, Florida

    New
    $359/hour
    Luxe 75ft Sailing Catamaran Serving Key West & Miami Florida
    Events in Key West · 12 guests

    Luxe 75ft Sailing Catamaran Serving Key West & Miami Florida

    New
    $14,750/night
    28ft Contender - Center Console
    Powerboats in Islamorada · 6 guests

    28ft Contender - Center Console

    New
    $150/hour
    Key West 203 FS Fishing & Cruising Boat in Homestead
    Powerboats in Florida · 8 guests

    Key West 203 FS Fishing & Cruising Boat in Homestead

    New
    $75+/hour
    Instant Book
    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
    $250+/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
    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
    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
    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
    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
    26ft Twin Vee PowerCat Experience Big Pine Key for 6 Guests
    Powerboats in Big Pine Key · 6 guests

    26ft Twin Vee PowerCat Experience Big Pine Key for 6 Guests

    New
    $100+/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

    Tours Reviews in Florida Keys

    1. Tamela

      Tamela

      Private Islamorada Charters in the Florida Keys aboard 23' Hurricane Fun Deck

      Dawid "David" was great! Our family chose his charter services to celebrate our dad's 70th birthday, and our expectations were exceeded. We had a blast! He's very accommodating and chill. He is an EMT and paramedic, which added an extra level of peace of mind. His price is also very affordable for the services offered. Book with him; you won't be disappointed!

    2. CM

      Caroline

      Private Islamorada Charters in the Florida Keys aboard 23' Hurricane Fun Deck

      we loved our trip with Dinorah! he was so chill which we loved in our experience on being on a boat. he was so sweet and accommodating with our needs!

    3. 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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