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Fishing Charters – The Best in Key West

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No matter which type of fishing you prefer, Cool Key West is sure to meet and exceed your expectations when it comes to the best fishing charters. Whether you prefer fishing with a small group or going solo we have the perfect package for you.

Our goal at Cool Key West is to make your fishing adventure with us fun, hopefully the most fun you’ve ever had fishing. This is your special day, and our charter trips are designed so that you can choose the type of fishing you want and the time that’s the most favorable for you.

Catching fish for sport or for dinner (or both) while enjoying the beautiful blue waters off Key West completes the perfect vacation. All levels of fishing (novice to expert) will enjoy their fishing adventure in luxurious style, and to insure your trip will conveniently fit in with you other vacation plans, arrangements for ½ day, ¾ day and full day packages are available.

Choose from “World Class Sport,” “Deep Sea,” “Flats,” “Reef,” “Wreck,” “Fly,” “Tarpon,” “Blue Water” and “Live Bait Fishing.” You’ll fish with the most sought-after captains in the Keys; experts who really know the waters surrounding Key West. All this while your senses are saturated with the marvels of one of the most unique, diverse and exotic places on earth.

Regardless of whether you want to go fishing with your family, your friends, your clients, or alone, our professional, experienced captains will give you their best. They will help all those aboard (from first-timers to experienced fishers) to discover the destinations and tackle best suited to both their preferences and their abilities.

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  • Key West Deep Sea Fishing Charter
    Likely to Sell Out
    Likely to Sell Out
    4.9 (263)

    Key West Deep Sea Fishing Charter

    Cool Key West takes you on a Key West Deep Sea Fishing Charter for high adventure and big fish on the deep blue waters that

     4, 6 or 8 hours (approx.)  Free Cancellation
    $1,000
    $900
    $1,000
    $900
  • Key West Split Fishing Charter
    Likely to Sell Out
    Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
    Likely to Sell Out
    4.8 (493)

    Key West Split Fishing Charter

    Cool Key West presents the Key West Split Fishing Charter: the most cost-effective and convenient way to get offshore and enjoy some Key West sportfishing.

     4 or 6 hours (approx.)  Free Cancellation
    $350
    $200
    $350
    $200
  • Key West Flats Fishing Charter
    Likely to Sell Out
    Likely to Sell Out
    4.9 (61)

    Key West Flats Fishing Charter

    Take your own private boat and personal guide to hunt Bonefish, Permit, Sharks and other game fish in the crystal-clear waters of the Key West

     4, 6 or 8 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $580
    Best Rate
    $580
  • Key West Party Boat Fishing Charter
    4.7 (146)

    Key West Party Boat Fishing Charter

    Our Key West Party Boat Fishing Charter is great for an affordable day on the water with friends and family enjoying the best Key West

     6 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $69.69
    Best Rate
    $69.69
  • Key West Private Inshore Light Tackle Fishing Charter (up to 10 passengers)
    Likely to Sell Out
    Likely to Sell Out
    4.9 (23)

    Key West Private Inshore Light Tackle Fishing Charter (up to 10 passengers)

    Cool Key West brings you a great value in thrilling Key West light tackle fishing with this Family-Friendly Fishing Tour on the calm inshore waters

     4 hours (approx.)  Free Cancellation
    $1,300
    $1,200
    $1,300
    $1,200
  • Key West Private Deep Sea Fishing Charter (up to 41 passengers)
    Likely to Sell Out
    Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
    Likely to Sell Out
    4.9 (18)

    Key West Private Deep Sea Fishing Charter (up to 41 passengers)

    Cool Key West brings you the ultimate Private Deep Sea Fishing Charter experience with a classic 63-foot sportfishing boat that can show 41 day-trip guests

     4-12 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $1,700
    Best Rate
    $1,700
  • Key West Light Tackle Fishing Charter
    Likely to Sell Out
    Likely to Sell Out
    4.9 (35)

    Key West Light Tackle Fishing Charter

    Enjoy the excitement of saltwater light tackle fishing as you hunt the reefs and wrecks for a world record catch with your own private boat

     4, 6 or 8 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $950
    Best Rate
    $950
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