The Best Key West Fishing Charters

  • 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

    Key West Split Fishing Charter

    4.83 (489)

    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....
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     4 or 6 hours (approx.)  Free Cancellation
    $350
    $200
    Details
    $350
    $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

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

    4.89 (18)

    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...
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     4-12 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $1,700
    Details
    Best Rate
    $1,700
  • Key West Private Inshore Light Tackle Fishing Charter (up to 10 passengers)
    Likely to Sell Out
    Likely to Sell Out

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

    4.91 (23)

    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...
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     4 hours (approx.)  Free Cancellation
    $1,300
    $1,200
    Details
    $1,300
    $1,200
  • Key West Deep Sea Fishing Charter
    Likely to Sell Out
    Likely to Sell Out

    Key West Deep Sea Fishing Charter

    4.93 (263)

    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...
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     4, 6 or 8 hours (approx.)  Free Cancellation
    $1,000
    $900
    Details
    $1,000
    $900
  • Key West Party Boat Fishing Charter

    Key West Party Boat Fishing Charter

    4.68 (146)

    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...
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     6 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $69.69
    Details
    Best Rate
    $69.69
  • Key West Flats Fishing Charter
    Likely to Sell Out
    Likely to Sell Out

    Key West Flats Fishing Charter

    4.92 (61)

    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...
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     4, 6 or 8 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $580
    Details
    Best Rate
    $580
  • Key West Light Tackle Fishing Charter
    Likely to Sell Out
    Likely to Sell Out

    Key West Light Tackle Fishing Charter

    4.91 (34)

    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...
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     4, 6 or 8 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $950
    Details
    Best Rate
    $950
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Key West Fishing Overview

Fishing

Cool Key West offers world-class fishing charters for all skill levels. Whether you are a beginner or an experienced angler, they have something for everyone. All of their charters are led by experienced and knowledgeable captains, who will take you to prime fishing spots to ensure a successful outing.

Cool Key West's most popular charter is the Half-Day Private Fishing Charter. During this four-hour trip, you and your group will be able to explore the waters of Key West in search of snapper, grouper, barracuda, and more. This charter includes all necessary gear, bait, and lures, as well as your own personal captain.

For a longer adventure, the Full Day Private Fishing Charter is a perfect choice. You and the group will have eight hours to explore the waters of Key West, with the chance to catch a variety of species, including wahoo, tuna, and sailfish. This charter includes all necessary gear, bait, and lures, as well as your own personal captain. And between fishing, you can also take in a variety of Key West sights on the water.

No matter what type of fishing experience you're looking for, Cool Key West has the perfect charter for you. With experienced captains and top-of-the-line equipment, you're sure to have an unforgettable experience.

Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Key West Fishing?

A: According to verified reviews on Cool Key West and TripAdvisor, the best Key West Fishing are:

Q: What are the best kid-friendly options for Key West Fishing Activities?

A: According to verified reviews on Cool Key West and TripAdvisor, the best kid-friendly Key West Fishing are:

View all kid-friendly Activities

Q: Which Key West Fishing have Instant Confirmation?

A: Key West Fishing with Instant Confirmation include:

View all Activities with Instant Confirmation

Q: Which Key West Fishing have Free Cancellation?

A: Key West Fishing with Free Cancellation (in most cases up to 24 hours in advance of your activity date, check the specific activity page) include:

View all Activities with Free Cancellation

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Cool Rewards Terms & Conditions

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Cool Rewards

  • Cool Rewards is a loyalty program operated by Cool Destinations. Rewards may be earned by any eligible person holding a Cool Destinations account, subject to the Cool Destinations customer Terms of Use.

Earning rewards

  • Rewards can be earned by making bookings on the Cool Destinations website. You will be able to see the value of the rewards you can earn during the booking process.
  • Earned rewards will be issued in a pending state and will move to a confirmed state 24 hours after the start time of the experience.
  • Earned rewards will be available to redeem once they are no longer in a pending state.
  • For bookings that are moved to a different travel date, the rewards will be redeemable after the amended travel date.
  • If a booking where rewards were issued is canceled, the earned rewards will not be redeemable and will be moved to a canceled state.

Redeeming rewards

  • To redeem rewards, you must be logged into your Cool Destinations account.
  • Any available rewards will be automatically applied the next time you make a booking, and their value will be deducted from your order at checkout, unless you choose not to apply them, which requires you to indicate this via the toggle switch. Bookings made using rewards are subject to the standard Cool Destinations Customer Terms of Use.
  • You will not be able to redeem only a portion of your available rewards at checkout. It is only possible to redeem all or none of your available rewards.
  • There is no minimum order value required to redeem your rewards. This means that you can pay for 100% of your order with rewards.
  • Rewards are non-transferable and cannot be redeemed for cash.
  • If rewards are redeemed against a booking that is canceled or refunded, the rewards will be reissued to your account.

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  • You can check your Cool Destinations account to see the rewards you have collected at any time. You are responsible for ensuring that your rewards balance is correct.
  • We reserve the right to modify these Cool Rewards Terms and Conditions at any time, with or without notice, including the rules for earning and redeeming rewards. Any changes will be reflected in the updated Terms and Conditions.
  • We reserve the right to terminate the Cool Rewards program and cease issuing any further rewards on future bookings. All pending and available rewards balances will be honored.
  • By earning and redeeming rewards, you agree to these Terms and Conditions, as well as any subsequent changes made to them.