Cowboy Cowgirl Sportfishing
    Est. 1965 · Key West, Florida

    In the Bite

    Fishing Reports, Field Guides & Stories from Key West's Most Experienced Captains

    Latest Reports & Field Notes

    Shark FishingFeb 28, 2026

    The Big Five Shark Fishing – Key West Edition

    This is not hype. This is real water, real predators, and real strategy. The Big Five of Shark Fishing in Key West represents the highest level of respect for the ocean's apex predators — and for those willing to put in the time, the pursuit has just begun.

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    Fishing TipsFeb 2, 2026

    Shared vs Private Fishing Charters in Key West

    Deciding between a shared or private fishing charter in Key West? This guide breaks down the key differences in cost, flexibility, and experience so you can choose the right option for your trip.

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    Fishing RegulationsFeb 2, 2026

    Key West Shark Fishing Regulations (2026): What's Legal

    Key West shark fishing rules explained: licenses, legal gear, closed species, shore vs boat rules, and best practices for safe catch-and-release in the Florida Keys.

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    Fishing GuideFeb 2, 2026

    Best Time for Shark Fishing in Key West: Seasons & Tips

    Wondering when shark fishing is best in Key West? Learn seasonal patterns, water temps, and what to expect year-round in the Florida Keys.

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    Pricing GuideFeb 1, 2026

    Key West Fishing Charter Prices

    How much does a fishing charter cost in Key West? Prices depend on trip type, trip length, and whether you book shared or private. This guide breaks down every option so you can plan your trip with confidence.

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    Travel GuideJan 19, 2026

    Is Key West Worth It? An Honest Look at What to Expect

    Key West is worth it if you know what you're coming for. It's not a traditional beach vacation, not a mega-resort destination, and not just a party island. Key West is about being on the water, slowing down, and experiencing the Florida Keys lifestyle.

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    Fishing TipsDec 28, 2025

    Last Minute Fishing Charters in Key West – Your Guide to Same-Day Trips

    Woke up and decided you want to go fishing today? Here's everything you need to know about booking a last minute fishing charter in Key West.

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    Local GuideDec 15, 2025

    Things to Do in Key West – Top Activities, Tours & Attractions for 2026

    Key West is full of history, wildlife, beaches, and world-class boating experiences. As a family that has lived and fished here for many years, we created this local's guide to the best things to do.

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    Local GuideDec 5, 2025

    Best Fishing Piers in Key West – And Why Charter Fishing Might Be Even Better

    Explore the top fishing piers in Key West for a relaxing day, then discover why charter fishing takes your experience to the next level.

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    Fishing TipsNov 28, 2025

    Affordable Fishing Charter Key West

    Book affordable Key West fishing charters with private and shared trips. Offshore, inshore, reef, and shark fishing. Family-owned since 1965.

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    Gift IdeasNov 20, 2025

    Key West Fishing Charter Gift Certificates – The Perfect Gift

    Give the gift of a true Key West adventure with a Cowboy Cowgirl Sportfishing Gift Certificate. Perfect for anglers, vacationers, and anyone celebrating.

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    Corporate EventsNov 10, 2025

    Key West Corporate Fishing Charters for Large Groups

    Planning a corporate retreat or team-building event in the Florida Keys? We can host large corporate groups of 20 to over 75 guests.

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    Booking TipsOct 25, 2025

    Last Minute Fishing Charters in Key West – Your Guide to Same-Day Trips

    If you woke up this morning, looked out at that flat blue water and thought, "We should be on a boat by lunch…" this page is for you.

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    Fishing TipsOct 15, 2025

    Why Listening to Your Captain Matters on a Key West Fishing Trip

    When conditions change, flexibility matters. The ocean makes the rules, and your captain knows how to read them.

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    Fun & CultureOct 1, 2025

    Bananas: Fishing Superstitions from the Key West Docks

    You ever hear someone say 'good luck' before a fishing trip… and then not catch a single thing all day? Here in Key West, we fish by feel, by tide… and by a few weird rules passed down from old salty legends.

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    Fishing SpotsSep 20, 2025

    Best Fishing Piers in Key West – And Why Charter Fishing Might Be Even Better

    When it comes to fishing in Key West, you've got options. Pier fishing sounds like paradise, but if your goal is to actually catch fish...

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    ExperienceSep 5, 2025

    A Day on the Water: What It's Like Aboard a Key West Charter Boat

    From the moment you step onto the dock until your last fish is reeled in, every minute aboard a Key West charter boat is packed with excitement.

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    SeasonalAug 15, 2025

    Spring Fishing in Key West: Warmer Waters, Hotter Bites

    As March comes to a close in Key West, the last of the winter cold fronts fade, bringing calmer winds and warming waters.

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