Cowboy Cowgirl Sportfishing
    6 Tournament-Ready Vessels

    Key West Fishing Charter Fleet

    Explore the Cowboy Cowgirl Sportfishing fleet of offshore and light tackle fishing boats operating daily in Key West, Florida. With multiple vessels to choose from, we offer options for private charters, shared fishing trips, shark fishing, and family-friendly adventures.

    Shared Charters

    Join other anglers for an affordable deep sea fishing experience

    Budget-Friendly
    Group

    Shared Charter

    Join Other Anglers

    The most affordable way to fish Key West. Join up to 6 anglers for deep sea fishing at a per-person rate. Perfect for solo travelers, couples, or small groups.

    Most Affordable
    All Ages Welcome
    Top-Rated 4.8★
    All Tackle Included
    Fish Cleaning
    Licenses Included
    Target:Mahi-Mahi, Tuna, Snapper
    Starting from
    $200
    per person
    4-8 Hours
    Up to 6

    Sportfishing Boats

    Classic offshore sportfishers for deep sea adventures

    Best Value

    Cowboy

    36' Hatteras Sportfisher

    Our most affordable private charter. A proven fish-catcher with decades of successful trips, perfect for families looking for quality deep sea fishing.

    Best Value
    Family-Friendly
    Private Charter
    Shade Cover
    Restroom
    Fighting Chair
    Target:Mahi-Mahi, Tuna, Sailfish
    Starting from
    $850
    per trip
    4-12 Hours
    Up to 6

    Irish Cowboy

    40' Luhrs Sportfisher

    The perfect balance of performance and comfort. Known for her smooth ride even in choppy conditions with cold A/C cabin.

    Cold A/C
    Smooth Ride
    Family-Friendly
    Air Conditioning
    Full Cabin
    Restroom
    Target:Mahi-Mahi, Wahoo, Kingfish
    Starting from
    $950
    per trip
    4-12 Hours
    Up to 6

    Cowgirl

    45' Hatteras Sportfisher

    A classic sportfisher meticulously maintained for serious offshore fishing. Cold A/C, sky lounge, and plenty of deck space.

    Cold A/C
    Sky Lounge
    Deep Sea
    Air Conditioning
    Sky Lounge
    Outriggers
    Target:Mahi-Mahi, Tuna, Sailfish
    Starting from
    $1,050
    per trip
    4-12 Hours
    Up to 6
    Flagship

    Sanctuary

    47' Hatteras Sportfisher

    Our flagship vessel. Luxury meets performance with tournament-winning crew and the capability to chase the biggest game fish.

    Cold A/C
    Tournament Crew
    Best Offshore
    Full Cabin
    Fighting Chair
    Live Bait Well
    Target:Marlin, Tuna, Wahoo
    Starting from
    $1,150
    per trip
    4-12 Hours
    Up to 6

    Light Tackle Boats

    Center consoles for inshore, reef fishing, and Marquesas Keys adventures

    Knotty Cowgirl

    37' Contender Center Console

    A unique vessel combining exhilarating fishing with sandbar relaxation. Catch fish in the morning, then anchor up at a pristine sandbar.

    Sandbar Combo
    Light Tackle
    Full Shade
    T-Top Shade
    Snorkel Gear
    Bluetooth
    Target:Snapper, Grouper, Tarpon
    Starting from
    $1,000
    per trip
    4-12 Hours
    Up to 6
    Marquesas Explorer

    Blue Cowboy

    34' Contender Center Console

    Excels at light tackle fishing and exploring the pristine Marquesas Keys. Versatile for both inshore and offshore adventures. Learn more about the Marquesas in our destination guide.

    Light Tackle
    Marquesas Keys
    Top-Rated
    T-Top Shade
    GPS/Fish Finder
    Live Bait Well
    Target:Permit, Tarpon, Bonefish
    Starting from
    $1,100
    per trip
    4-12 Hours
    Up to 6
    Signature Experience

    Explore the Marquesas Keys

    Discover Key West's most untouched fishing destination. The Marquesas Keys are a pristine natural atoll 30 miles west of Key West — uninhabited, undeveloped, and teeming with marine life. Our Blue Cowboy is the perfect vessel to explore this hidden paradise.

    Read the Marquesas Keys Guide

    Not Sure Which Boat is Right for You?

    Give us a call and our team will help match you with the perfect vessel for your group size, budget, and fishing goals.

    View All Boat OptionsReserve Your Trip