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    1. Local experiences
    2. /Things to do in Key West…
    3. /Water Activities
    4. /Fishing Charters
    5. /Private 45' Deep-Sea Fishing Charter in Key West
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    Private 45' Deep-Sea Fishing Charter in Key West

    Fish offshore with an experienced crew aboard a tournament-winning Hatteras

    4.8 stars• 1K reviews

    Duration

    4, 6, 8, 10 or 12 hrs

    Ideal For

    Up to 6 people

    Includes

    Bait, tackle, fishing licenses

    Highlights

    Head offshore from Key West on a private fishing trip led by a professional captain and mate. Explore deep-sea fishing with a family-friendly crew that tailors the experience to your group's interests and fishing experience.

    • Ride aboard Cowgirl, a 45-foot Hatteras with a history of tournament wins
    • Target mahi, wahoo, blackfin tuna, sailfish and marlin as seasons and conditions allow
    • Enjoy comfortable seating and the convenience of an onboard bathroom

    Itinerary

    • Arrival & Check-In Arrive 15 minutes early. You’ll receive a text the night before with exact meeting details. Look for our dock sign behind the boat.
    • Boarding & Setup Load your food and drinks, stow gear, and get comfortable. Bottled water is provided onboard.
    • Safety Brief & Fishing Plan Meet your captain and mate, review safety procedures, sea conditions, and discuss target species and fishing techniques.
    • Departure Typical departure times are 7:00 AM or 1:00 PM, with flexibility available by request.
    • Run Offshore Cruise to offshore reefs, wrecks, or deep water while the crew prepares the gear and sets up for fishing.
    • Fishing Time Lines go in and the action begins. Anglers rotate on strikes, and beginners receive hands-on coaching from the crew.
    • Comfort Breaks Relax between bites in the cold, air-conditioned cabin or shaded cockpit.
    • Return to Dock Enjoy a safe cruise back to the marina with time for photos and stories from the day.
    • Fish Cleaning The mate cleans and bags your legal catch at the dock and can recommend local restaurants to prepare it.

    What's Included

    • Bait, premium tackle, rods, reels and lures
    • Florida fishing licenses for every angler
    • Ice and large coolers for your catch and drinks
    • Safety gear and onboard electronics

    Important details

    • All ages and experience levels are welcome. Requires stepping from the dock to the boat and moving safely on a rocking deck; final suitability is at the captain's discretion.
    • Tell the captain and mate before departure about medical conditions, disabilities or mobility limitations that may require assistance.
    • A fuel surcharge applies and is not included in the listed price.
    • Complete a digital waiver for every person in your party, including children, before arrival. Boarding requires all waivers to be completed.
    • Wait for permission before boarding the boat.
    • Routes and target species may change with weather, sea conditions and safety concerns. Fishing is subject to current regulations and seasonal availability.
    • Arrive 15 minutes before your scheduled departure. The boat departs promptly.
    Split the cost with your group

    This booking is for the whole experience, which fits up to 6 guests.

    From$217per person
    Split with

    Cancellation Policy

    Give 7 days' notice to cancel. With less than 7 days' notice, you can reschedule for a small fee. Bookings made within 24 hours of departure are non-refundable. No-shows forfeit your fare. If the operator cancels, including for weather or mechanical issues, you'll receive a full refund. Seasickness is not a reason for a refund.

    Product ID: AB5JSU

    FAQs

    Your private charter accommodates up to 6 people, including children.

    Yes, you can keep legal, edible fish at your request. Non-edible, prohibited or unwanted fish are released. Current fishing regulations and seasonal availability apply.

    No. Gratuity for the captain and mate is optional and not included in the listed price. A customary tip for the mate is 15–20%, based on service.

    Meeting details

    1801 N Roosevelt Blvd, Key West, FL 33040

    Experience provided by Key West Fishing Deals

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Fits up to 6 guests

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.8
    Excellent
    1K reviews•Google Maps
    853
    17
    4
    9
    25

    Cowboy Charters consistently earns high praise from anglers of all skill levels, with families, first-timers, and seasoned fishers all walking away with great stories. The crew, particularly Captain Hans, Captain Sam, and Mate Larry, come up repeatedly in reviews for their knowledge of local waters, strong work ethic, and ability to put people on fish. Mahi-mahi, sailfish, grouper, mutton snapper, and tarpon are among the catches mentioned, and the crew cleans the fish for you before you head home. The atmosphere on board sounds genuinely fun and low-pressure. Beginners consistently mention feeling comfortable and well-coached, while experienced anglers appreciate the more technical challenge. Trips range from 4 to 8 hours, and the general consensus is that the crew stays focused and engaged throughout. One reviewer noted a skunked trip, a reminder that fishing is never guaranteed, but that experience stands out as the clear exception among an otherwise enthusiastic crowd. Most people leave already planning a return visit.

    What people are saying

    Review 1 of 3
    5/5

    Great time and people will definitely be back. Also Talon was a excellent first mate!

    Photo of Brandon Bates

    Brandon Bates

    August 27, 2026

    Review 1 of 1
    5/5

    Great time and people will definitely be back. Also Talon was a excellent first mate!

    Photo of Brandon Bates

    Brandon Bates

    August 27, 2026

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