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    1. Local experiences/
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    5. Private Deep Sea Fishing Charter in Key West
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    Private Deep Sea Fishing Charter in Key West

    Private offshore fishing for up to 6 on a fast, shaded 36-foot Hatteras

    4.8 stars• 908 reviews
    From$1,175incl. taxes and fees

    Duration

    4-6-8-10-12 hrs

    Ideal For

    Up to 6 people

    Includes

    Gear, fishing license, ice

    Highlights

    Head offshore from Key West on a private 36-foot Hatteras with a professional captain and mate. Fish with provided gear and licenses, then have your catch cleaned at the dock.

    • Choose a 4, 6, 8, 10, or 12 hour private charter
    • Depart from City Marina at Garrison Bight in Key West
    • Target species like mahi, wahoo, tuna, sailfish, and marlin
    • Request special trips like shark fishing or tarpon
    • Relax with shade onboard and a restroom on the boat
    • Keep legal catch and get dockside fish cleaning

    What's Included

    • Private 36-foot Hatteras sportfishing boat
    • Professional captain and mate
    • Rods, reels, bait, and tackle
    • Fishing license for all guests
    • Cooler with ice
    • Fish cleaning at the dock

    Things to know

    Crew gratuity is not included (industry standard is 15–20% of the trip price, paid directly to the crew). Bring your own food and drinks (no glass bottles).

    Split the cost with your group

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

    From$195per person
    Split with

    Cancellation Policy

    Private charters require 7 day notice. Bookings made within 24 hours of departure are non-refundable. If the operator cancels (adverse weather or mechanical issues), you receive a full refund. Seasickness is not refundable. No-shows forfeit fare.

    FAQs

    Arrive 15 minutes before your scheduled departure time. The boat departs promptly at departure time.

    Yes. Every person in your party (including children) must complete the waiver before boarding.

    Bring a hat, sunglasses, and non-aerosol sunscreen. Bring your own lunch, snacks, and drinks. Do not bring glass bottles.

    Meeting details

    1801 N Roosevelt Blvd, Key West, FL 33040

    Experience provided by Key West Fishing Deals
    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

    Reference #AXVF4P

    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
    908 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 5
    5/5

    We had the best day with Hans, Caleb and DJ! They worked hard to make sure we caught some Mahi and we caught 5!! It was a day we will remember and cherish as a family and when we visit KW again we will most def be looking them up for another trip!

    Photo of Rusty Ottaway

    Rusty Ottaway

    May 20, 2026

    Review 1 of 1
    5/5

    We had the best day with Hans, Caleb and DJ! They worked hard to make sure we caught some Mahi and we caught 5!! It was a day we will remember and cherish as a family and when we visit KW again we will most def be looking them up for another trip!

    Photo of Rusty Ottaway

    Rusty Ottaway

    May 20, 2026

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