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    1. Local experiences
    2. /Things to do in Key West…
    3. /Water Activities
    4. /Fishing Charters
    5. /Private 40' Deep Sea Fishing Charter in Key West
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    Private 40' Deep Sea Fishing Charter in Key West

    Private offshore fishing with a family-friendly crew in Key West

    4.8 stars• 1K reviews

    Duration

    4–12 hrs

    Includes

    Bait, tackle, fishing license

    Highlights

    Head offshore aboard the 40-foot Irish Cowboy for a private Key West sportfishing trip. Target sought-after species based on seasonal conditions and the day’s fishing plan.

    • Choose a private charter for your group
    • Target mahi, wahoo, blackfin tuna, sailfish, and marlin when conditions allow
    • Request tarpon or shark fishing
    • Fish with a crew welcoming anglers of all experience levels
    • Ride aboard a sportfishing boat built for offshore conditions

    Itinerary

    Arrival & Check-In Arrive 15 minutes early. You’ll receive a text the night before with exact meeting details and dock location. Boarding & Setup Meet your captain and mate, load food and drinks, stow gear, and get settled onboard. Safety Brief & Fishing Plan Review safety procedures, weather and sea conditions, and discuss target species and fishing techniques for the day. Departure Head offshore aboard the smooth-riding 40’ Irish Cowboy to reefs, wrecks, or deep water depending on conditions and trip length. Fishing Time Lines go in and the action begins. Anglers rotate on bites, and beginners receive hands-on instruction from the crew. Comfort Breaks Relax between bites in the cold, air-conditioned cabin or shaded areas while repositioning to productive spots. Return to Dock 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
    • Tackle
    • Fishing license

    Important details

    • Arrive 15 minutes before departure
    • Complete a waiver for every person in your party, including children, before boarding
    • Requires stepping from the dock onto the boat and moving safely on a rocking deck
    • A merchant processing fee applies and is not included in the listed price

    Cancellation Policy

    Private charters require 7 days' notice. Reservations made within 24 hours of departure are non-refundable. Cancellations with less than 7 days' notice may be rescheduled for a fee. No-shows forfeit the fare. Full refund if the operator cancels due to weather or mechanical issues.

    Product ID: 8P54BW

    FAQs

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

    Bring a hat, sunglasses, and non-aerosol sunscreen. Bring your lunch, snacks, and drinks.

    Your charter includes bait, tackle, and a fishing license.

    Meeting details

    1801 N Roosevelt Blvd, Key West, FL 33040

    Experience provided by Cowboy Cowgirl Sportfishing - Knotty Cowgirl

    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

    Half Day Private Charter

    $1,196.21

    4 Hours

    0

    3/4 Day Private Charter

    $1,523.75

    6 Hours

    0

    Full Day Private Charter

    $1,742.11

    8 Hours

    0

    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

    What people are saying

    Review 1 of 3
    5/5

    Kaleb and Capt Hans were outstanding from the moment we stepped aboard CowGirl. We will definitely be back. This was our soon to be daughter-in-laws first fishing trip and she just turned 21. When you’re in Key West, you must book a trip.

    Photo of Tori Foley

    Tori Foley

    September 4, 2026

    Review 1 of 1
    5/5

    Kaleb and Capt Hans were outstanding from the moment we stepped aboard CowGirl. We will definitely be back. This was our soon to be daughter-in-laws first fishing trip and she just turned 21. When you’re in Key West, you must book a trip.

    Photo of Tori Foley

    Tori Foley

    September 4, 2026

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