4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy in Key West
Key West, United States

4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy

Outty Ranking 57 5.0 · 12 traveler reviews4 hoursFrom $950

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September 2026

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Adults

Age 13 and over

2

Children

Age 12 and under

0

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From, per person$950
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Outty Ranking

57/100

Worth a Look. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 12 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is 4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy worth booking?

4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy is a 4-hour experience in Key West, United States, from $950 per person. It scores 57 out of 100 on the Outty Ranking, which we label “Worth a Look, based on a 5/5 rating across 12 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
57 / 100
Rating
5/5 (12)
Duration
4 hours
From
$950 per person

Get ready for an exhilarating adventure on the vibrant waters of Key West with our private deep sea fishing charters. Led by the skilled and experienced Captain, our team is dedicated to making your fishing trip unforget

What you get

    About this experience

    Get ready for an exhilarating adventure on the vibrant waters of Key West with our private deep sea fishing charters. Led by the skilled and experienced Captain, our team is dedicated to making your fishing trip unforgettable. Reel in the fight of a lifetime as you battle magnificent mahi, king mackerel, sailfish, and more. Our knowledgeable captain and mate will guide you to the sharky hotspots and employ various techniques, including trolling and bottom fishing, to maximize your chances of landing a trophy catch. We believe in providing personalized service. Whether you're a seasoned angler or a curious first-timer, we'll tailor the experience to your skill level and preferences. We offer well-equipped vessels, clean facilities, and essential safety gear for a smooth journey

    What's included

    Included

    • Use of all tackle
    • Fishing Permits
    • Bait

    Not included

    • Gratuity for Crew
    • Fuel Surcharge $150 due at the boat

    Where it starts and ends

    Meeting point

    Key West

    Free Parking behind the boat. Look at the signs behind each boat. You will get instructions by text message the night before.

    Hotel pickup

    No pickup: everyone meets at the start point.

    Ends at

    Free Parking behind the boat. Look at the signs behind each boat. You will get instructions by text message the night before.

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    en
    Ticket
    Mobile Only
    Runs on
    Every day
    Group size
    Up to 15 travelers per booking
    Operated by
    Cowboy Cowgirl Sportfishing Charters

    Know before you go

    • Wheelchair accessible
    • Infants and small children can ride in a pram or stroller
    • Service animals allowed
    • Public transportation options are available nearby
    • Not recommended for travelers with spinal injuries
    • Suitable for all physical fitness levels

    Photos

    4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy in Key West, photo 24 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy in Key West, photo 3WahooGrouperMahi seasonMahi Mahi is what is for dinner

    What travelers are saying

    Outty’s summary of the themes that recur across 12 traveler reviews. Written by us, not quoted from reviewers.

    Knowledge and storytelling

    4 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Traveler reviews

    12 verified traveler reviews for 4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    12
    4 star
    0
    3 star
    0
    2 star
    0
    1 star
    0
    Sort
    C5451LOsw · July 2026

    Best fishing experience ever

    Amazing trip! We caught so many fish! The 2 gentleman running the boat were extremely professional and knowledgeable. Paul, the captain, knew exactly where the best spots were. He navigated the waters like a pro. Plus he had dreamy eyes. The other man led the fishing, letting us have our independence at the same time. These guys are serious about fishing. After catching at least 12 fish, the guys filleted them. I took my fish to a restaurant, they cooked it up and I had the best lunch of Mahi Mahi, fresh from the ocean. I think you could also have it shipped home. Highly recommended.

    Response from the operator: Thank you for such an incredible 5-star review! Hearing you call this your "best fishing experience ever" means a lot to our entire Cowboy Cowgirl Sportfishing team. We're thrilled you had such a successful 4-hour Private Fishing Charter aboard the 40' Irish Cowboy. Captain Paul knows these Key West waters extremely well, and it sounds like he and the mate found exactly what they were looking for, putting you on plenty of fish while still giving you the freedom to enjoy the experience your way. Catching at least 12 fish on a four-hour trip makes for a pretty exciting day! And finishing it off with fresh mahi-mahi prepared at a local restaurant is one of the best ways to experience Key West—from the ocean to your plate the same day. We'll definitely pass along your compliments to Captain Paul and the crew—including the "dreamy eyes" comment. We're sure he'll get a kick out of that one! Thank you for recommending us and choosing the Irish Cowboy for your private Key West fishing charter. We hope you'll come back and fish with us again—maybe next time for a 6- or 8-hour offshore adventure or one of our Shark Fishing trips. And don't forget—go to BiteBackBrand and under Local Legends, go to Cowboy to get your t-shirts and other gear. Thanks again for fishing with Cowboy Cowgirl Sportfishing Charters. We can't wait to have you back!

    via Tripadvisor

    IsraelP297 · June 2026

    Fishing in Key West

    The Cowboy is one of the oldest most experienced fishing charter boats in Key West. Crew was very knowledgeable and experienced. Even though it was not a very good day for fishing, they made the experience much better. Went out of their way to try to find good fishing spots. Would highly recommend for groups of six or less. Four people being the better.

    Response from the operator: Thank you for the wonderful review! We truly appreciate you choosing Cowboy Cowgirl Sportfishing Charters for your private fishing charter in Key West. Even on a slower fishing day, it’s great to hear our captain and crew’s experience, determination, and local knowledge made your trip enjoyable. Our goal on every offshore fishing charter is to work hard, adapt to the conditions, and give our guests the best experience possible, regardless of how the fish are cooperating. Thank you as well for recommending us to smaller groups. A private fishing charter offers a personalized experience for families and friends, allowing the captain to tailor the trip to your group’s goals and fishing style. We sincerely appreciate your recommendation and hope to welcome you back to Key West for another day on the water!

    via Tripadvisor

    tjw953 · April 2026

    Amazing trip and an amazing fish.

    Had an awesome time fishing with Sam and Caleb. Caught a large black fin tuna right off the bat, then taught to focus on sailfish. Had 2 get off but finally got one to connect and the fight was on. Sam and Caleb worked hard to get him finally caught and then Released. He ended up being over 7 feet and we got some awesome video of it tail walking and skimming the waves. Was an excellent experience. We highly recommend this charter, and we will return.

    Response from the operator: Thank you for the great review! We’re thrilled to hear you had such an incredible day on the water with Captain Sam and Caleb. Starting the trip with a nice blackfin tuna and then connecting with a sailfish is what many anglers dream about when they come fishing in Key West. Watching a sailfish tail-walk across the surface is one of the most exciting sights in offshore fishing, and we’re glad you were able to capture some amazing videos to remember the experience. Sam and Caleb work hard to put guests on fish and create lasting memories, and they’ll appreciate the recognition. We truly appreciate your recommendation and look forward to having you back aboard for another adventure. Next time, you may also want to check out one of our private offshore fishing charters, shark fishing adventures, or even a Marquesas Keys fishing and historical tour for a completely different Key West experience. And don’t forget to visit BiteBackBrand and under Local Legends, go to Cowboy to get your t-shirts and other gear. Thanks again for fishing with Cowboy Cowgirl Sportfishing Charters, and we can’t wait to see you back in Key West!

    via Tripadvisor

    byungl2025 · June 2025

    Awesome!

    Caught some Mahi! Captain Chris and Daniel was the best! Knew the best spots and caught tons of fish! The boat was clean and ready to go as soon as we got there.

    Response from the operator: Thank you for the awesome review! We’re thrilled to hear that you had a great time out on the water with Captain Chris and Daniel. It sounds like the Mahi were biting and the crew delivered a smooth, successful day. We take pride in keeping our boats clean and ready so our guests can get straight to the fun part—fishing! Q: Do fishing charters in Key West provide everything you need? Yes! Our charters include all the gear, bait, licenses, and an experienced crew—just bring sunscreen, snacks, and your excitement for a day on the water!

    via Tripadvisor

    John_R · March 2025

    Family Trip

    We fished with Captain Bobby and Mate Chase on 3/8 and 3/9. Awesome guys to fish with and made sure to put us on fish. Caught well over 100 Yellowtails, 38 keepers on Saturday and went back Sunday and trolled for Tunas. Picked up a couple of nice Blackfins and i managed to loose another. Will definitely be coming back to fish with these guys again.

    Response from the operator: Thank you for the great review! We’re glad Captain Bobby and Mate Chase made your trips so successful — from a huge haul of yellowtails to some solid blackfin tuna action. We look forward to having you back on the water with us again soon! And don’t forget to grab a Cowboy Cowgirl Sportfishing t-shirt — head to BiteBackBrand and look under Local Legends for Cowboy gear!

    via Viator

    Good to know

    Duration
    4 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Hotel pickup
    No pickup, meet at start point
    Booked in 30 days
    4
    Verdict
    Worth a Look

    Why this scores 57

    The Outty Ranking is a weighted composite. Here is how this experience performed on each component.

    Traveler sentiment (30% weight)85
    Review evidence (18% weight)33
    Booking momentum (14% weight)24
    Value for money (12% weight)0
    Listing quality (10% weight)85
    Local standing (8% weight)65
    Booking flexibility (8% weight)100

    4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy: questions travelers ask

    Practical detail on this experience, plus the wider planning questions for Key West.

    How much does 4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy cost?

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    Prices start at $950 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Key West usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

    How long does 4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy take?

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    Plan for about 4 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Key West is not rushed.

    Is 4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy worth it?

    +

    It holds an Outty Ranking of 57 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 12 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Key West, and how flexible the cancellation terms are.

    Can I cancel or reschedule 4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy?

    +

    Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.

    Is 4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 4-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book 4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy?

    +

    Around 4 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Key West can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.

    What should I bring or wear?

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    Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Key West and add a light layer if any part of the 4-hour experience runs outdoors or after sunset.

    Where does 4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy start and how do I get there?

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    The exact meeting point and directions are on your voucher once you book, and they sit in central Key West within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.

    What are the best things to do in Key West?

    +

    Key West is a boat town. The only living coral barrier reef in the continental US sits seven miles offshore, and reef trips, sunset catamarans and backcountry kayak runs are the core bookings, alongside Hemingway house and Duval history walks. Our ranking weighs boat capacity and reef site rotation, which separates the good operators from the party cruises. On Outty we rank every Key West experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Shark and Wildlife Viewing Adventure in Key West, Southernmost Food & Cultural Walking Tour by Key West Food Tours, Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.

    When is the best time to visit Key West?

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    December to April, dry season and calm reef water. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.

    How many days do you need in Key West?

    +

    Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.

    Do I book through Outty or through the operator?

    +

    Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.

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