Review · KEY WEST FISHING TRIPS
4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy
Fish are waiting offshore. This private Key West charter puts your group aboard the 40-foot Irish Cowboy for four hours of sportfishing with an experienced captain and crew. I like the private boat for up to six people, since you are not sharing the trip with strangers, and I like that tackle, bait, and fishing permits are already included. The main catch is the extra $150 fuel surcharge, due at the boat, plus gratuity for the crew.
The 7:00 am start gives you a useful fishing window before the day gets away from you. You may have a chance at mahi, king mackerel, sailfish, tuna, and other offshore species, but fishing is never a guaranteed production line. Weather and sea conditions matter, and the four-hour format is best for a focused morning rather than an all-day expedition.
Key points at a glance

- A true private charter: Only your group participates, with space for up to six people.
- The 40-foot Irish Cowboy: You fish from a well-equipped sportfishing vessel operated by Cowboy Cowgirl Sportfishing Charters.
- A practical four-hour schedule: The 7:00 am departure gives you a compact morning on the water.
- Several prized targets: Mahi, king mackerel, sailfish, and other offshore fish may be available.
- Strong catch potential: Captain Bobby and Mate Chase helped one group catch more than 100 yellowtails, including 38 keepers in one day, followed by blackfin tuna on a second outing.
- Budget for the fuel charge: The $950 group price does not include the additional $150 fuel surcharge or crew gratuity.
Setting out from Key West at 7:00 am

Your morning begins in Key West, Florida, with the activity returning to the same general meeting point after the four-hour charter. The early start is important. It leaves you with much of the day still available for lunch, sightseeing, or simply recovering from a morning of hauling fish over the rail.
I also like the shorter format for mixed groups. Four hours is long enough to give fishing a proper try, but it does not commit you to a full day at sea. If everyone in your party is a dedicated angler, you may wish the clock moved more slowly. For families, first-time fishers, and groups fitting a charter around other Key West plans, the timing is more manageable.
The boat is identified as the 40-foot Irish Cowboy, a size that gives the trip a serious sportfishing feel rather than the sense of a small harbor cruise. The available information does not specify the exact onboard layout, seating, restroom arrangements, or fishing methods, so I would confirm those details with the operator if they affect your comfort.
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Fishing offshore aboard the Irish Cowboy

Once underway, the purpose of the trip is clear: reach productive offshore water and put your group in position to catch fish. The captain and crew guide the boat toward fishing areas and handle the practical work that makes a charter useful, including bait and tackle.
That matters because you do not need to arrive with a rod, reel, hooks, or fishing permit. All tackle, bait, and fishing permits are included. I see this as a real advantage for visitors flying into Key West or anyone who wants to fish without buying equipment for one morning.
The boat may target species such as mahi, king mackerel, and sailfish. These fish offer different kinds of excitement. Mahi can provide fast action and bright colors, while king mackerel are known for speed and sailfish can turn a quiet stretch of water into a memorable one. The trip description also points to other species, so the day may not follow one fixed script.
Still, you should keep expectations sensible. A charter takes you to likely fishing grounds, but it cannot promise a particular species or a full fish box. Weather, water conditions, fish movement, and luck all play a part. The crew’s job is to give you a good chance, not to control the ocean.
Captain Bobby, Mate Chase, and the working crew

Captain Bobby and Mate Chase are names worth knowing if they are assigned to your outing. A two-day fishing trip with this pair produced more than 100 yellowtails, with 38 keepers on the Saturday trip. The group returned the next day to troll for tuna and brought in a couple of nice blackfin tuna.
That report suggests a crew that can adjust the plan instead of sticking rigidly to one type of fishing. Yellowtail fishing and tuna trolling call for different approaches, and the change from one day to the next shows the value of letting the captain read the conditions.
You should not treat those numbers as a promise for your four-hour charter. The yellowtail haul came from a separate outing, and the two-day schedule allowed much more time than this trip. Still, it gives you a useful picture of the crew’s fishing focus and the range of species available in the Key West area.
A mate is especially helpful on a private charter because your group can receive direct assistance rather than competing for attention with a large crowd. The supplied details do not spell out the exact crew-to-guest ratio or what services are provided after the catch, so ask ahead if cleaning, filleting, or fish storage matters to you.
What four hours really gives you

A four-hour charter is a concentrated fishing session. Some of your time goes toward leaving the dock, reaching fishing grounds, changing locations, setting lines, and returning. That means the actual time with lines in the water will be less than four hours.
For many people, that is still the right amount. You can get an early start, fish through the morning, and return without giving up a full day in Key West. I would choose this format for a family group, a couple who wants one fishing experience, or friends with other plans later.
If your main goal is to maximize your chance of catching large or unusual fish, a longer charter might offer more fishing time. No longer option is listed here, so you would need to ask the operator what other durations are available. The important point is to match the length to your priorities. A short private trip is about access and convenience, not unlimited time offshore.
The 7:00 am start is also worth considering for anyone who dislikes early mornings. Fishing charters commonly use early hours because they provide a useful start to the day, but you should be ready to leave on time. A late arrival can cut into a fixed four-hour outing.
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The $950 price and the real group value

The listed price is $950 per group for up to six people. At the maximum group size, that works out to about $158 per person before the fuel surcharge and gratuity. Add the required $150 fuel surcharge, and the group total becomes $1,100 before tipping, or about $183 per person when six people share the cost.
That is a more useful way to view the price. For a full group, the charter offers privacy, a dedicated boat, crew attention, tackle, bait, and fishing permits. You are not paying separate equipment fees for every person, which makes the package easier to understand.
For only two people, the cost is much harder to justify on a per-person basis. You would still receive the same private boat and four-hour service, but you would carry a much larger share of the group price. I would try to fill the six available places with people who genuinely want to fish.
The $150 fuel surcharge deserves attention because it is not folded into the headline price. Plan for it before you book, and remember that gratuity is also not included. You should treat both as part of the working budget rather than surprises at the dock.
The charter’s value also depends on what you want from the morning. If you simply want to see the water, a fishing boat may be more service than you need. If you want hands-on fishing with your own group and the chance to target offshore species, the private format makes more sense.
The catch: yellowtails, blackfin tuna, and more

The most encouraging fishing detail is the strong yellowtail result associated with Captain Bobby and Mate Chase. More than 100 yellowtails were caught across one outing, with 38 keepers on Saturday. That distinction is useful because a high total catch does not mean every fish can be kept.
The following day, the group switched to tuna trolling and landed a couple of blackfin tuna. One angler also lost another blackfin, a reminder that even a promising fish can get away. That is part of fishing, and it is better to approach the trip with an open target list than one fixed dream catch.
The advertised species include mahi, king mackerel, and sailfish. The exact fish available on your date will depend on conditions. You may have a fast, active morning, or you may spend more time waiting between bites. The crew’s experience helps with where and how to fish, but it cannot guarantee results.
I would also ask about local rules for keeping fish if bringing home a catch is important to you. Fishing permits are included, but the supplied details do not explain size limits, bag limits, cleaning arrangements, or whether the crew handles the catch after the trip.
Who will enjoy this private Key West outing

This charter suits people who want the boat to themselves. A family can fish together without worrying about strangers, and a group of friends can share the cost while keeping the morning relaxed and personal. It also works well for anglers who prefer direct help from a captain and mate.
The private setup is especially useful for groups with different levels of experience. A first-time fisher can participate without feeling watched by a boatload of serious anglers, while a more experienced person can focus on the technique and species.
The trip may be less suitable if you want a guaranteed catch, a sightseeing cruise, or an all-day fishing adventure. Four hours gives you a taste of offshore fishing, but it does not provide the same time and flexibility as a longer trip. You should also be comfortable with the possibility that weather changes the plan.
Most people can participate, and service animals are allowed. The activity is near public transportation, which may help if you are staying without a car. No specific hotel pickup service is listed, so you should plan to reach the meeting point in Key West yourself.
Weather, cancellation, and basic planning

The charter requires good weather. If poor conditions force a cancellation, you are offered another date or a full refund. That policy is reassuring for a boat trip, since offshore conditions can affect both comfort and safety.
You can cancel for a full refund up to 24 hours before the start time. Changes or cancellations made less than 24 hours before departure are not accepted and are not refunded. The cutoff uses local Key West time, so keep that in mind if you are booking from another time zone.
Confirmation arrives at booking, and the experience is offered in English. Since the start time is 7:00 am, I would check the meeting instructions carefully after booking. The supplied information gives Key West, Florida 33040 as the start and return location, but it does not provide a more exact dock address.
Wear clothing that can handle a fishing boat and possible spray, although specific packing instructions are not provided. I would also confirm any questions about food, drinks, restrooms, fish cleaning, and seasickness preparation directly with Cowboy Cowgirl Sportfishing Charters, since those details are not stated.
Should you book the Irish Cowboy charter?
Book this trip if you want a private four-hour fishing morning for up to six people and you value a dedicated crew over a low per-person price. The included tackle, bait, and permits keep the preparation simple, while the reports of yellowtails and blackfin tuna show that the charter can produce serious fishing action.
I would be more cautious if your group has only one or two people, since the $950 base price and $150 fuel surcharge become expensive when shared by fewer anglers. I would also avoid booking with a rigid expectation of catching mahi, sailfish, or tuna. Go for the experience, the chance at good fish, and the time on the water.
For a full group of six, this is a practical way to make a private Key West fishing trip feel worthwhile. Just budget for fuel and gratuity, accept that the sea makes the final call, and confirm the dock and onboard details before departure.
FAQ
Where does the fishing charter take place?
The charter starts in Key West, Florida, in the 33040 area, and returns to the meeting point when the activity ends.
What time does the charter start?
The listed start time is 7:00 am.
How long is the fishing trip?
The charter lasts approximately four hours.
Is the boat private?
Yes. This is a private activity, and only your group participates.
How many people can join?
The $950 group price covers up to six people.
What fish might I catch?
Possible species include mahi, king mackerel, sailfish, and other offshore fish. A separate outing with Captain Bobby and Mate Chase also produced yellowtails and blackfin tuna.
Are fishing rods and tackle included?
Yes. The charter includes use of all tackle.
Is bait included?
Yes. Bait is included in the charter.
Are fishing permits included?
Yes. Fishing permits are included.
Is the fuel surcharge included in the listed price?
No. A $150 fuel surcharge is due at the boat.
Is crew gratuity included?
No. Gratuity for the crew is not included.
What happens if the weather is poor?
If the charter is canceled because of poor weather, you are offered a different date or a full refund.
Can I cancel for a full refund?
Yes. You must cancel at least 24 hours before the experience start time for a full refund.
Are service animals allowed?
Yes. Service animals are allowed.
Is the charter offered in English?
Yes. The activity is offered in English.
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