Review · PRIVATE HORSE RIDING TOURS
4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy
The best part of this Key West charter is its private setup: your group gets the 40-foot Irish Cowboy and four hours on the offshore water, rather than sharing a boat with strangers. Captain Bobby and mate Chase have put groups on yellowtail and blackfin tuna, along with the mahi, king mackerel, and sailfish listed as possible catches.
I like the all-inclusive fishing gear, bait, and permits, since you do not need to assemble a tackle box before sunrise. I also like the chance to book the whole boat for up to six people, which makes the $950 rate far more sensible for a family or friend group than for one or two anglers. The main catch is the extra $150 fuel surcharge, plus crew gratuity, so the true cost is higher than the headline price.
Key points to know before casting off

- Private 40-foot boat: Only your group participates, with room for up to six people.
- Four hours offshore: The 7:00 am start gives you a useful early fishing window and leaves much of the day free.
- Captain Bobby and mate Chase: They are specifically named as the crew for successful yellowtail and blackfin tuna trips.
- Fishing gear is supplied: Tackle, bait, and fishing permits are included.
- Budget beyond the advertised rate: Add the required $150 fuel surcharge and plan for crew gratuity.
- Weather matters: Poor conditions can lead to a new date or a full refund, while cancellations made less than 24 hours ahead are not refunded.
Setting out from Key West at 7:00 am

Your morning begins in Key West, Florida, at the stated meeting point. The charter starts at 7:00 am and returns to that same point after about four hours, so you can plan other Key West activities for later in the day.
An early start makes good sense for a fishing trip. You get the first part of the day on the water, when the charter can work offshore spots before your afternoon plans. The schedule also keeps this from becoming an all-day commitment, which matters if your group wants fishing plus time in town.
The available information does not give a detailed dock address beyond Key West, Florida 33040, so check the booking confirmation for the exact meeting instructions. Confirmation is provided when you book. I would also arrive with enough time to find the boat without turning the start of your fishing day into a footrace.
This is a private activity, not a shared excursion. That changes the feel of the trip. You can fish with your own family or friends, and the group does not need to adjust its plans around strangers. It also gives you a better reason to book if some people in your party are serious anglers while others simply want a few hours on the ocean.
More Private Horse Riding Tours in the USA
- Unique Horse Farm Tours with Insider Access to Private Farms
★ 5.0 · 1,192 reviews - Carriage Ride in Central Park (VIP – PRIVATE) Since 1964™
★ 4.0 · 1,074 reviews - NYC: Private Central Park Horse Carriage Ride with Guide
★ 4.9 · 790 reviews
Four hours aboard the Irish Cowboy
The boat is identified as the 40-foot Irish Cowboy, a sportfishing vessel equipped for offshore fishing. You head out with an experienced captain and crew toward productive fishing areas around Key West, with the goal of finding active fish rather than simply motoring around for scenery.
The trip is built around hands-on fishing. You can expect to use the supplied tackle and bait while the crew guides the practical work of getting lines in and handling the catch. Since the charter includes fishing permits, you avoid one more item to arrange yourself.
Four hours is long enough to make an offshore run and spend meaningful time fishing, but it is not a full-day expedition. That is both a strength and a limit. You get a manageable morning on the water, yet conditions, travel time to the fishing grounds, and the bite on that particular day all affect how much time your lines are actively fishing.
Possible species include mahi, king mackerel, and sailfish. Those are possibilities, not promises. Fishing depends on weather, season, location, and luck. The sensible way to book this is to value the time on the water and the private boat first, with the fish as the exciting variable.
The strongest catch details available from this charter’s recorded trips are impressive but should be treated as examples, not guarantees. One two-day outing with Captain Bobby and mate Chase produced more than 100 yellowtails, including 38 keepers on the Saturday trip. The following day, the group trolled for tuna and landed a couple of blackfin tuna, while another fish got away.
That example tells you two useful things. First, the crew works with more than one fishing style, including yellowtail fishing and trolling for tuna. Second, even a productive trip includes missed fish. That is normal fishing, and it is worth remembering before you judge the day by the number of fish in the cooler.
Captain Bobby and mate Chase on the job
Captain Bobby and mate Chase are the named crew connected with the most specific fishing results provided for this charter. Their role is important because a private fishing trip is not just about the boat. You are paying for the crew’s judgment about where to go, what method to use, and how to help you turn a bite into a landed fish.
The yellowtail and blackfin tuna results point to a crew comfortable with changing tactics. Yellowtail fishing and tuna trolling are different pursuits, and the trip shifted from one approach to another over two days. That flexibility is useful in a place where conditions can change and one target species may not cooperate.
I would not treat the example catch as a fixed forecast. Fish numbers vary sharply from one day to the next. Instead, take it as a sign that the charter can target several species and that the crew may adjust the plan rather than stick stubbornly to one method.
The crew also adds value for people who do not fish often. Your group receives tackle and bait, and the captain and mate guide the fishing process. The supplied information does not promise a specific fish-cleaning service or a guaranteed take-home catch, so ask the crew about catch handling if that matters to your plans.
What your $950 actually covers

The listed price is $950 per group for up to six people. At a full group of six, that works out to about $158 per person before the fuel surcharge and gratuity. Add the required $150 fuel surcharge and the group cost becomes $1,100 before gratuity, or about $183 per person when six people share it.
That is a more appealing calculation than the headline rate for a full family or friend group. For two people, the same boat cost is $475 each before fuel and gratuity. For three people, it is about $317 each before those extras. The private format offers the most value when you can fill most of the six available places.
Included items are practical and important:
- Use of all tackle
- Bait
- Fishing permits
You do not need to pay separately for those listed basics. The $150 fuel surcharge is due at the boat and is not included in the advertised group price. Crew gratuity is also separate, with no amount specified, so leave room in your budget for it.
This pricing works best for people who care about privacy and control. If your group mainly wants a cheap ride on the water, the rate may feel high. If you have six people who want a focused fishing morning together, the cost becomes easier to justify because you are hiring the boat for your own party rather than buying individual seats.
Same saddle, a completely different route:
- Charleston’s Old South Carriage Historic Horse & Carriage Tour
★ 5.0 · 10,023 reviews - Haunted Evening Horse and Carriage Tour of Charleston
★ 4.5 · 3,678 reviews - Charleston Horse-Drawn Carriage Tour: Explore Historic Charleston
★ 5.0 · 3,561 reviews - 2-hour Outer Banks Wild Horse Tour by 4WD Truck
★ 5.0 · 2,449 reviews
Who will get the most from this charter

This is a strong match for families, groups of friends, and small parties that want a private morning. The boat can take up to six people, so it suits a compact group without requiring strangers to share your fishing time.
It also works for mixed-experience groups. Dedicated anglers can focus on the fishing, while less experienced people can take part with help from the captain and mate. Because the experience lasts about four hours, it is less demanding than committing to a full day offshore.
The charter may suit you especially well if you want to target several kinds of fish. Mahi, king mackerel, sailfish, yellowtail, and blackfin tuna are all part of the fishing picture described for this operation, though none is guaranteed on a particular morning.
It is less suited to anyone who needs a fixed catch or a completely weather-proof plan. Fishing has uncertain results, and the trip requires good weather. If your priority is a guaranteed sightseeing route, this is the wrong kind of boat outing.
Most people can participate, and service animals are allowed. The activity is also near public transportation. Those details help with access, but the supplied information does not give specific guidance about mobility equipment or boat boarding, so contact the provider if your party has particular access needs.
Weather, timing, and the small print

The charter requires good weather. If poor conditions cancel the trip, you are offered another date or a full refund. That is useful protection for a water-based activity, especially when wind and sea conditions can affect both safety and the quality of the fishing.
You can cancel for a full refund if you do so at least 24 hours before the start time. Cancellations made less than 24 hours before departure are not refunded, and changes inside that same window are not accepted. The cut-off follows local Key West time.
I would avoid booking this as the one activity that must happen on the final morning of your holiday. A weather cancellation may give you a new date or a refund, but there may be no later date available if you are leaving town. Giving yourself a spare morning makes the plan less fragile.
The activity is offered in English, and the ticket is mobile, so you can keep the booking on your phone. Confirmation arrives at booking time. The charter is typically booked about nine days in advance, which is a useful sign that you should reserve ahead if your Key West dates are fixed, especially if you need the full group of six.
A practical plan for your morning
Before booking, decide how many people will actually fish. The price is per group, so adding a few friends can change the value sharply. Six people sharing the boat pay far less per person than a couple traveling alone.
Read the final booking details for the exact meeting point and boat instructions. The stated start is 7:00 am in Key West, and the trip ends back at the meeting point, but the supplied information does not list a separate dock name or detailed parking advice.
Bring your mobile confirmation and be ready for the $150 fuel charge at the boat. Since gratuity is not included, prepare for that too. Tackle, bait, and permits are supplied, so you do not need to buy those before boarding.
Keep your expectations focused. The best outcome is not simply a certain number of fish. It is a private morning with a crew that can switch between fishing methods, access to offshore grounds, and a chance at species such as mahi, king mackerel, sailfish, yellowtail, or blackfin tuna.
Should you book the Irish Cowboy charter?
Book it if you have a group of up to six and want a private fishing morning with the chance to target several species. The included tackle, bait, and permits keep the planning simple, while the named crew, Captain Bobby and mate Chase, bring specific experience with yellowtail and blackfin tuna fishing.
Think twice if you are traveling as only one or two people and are sensitive to price. The $950 group rate becomes much better when shared, and the additional $150 fuel surcharge plus gratuity should be part of your calculation from the start.
For a family or friend group that wants real time offshore rather than a quick harbor ride, this is a well-focused choice. Just accept the two facts that define fishing: the weather can cancel your date, and the fish do not read the brochure.
FAQ
How long is the fishing charter?
The charter lasts approximately four hours.
What time does the activity start?
The stated start time is 7:00 am.
How many people can join the private charter?
The $950 group rate covers up to six people, and only your group participates.
What is included in the price?
The charter includes use of all tackle, bait, and fishing permits.
Is there an extra fuel charge?
Yes. A $150 fuel surcharge is due at the boat. Crew gratuity is also not included.
What happens if bad weather cancels the trip?
If the charter is canceled because of poor weather, you are offered a different date or a full refund.
More Fishing in the USA
- Key West Private Fishing Charters- 4 HRS 36 FT HATTERAS COWBOY
★ 5.0 · 5 reviews
Just added around the USA
- Private Wild Horse Photo Safari from Tooele★ 5.0 · 52 reviews
- Horseback Riding Experience through Kodachrome with a Guide★ 5.0 · 6 reviews
- 2-Hour Horse Rides Capitol Reef★ 5.0 · 35 reviews
- One Hour Guided Horseback Ride★ 4.5 · 12 reviews
- Classic Horse-Drawn Carriage Tour★ 4.5 · 17 reviews
- Horse Country Estate and Vineyard Wine Tasting Tour★ 5.0 · 2 reviews
- Scottsdale Horseback Riding and Horse Country Estate Tour★ 5.0 · 2 reviews
- Horse Drawn Ghost and Folklore Tour in Savannah★ 4.0 · 14 reviews
Private Horse Riding Tours, compared.

Unique Horse Farm Tours with Insider Access to Private Farms
Read our review →
Private Horseback Tour in the Palm Grove with Tea
Read our review →
Carriage Ride in Central Park (VIP – PRIVATE) Since 1964™
Read our review →
Beach Sunset on Horse Riding in Punta Cana(Private Option)
Read our review →
Private Sunset Horseback Riding in punta cana beach
Read our review →Browse the lists this tour appears in



