Cowboy Cowgirl Charters – Irish Cowboy 

4.6/5 (115 reviews)
 
Federally permitted
 1801 North Roosevelt Boulevard, Key West, FL 33040, United States

Cowboy Cowgirl Charters – Irish Cowboy 

 
Federally permitted
4.6/5 (115 reviews)
map-thumbnail
1801 North Roosevelt Boulevard
Key West, FL, United States

If you’re looking for a charter that can cater to both families with kids going out for the first time, as well as a group of experienced sea wolves looking to tick off a catch from their bucket list, Cowboy Charters has you covered. Their goal is for you to have an exciting, memorable, and fun-filled journey every time you leave the dock and come back with a huge smile!

Join the captain on board their 40’ flybridge, manufactured by the famous Luhrs company and restored in 2018. You can expect all the modern amenities and comforts on the “Irish Cowboy”. A full-head toilet, showers, and a bed are available so you can take a break from fighting the gorgeous fish. The Irish Cowboy hasn’t skimped on serious fishing equipment either, a flybridge, outriggers and downriggers, as well as a fighting chair, are all available on board to give you an added edge in getting that dream fish.

With Capt. Tim you will target a variety of excellent species in the area. Get ready to fight Blue and White Marlins, Mahi Mahi, Sailfish, Kingfish, Groupers, Blackfin Tunas, Wahoos, Snappers, Tilefish, Sharks, and anything else you run into! You’ll get the chance to try out many different techniques, such as spinning, jigging, trolling, bottom fishing, or drift fishing with light and heavy tackle. For the adventurous anglers, kite fishing is also available, perfect for going after Marlins.

The first mate will assist you in any way possible, as well as clean and fillet your catch. Gratuity for the crew is appreciated, with 20% being the local norm. All required equipment will be supplied by the charter. There’s no minimum age for kids with Cowboy Charters and anglers of all ages and skill levels are invited to join them on an exciting offshore adventure!

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Rating

4.6
115 reviews
5
88
4
17
3
2
2
4
1
2
4.8
Boat & equipment
4.4
Captain & crew
4.6
Fishing Experience

Anglers' gallery (86)

3/4 Day with Captain Cole
Sailfish and mahi
Sailfish and mahi
Sailfish and mahi
Real Florida fishing
Amazing Day with Cowgirl sports fishing charters
+80

What anglers say

94%
Great experience
91%
Family friendly
99%
Friendly captain
93%
Good boat
92%
Recommended
82%
Caught fish

All reviews (115)

Filter
Showing 15 of 115 reviews
Pryor Brenner
Pryor Brenner
5.0
Verified
New
Anglers young and old
Full Day Trip on December 27, 20254 adults2 children
Amazing experience with this charter. They c ustomized a trip for little ones to catch some bait fish and then swapped out for older anglers and some bigger game fish. Frank and Will were an awesome team and got us on fish early and worked hard to keep the rods bent and the lines tight. Total professionals and highly recommended. Enjoying fresh grouper tacos as I write this review!
Reported catch:
Black Grouper
King Mackerel (Kingfish)
1
Jaime Machimbarrena
Jaime Machimbarrena
5.0
Verified
March fishing trip
Half Day Trip (PM) on March 24, 20256 adults
Reported catch:
King Mackerel (Kingfish)
0
John Freiler
John Freiler
Fort Myers, FL
5.0
Verified
Sailfish and mahi
3/4 Day Trip (PM) on July 1, 20232 adults4 children
Captian Chris and mate Will knew right where to go. They were dialed in to the fish and very knowledgeable about the waters. They put us on fish early and often on our 6hr charter. We caught so many mahi we told them to start throwing them back because we already had enough to eat. Will kept the baits fresh and worked the entire trip making sure the gear was ready for the big one. Which Capt. Chris found us in the last hour of the trip, a beautiful Key West sailfish! I would recommend this charter to anyone and will book again next time we are down.
Review media 0
Review media 1
Review media 2
Reported catch:
Dolphin (Mahi Mahi)
Sailfish
0
Kelsey Green
Kelsey Green
Dallas, TX
5.0
Verified
Mahi Mahi, snowy grouper, silk snapper
Full Day Trip on May 28, 20224 adults
These guys are so good at what they do!! We did not go fishing - we went CATCHING!! I can’t say enough about Captain Pel & 1st Mate John giving us the best experience and showing us all the fishing techniques!!! From departure to return, these guys have it down to an art and know where the fish are!! I can’t recommend them enough. If we come back, we know who we are calling!! Thanks Pel & John for the BEST fishing trip and sending us back to TX with a freezer full of fish!! True fishing masters!
Review media 0
1
Maria Bravo
Maria Bravo
Boynton Beach, Florida
5.0
Amazing Day with Cowgirl sports fishing charters
Half Day Trip (PM) on October 22, 2022
Incredible day out on the water! My daughter and I went off shore fishing there was some wind but the boat was big enough to handle to waves, the captain called it “sporty” and I must agree. I was so impressed that my 5 year daughter did not get sea sick. I think I’ll make this a yearly tradition! Thank you to the captain and mate for this pleasant experience. Key West has definitely been a bucket list vacation for me and it did not disappoint.
Review media 0
0

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
January 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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Half Day Trip (AM)
FREE Cancellation 3 days notice
4 Hour Trip
starts at 7:00 AM
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US $1,100
Entire boat: up to 6 people
Half Day Trip (PM)
FREE Cancellation 3 days notice
4 Hour Trip
starts at 1:00 PM
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US $1,100
Entire boat: up to 6 people
3/4 Day Trip (AM)
FREE Cancellation 3 days notice
6 Hour Trip
starts at 7:00 AM
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US $1,400
Entire boat: up to 6 people
3/4 Day Trip (PM)
FREE Cancellation 3 days notice
6 Hour Trip
starts at 1:00 PM
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US $1,400
Entire boat: up to 6 people
Full Day Trip
FREE Cancellation 3 days notice
8 Hour Trip
starts at 7:00 AM
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US $1,600
Entire boat: up to 6 people
Extended Full Day Trip
FREE Cancellation 3 days notice
12 Hour Trip
starts at 7:00 AM
US $2,000
Entire boat: up to 6 people
There are 5 people looking at this charter.

Rating

4.6
115 reviews
5
88
4
17
3
2
2
4
1
2
4.8
Boat & equipment
4.4
Captain & crew
4.6
Fishing Experience

Anglers' gallery (86)

3/4 Day with Captain Cole
Sailfish and mahi
Sailfish and mahi
Sailfish and mahi
Real Florida fishing
Amazing Day with Cowgirl sports fishing charters
+80

What anglers say

94%
Great experience
91%
Family friendly
99%
Friendly captain
93%
Good boat
92%
Recommended
82%
Caught fish

All reviews (115)

Filter
Showing 15 of 115 reviews
Pryor Brenner
Pryor Brenner
5.0
Verified
New
Anglers young and old
Full Day Trip on December 27, 20254 adults2 children
Amazing experience with this charter. They c ustomized a trip for little ones to catch some bait fish and then swapped out for older anglers and some bigger game fish. Frank and Will were an awesome team and got us on fish early and worked hard to keep the rods bent and the lines tight. Total professionals and highly recommended. Enjoying fresh grouper tacos as I write this review!
Reported catch:
Black Grouper
King Mackerel (Kingfish)
1
Jaime Machimbarrena
Jaime Machimbarrena
5.0
Verified
March fishing trip
Half Day Trip (PM) on March 24, 20256 adults
Reported catch:
King Mackerel (Kingfish)
0
John Freiler
John Freiler
Fort Myers, FL
5.0
Verified
Sailfish and mahi
3/4 Day Trip (PM) on July 1, 20232 adults4 children
Captian Chris and mate Will knew right where to go. They were dialed in to the fish and very knowledgeable about the waters. They put us on fish early and often on our 6hr charter. We caught so many mahi we told them to start throwing them back because we already had enough to eat. Will kept the baits fresh and worked the entire trip making sure the gear was ready for the big one. Which Capt. Chris found us in the last hour of the trip, a beautiful Key West sailfish! I would recommend this charter to anyone and will book again next time we are down.
Review media 0
Review media 1
Review media 2
Reported catch:
Dolphin (Mahi Mahi)
Sailfish
0
Kelsey Green
Kelsey Green
Dallas, TX
5.0
Verified
Mahi Mahi, snowy grouper, silk snapper
Full Day Trip on May 28, 20224 adults
These guys are so good at what they do!! We did not go fishing - we went CATCHING!! I can’t say enough about Captain Pel & 1st Mate John giving us the best experience and showing us all the fishing techniques!!! From departure to return, these guys have it down to an art and know where the fish are!! I can’t recommend them enough. If we come back, we know who we are calling!! Thanks Pel & John for the BEST fishing trip and sending us back to TX with a freezer full of fish!! True fishing masters!
Review media 0
1
Maria Bravo
Maria Bravo
Boynton Beach, Florida
5.0
Amazing Day with Cowgirl sports fishing charters
Half Day Trip (PM) on October 22, 2022
Incredible day out on the water! My daughter and I went off shore fishing there was some wind but the boat was big enough to handle to waves, the captain called it “sporty” and I must agree. I was so impressed that my 5 year daughter did not get sea sick. I think I’ll make this a yearly tradition! Thank you to the captain and mate for this pleasant experience. Key West has definitely been a bucket list vacation for me and it did not disappoint.
Review media 0
0

FAQs about Cowboy Cowgirl Charters – Irish Cowboy

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The fish you can target

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What is the boat like?

Boat Image
Boat category
Sportfishing boats
Capacity
6 persons
Boat length
40 ft
Year built
2005
Restored in
2018
Boat manufacturer
Luhrs
Boat type
Sportfishing

Engine model
Caterpillar
Powered by
2 x 750HP
Max cruising speed
21 knots
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