Cowboy Cowgirl Charters – Irish Cowboy 

4.6/5 (114 reviews)
 
Federally permitted
 1801 North Roosevelt Boulevard, Key West, FL 33040, 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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Trip availability and prices

Trip Date:
Days:
Group Size:
Almost there...
Half Day Trip (AM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 7:00 AM
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US $950 
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 $950 
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 $1,250 
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 $1,250 
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 $1,450 
Entire boat: up to 6 people
Extended Full Day Trip
FREE Cancellation 3 days notice
12 Hour Trip, starts at 7:00 AM
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US $1,850 
Entire boat: up to 6 people
There are 2 people looking at this charter.

Customer reviews

Rating summary

4.6/5
out of 5 stars from 114 reviews
Boat
4.4/5
Crew
4.8/5
Experience
4.6/5

Photos & videos by reviewers (86)

3/4 Day with Captain Cole
Sailfish and mahi
Sailfish and mahi
+83

Angler rating

87
17
2
4
2

Anglers claimed

Good experience

94%

Appropriate for children

91%

Friendly captain

99%

Satisfied with the boat

93%

Recommend this charter

92%

Caught fish

82%

Showing 1 - 5 of 114 reviews
Jaime M.
Jaime M.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

March fishing trip

VERIFIED

Half Day Trip (PM) on March 24, 2025

 

 Jaime M. recommends Cowboy Cowgirl Charters – Irish Cowboy

Laura D.
Laura D.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

December fishing trip

VERIFIED

3/4 Day Trip (PM) on December 30, 2024

 

 Laura D. recommends Cowboy Cowgirl Charters – Irish Cowboy
undefined (The Captain)
Replied on January 10, 2025
Thank you so much for the 5-star review and recommendation! We're thrilled you had a great experience with us and hope to see you back on the water soon!

John F.
John F.

Fort Myers, FL

5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Sailfish and mahi

VERIFIED

3/4 Day Trip (PM) on July 1, 2023

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.

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...  

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 John F. recommends Cowboy Cowgirl Charters – Irish Cowboy

Kelsey G.
Kelsey G.

Dallas, TX

5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Mahi Mahi, snowy grouper, silk snapper

VERIFIED

Full Day Trip on May 28, 2022

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!

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!...  

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 Kelsey G. recommends Cowboy Cowgirl Charters – Irish Cowboy
1 person finds this review helpful

Maria B.
Maria B.

Boynton Beach, Florida

5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

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.

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.  

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 Maria B. recommends Cowboy Cowgirl Charters – Irish Cowboy

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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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