Cowboy Cowgirl 36 Ft Hatteras--Since 1965 is currently unable to accept reservations on FishingBooker. But don't worry we've found some great alternatives for you nearby.

Cowboy Cowgirl 36 Ft Hatteras--Since 1965 

4.5/5 (403 reviews)
 
Federally permitted
 1801 N Roosevelt Blvd, Key West, FL 33040, United States

Cowboy Cowgirl 36 Ft Hatteras--Since 1965 

 
Federally permitted
4.5/5 (403 reviews)
map-thumbnail
1801 N Roosevelt Blvd
Key West, FL, United States

Captain of Cowboy Charters has been guiding people to fish in the Florida Keys. These waters are famous worldwide for their unusually diverse game fishery, and with two fully equipped Hatteras boats at his disposal, he has an offshore fishing trip to suit every type of angler.

Cowboy is the smaller of the company’s 6 boats. A well-appointed 36' Hatteras sportfishing yacht, vessel makes for a comfortable ride for groups of up to six people plus the crew. The boat features a head, as well as outriggers, downriggers, and a fighting chair for a professional and comfortable fishing experience. With a large deck area, everyone will be able to get involved in the offshore action.

The captain is well known for his ability to put his guests on fish, whatever their prior experience. He and his first mate will guide you across the offshore waters, providing all the know-how and equipment you need to catch species such as Mahi Mahi, Sailfish, Marlin, Wahoo, and many more. Cowboy and Cowgirl Charters’ trips usually involve a combination of trolling and bottom fishing, and you may be able to try kite fishing for Sailfish and other exciting pelagic fish when conditions allow.

Want to make your trip extra special? Click on the charter operator’s bio below and check out Cowboy’s bigger – and even more luxurious – sister. You won’t regret it!

Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading

Customer reviews

Rating summary

4.5/5
out of 5 stars from 403 reviews
Boat
4.4/5
Crew
4.7/5
Experience
4.5/5

Photos & videos by reviewers (365)

Knowledgeable & Personable
Knowledgeable & Personable
Knowledgeable & Personable
+362

Angler rating

277
80
23
11
6

Anglers claimed

Good experience

87%

Appropriate for children

82%

Friendly captain

97%

Satisfied with the boat

91%

Recommend this charter

88%

Caught fish

77%

Showing 1 - 5 of 403 reviews
Showing: 5 of 403 reviews
Alex Moorhead
Alex Moorhead
5.0
Verified
True Key West experience
3/4 Day Trip – Shared Charter (AM) on August 23, 20252 adults
My wife and I went out on Cowboy Cowgirl with Tom and Will and it was a blast. We did the 3/4 day and it was a good amount of fishing time. The ride out to there took about an hour out and back so that’s already leaving you with only 4 hours of fishing time for us and 4 other people. Tom and Will knew a lot about the area and the fish we were looking for. Will guided everyone on what to do and let us learn and experience it ourselves too. We caught a huge haul and Will filleted it and gave us each some to take home. Definitely would recommend! I already plan to come back.
Review media 0
Review media 1
Review media 2
Review media 3
Review media 4
Review media 5
Review media 6
Reported catch:
Dolphin (Mahi Mahi)
Great Barracuda
Response from Captain
August 24, 2025
Thank you, Alex! We’re so glad you and your wife had a blast out there with Tom and Will. The 3/4 day shared trips are a great way to experience offshore fishing in Key West—especially when the crew brings in a haul like that! Glad you enjoyed learning and getting hands-on. We look forward to having you back on board soon.
0
Liz W
Liz W
5.0
Verified
New
Knowledgeable & Personable
1/2 Day Trip – Private Charter - 1:00 PM on December 12, 20252 adults
Capt. Hans and first mate Caleb are a dynamic team! Friendly, very skilled, knowledgeable, take all precautions seriously, and excellent teachers. We caught trophy fish (barracudas) and some tasty yellowtail snapper (upon our request). Definitely will be scheduling a charter again with them 😊
Review media 0
Review media 1
Review media 0
Review media 1
Reported catch:
Great Barracuda
0
Dillon Tyler
Dillon Tyler
5.0
Verified
Great Service & Fish Caught!
3/4 Day Trip – Shared (PM) on July 5, 20251 adult
Had a really great experience here guys. I was a single slot on the trip with another group of 🐠Fishing on the boat. The deck Hand Daniel did an amazing job and definitely brought great vibes and everyone had a really fun time and captain Hans was a real joy to speak with. He had lots of experience and played some really great music I enjoyed. Just book it with these guys don’t think twice.
Review media 0
Review media 1
Review media 2
Review media 3
0
Tim Hartka
Tim Hartka
5.0
Verified
Captain and mate getting to know each other
3/4 Day Trip – Shared Charter (AM) on August 7, 20252 adults
The captain was breaking in a new mate which can often be problematic, however Chris and Paul worked very well together right from the start and both were vey friendly and knowledgeable. Caught some nice Mahis and Bonitas, along with few small jacks. Great time with a crew that worked hard to ensure everyone was catching fish.
Response from Captain
August 24, 2025
Thanks, Tim! We really appreciate you recognizing the effort from Chris and Paul. Every mate starts somewhere, and it’s great to hear they worked as a strong team and delivered a successful day on the water. Glad you got into the Mahis and Bonitas—those are always a favorite on our shared fishing trips here in Key West.
1
Roberta Townsend
Roberta Townsend
5.0
Verified
Irish Cowboy 3/4 day trip
3/4 Day Trip – Shared Charter (AM) on May 31, 20252 adults
Had a wonderful day with Paul and Kris! Would book this trip again. There were many other boats out there so we knew catching fish would be slim but we did catch Cero, Bonita and Mahi. Paul then took us to a spot for more action on yellow fin. We took our catch over to Mac's for them to cook, be sure to ask for Jasmine she's wonderful. Our fresh fish was so delicious. If you haven't experienced having your fish cooked for you right after your trip, you definitely need to do this!
Review media 0
Review media 1
Reported catch:
Cero Mackerel
Dolphin (Mahi Mahi)
Response from Captain
June 9, 2025
Thank you, Roberta! We’re so glad you had a wonderful day aboard the Irish Cowboy with Paul and Kris. Catching cero, bonita, and mahi sounds like a fantastic trip, and getting your fresh catch cooked up afterward is the perfect way to end the day. We’d love to have you back out with us again soon!
0

Customer reviews

Rating summary

4.5/5
out of 5 stars from 403 reviews
Boat
4.4/5
Crew
4.7/5
Experience
4.5/5

Photos & videos by reviewers (365)

Knowledgeable & Personable
Knowledgeable & Personable
Knowledgeable & Personable
+362

Angler rating

277
80
23
11
6

Anglers claimed

Good experience

87%

Appropriate for children

82%

Friendly captain

97%

Satisfied with the boat

91%

Recommend this charter

88%

Caught fish

77%

Showing 1 - 5 of 403 reviews
Showing: 5 of 403 reviews
Alex Moorhead
Alex Moorhead
5.0
Verified
True Key West experience
3/4 Day Trip – Shared Charter (AM) on August 23, 20252 adults
My wife and I went out on Cowboy Cowgirl with Tom and Will and it was a blast. We did the 3/4 day and it was a good amount of fishing time. The ride out to there took about an hour out and back so that’s already leaving you with only 4 hours of fishing time for us and 4 other people. Tom and Will knew a lot about the area and the fish we were looking for. Will guided everyone on what to do and let us learn and experience it ourselves too. We caught a huge haul and Will filleted it and gave us each some to take home. Definitely would recommend! I already plan to come back.
Review media 0
Review media 1
Review media 2
Review media 3
Review media 4
Review media 5
Review media 6
Reported catch:
Dolphin (Mahi Mahi)
Great Barracuda
Response from Captain
August 24, 2025
Thank you, Alex! We’re so glad you and your wife had a blast out there with Tom and Will. The 3/4 day shared trips are a great way to experience offshore fishing in Key West—especially when the crew brings in a haul like that! Glad you enjoyed learning and getting hands-on. We look forward to having you back on board soon.
0
Liz W
Liz W
5.0
Verified
New
Knowledgeable & Personable
1/2 Day Trip – Private Charter - 1:00 PM on December 12, 20252 adults
Capt. Hans and first mate Caleb are a dynamic team! Friendly, very skilled, knowledgeable, take all precautions seriously, and excellent teachers. We caught trophy fish (barracudas) and some tasty yellowtail snapper (upon our request). Definitely will be scheduling a charter again with them 😊
Review media 0
Review media 1
Review media 0
Review media 1
Reported catch:
Great Barracuda
0
Dillon Tyler
Dillon Tyler
5.0
Verified
Great Service & Fish Caught!
3/4 Day Trip – Shared (PM) on July 5, 20251 adult
Had a really great experience here guys. I was a single slot on the trip with another group of 🐠Fishing on the boat. The deck Hand Daniel did an amazing job and definitely brought great vibes and everyone had a really fun time and captain Hans was a real joy to speak with. He had lots of experience and played some really great music I enjoyed. Just book it with these guys don’t think twice.
Review media 0
Review media 1
Review media 2
Review media 3
0
Tim Hartka
Tim Hartka
5.0
Verified
Captain and mate getting to know each other
3/4 Day Trip – Shared Charter (AM) on August 7, 20252 adults
The captain was breaking in a new mate which can often be problematic, however Chris and Paul worked very well together right from the start and both were vey friendly and knowledgeable. Caught some nice Mahis and Bonitas, along with few small jacks. Great time with a crew that worked hard to ensure everyone was catching fish.
Response from Captain
August 24, 2025
Thanks, Tim! We really appreciate you recognizing the effort from Chris and Paul. Every mate starts somewhere, and it’s great to hear they worked as a strong team and delivered a successful day on the water. Glad you got into the Mahis and Bonitas—those are always a favorite on our shared fishing trips here in Key West.
1
Roberta Townsend
Roberta Townsend
5.0
Verified
Irish Cowboy 3/4 day trip
3/4 Day Trip – Shared Charter (AM) on May 31, 20252 adults
Had a wonderful day with Paul and Kris! Would book this trip again. There were many other boats out there so we knew catching fish would be slim but we did catch Cero, Bonita and Mahi. Paul then took us to a spot for more action on yellow fin. We took our catch over to Mac's for them to cook, be sure to ask for Jasmine she's wonderful. Our fresh fish was so delicious. If you haven't experienced having your fish cooked for you right after your trip, you definitely need to do this!
Review media 0
Review media 1
Reported catch:
Cero Mackerel
Dolphin (Mahi Mahi)
Response from Captain
June 9, 2025
Thank you, Roberta! We’re so glad you had a wonderful day aboard the Irish Cowboy with Paul and Kris. Catching cero, bonita, and mahi sounds like a fantastic trip, and getting your fresh catch cooked up afterward is the perfect way to end the day. We’d love to have you back out with us again soon!
0

FAQs about Cowboy Cowgirl 36 Ft Hatteras--Since 1965

Loading
Loading
Loading
Loading
Loading
Loading
Loading

The fish you can target

Loading
Loading
Loading
Loading
Loading

What is the boat like?

Boat Image
Boat category
Sportfishing boats
Capacity
6 persons
Boat length
36 ft
Year built
2000
Boat manufacturer
Hatteras
Boat type
Sportfishing

Engine model
Catepillar
Powered by
2 x 700HP
Max cruising speed
18 knots
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading

What’s biting in Key West right now

Loading

Compare similar fishing charters

Loading...
Loading...
Loading...