Deep Sea Fishing-Key West Since 1965

Experience thrilling deep sea fishing in Key West. Catch mahi, sailfish, and more with our expert-led private charters. Book your adventure today!

Duration: 4 hours
Cancellation: 24 hours
Highlights
  • 1801 N Roosevelt Blvd - Offshore Fishing in Key West (Private Charter):
    • You will enjoy a private deep sea fishing charter in the waters of Key West.
    • We will board a well-equipped sportfishing vessel and venture out to prime fishing spots guided by experienced Captain and crew.
    • You will have the opportunity to reel in a variety of fish…
What's Included
  • Guides-English
  • Fishing Permits
  • Bait
  • Use of All Tackle
What's Not Included
  • Foods and Beverages
  • Gratuity for Crew
Additional Information

Get ready for an exhilarating adventure on the vibrant waters of Key West with our private deep sea fishing charters. Led by the skilled and experienced Captain, our team is dedicated to making your fishing trip unforgettable.
Target a Diverse Catch: Reel in the fight of a lifetime as you battle magnificent mahi, king mackerel, sailfish, and more. Our…

Location
1801 N Roosevelt Blvd
North Roosevelt Boulevard
Free Parking behind the boat. Look at the signs behind each boat.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.3
(6 Ratings)
5 stars
4 stars
3 stars
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1 star
181hankg
Jan 25, 2025
Cowboy/Cowgirl Charters - Went fishing with Vowboy/Cowgirl Charters in between some bad weather. Experienced Captain and Crew. Extremely knowledgeable and we had a greatctime. I would highly recommend them.
Review provided by Tripadvisor
Mariarw4205dk
Jan 25, 2025
Can’t say enough great things ! - I’m a local, and I had family visiting recently, so we decided to take them out on the Cowgirl for a fishing trip. It was such a great experience! Captain Hans was amazing—he made everyone feel so comfortable, and Adam, the mate, was super helpful and attentive. The whole process was seamless, from booking to getting out on the water. Communication was so easy, and the crew made sure we all had a fantastic time. My family couldn’t stop talking about how much fun they had. Highly recommend!
Review provided by Tripadvisor
648alissab
Dec 10, 2024
Excellent Charter, Highly Recommend - My dad and I have been out in the Cowgirl 3 times in the past 2 years. Everytime we get some amazing catches and great stories. I’m so blessed to be able to make memories with my dad with the help of the sweet people that own this business! We’ll be back soon!
Review provided by Tripadvisor
Angela
Dec 1, 2024
Beautiful day fishing - The guys were great. Worked hard to get us on the fish. Very friendly and knowledgeable. Caught fish on a day when several other boats did not. Would definitely recommend.
Review provided by Tripadvisor
Billmp5022ux
Jan 19, 2025
Bad day - water was rough before we headed out for 8 hour charter, owner told my wife and I we were going to the other side of the island because normally they would just cancel the trip, had lines in the water trolling and waters were still rough when we were tossed to the right and then immediately to the left, I was standing behind the seat and mate to my left and looking out the back watching lines then thrown into the mate and then over the cooler on my right slamming the right side of my head into the ladder. Never anything like this, hardest hit you could imagine, my wife and mate got me inside and captain came down and even said wow, you look bad, complete haze, after an hour we headed in because it was not possible for me to keep going, and the captain and mate told me not to be ashamed that I couldn't make the whole day like it was my fault. Been on numerous deep sea charters from VA. to FL. and to top it all they kept all of our $1,500.00. They did say if we come back to key west they would take us out.
Review provided by Tripadvisor
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up to 6 guests
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January 2025
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