Alison K.
12/10/2025
2nd time fishing on the Cowboy for deep sea fishing off Key West! Both wonderful experiences! Michelle, Capt Shark Mark & Nells were all very knowledgeable, skilled and great company on another...
Cowboy Cowgirl SportFishing Charters
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1801 N Roosevelt Blvd
Key West, FL 33040
Cowboy Cowgirl Sportfishing Charters has been a Key West staple since 1965. Our local fleet has seven boats. We offer private and shared fishing charters all year round. You can choose from deep sea, reef and wreck, inshore, backcountry, shark adventures, and seasonal swordfishing. Prefer to mix it up? Book a light-tackle fish-and-sandbar snorkel combo. Family-friendly and perfect for groups or corporate outings. Multiple boats with A/C and clean restrooms, veteran captains, and all licenses/gear included. Target mahi, tuna, sailfish, wahoo, grouper, snapper, and tarpon. You can enjoy dockside pickup, fish cleaning, clear pricing, and flexible hours. Easy online booking with instant confirmation gives you a true Key West fishing experience.
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Reviews
4.087 reviews
Dary D.
9/28/2025
Skippy and Steve were GREAT! They were so determined for my son to have a memorable experience and catch his eatable catch. They were both very knowledgeable and stayed out a bit longer to watch...
Mady W.
10/13/2025
We went on a six hour fishing tour. The weather was beautiful and it was a really great day to be out at sea fishing. Sadly, we only caught one fish, a mutton snapper, but that's why it's called...
Sarah M.
10/8/2025
Captain Rick and mate Johnny Cakes were amazing! They even gave a us a great recommendation to a restaurant that cooked our fish.
Sam M.
6/1/2025
Kris was great. We didn't catch much but definitely made some memories. Hope to come back again and catch some more fish!
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