Cowboy Cowgirl SportFishing Charters has been a trusted part of the Key West fishing scene since 1965, offering memorable days on the water for anglers of all experience levels. Known for experienced captains and a welcoming appro...
Captain Hans, Sam, and Larry get name-dropped constantly in these reviews, and for good reason. Reviewers consistently praise the crew's work ethic, local knowledge, and ability to put people on fish, whether it's mahi, sailfish, grouper, or tarpon. First-timers especially seem to leave impressed, with multiple people mentioning the crew took time to coach them through the experience without making them feel out of their depth. The catch results speak for themselves across most trips, with several groups bringing home serious hauls and at least one angler landing a 75-inch sailfish. Fish are cleaned onboard, which is a nice touch that comes up more than once. There's one review noting a slow day with no catches, a reminder that offshore fishing always carries some uncertainty, but that experience appears to be the clear exception here. Repeat customers are a telling sign, and this charter has plenty of them. Families, couples, and solo anglers all seem to leave wanting to come back. If you're planning a Key West fishing trip, this crew is worth booking, and if Larry or Captain Hans or Sam are available for your date, reviewers strongly suggest you request them.
Had an awesome time fishing with Captain Hans and Caleb! We had a group of five and they did an awesome job making sure everyone got to reel a fish in. We caught several Mahi Mahi, a Wahoo, and some Amberjack, so we definitely had a great day on the water. Captain Hans knew exactly where to go and did a great job putting us on the fish. Caleb was awesome too and clearly knew what he was doing when it came to getting the rods set up and helping us get the fish in. Both of them were super professional but also really fun to fish with. You could tell they were just as excited as we were every time we hooked into something. They made the whole trip a lot of fun and made sure everyone got a chance to catch fish. We had a great experience and will 100% be booking with Captain Hans and Caleb again in the future. Highly recommend them if you’re looking for a great fishing trip in Key West!
Tyler Kelly
September 11, 2026
Had an awesome time fishing with Captain Hans and Caleb! We had a group of five and they did an awesome job making sure everyone got to reel a fish in. We caught several Mahi Mahi, a Wahoo, and some Amberjack, so we definitely had a great day on the water. Captain Hans knew exactly where to go and did a great job putting us on the fish. Caleb was awesome too and clearly knew what he was doing when it came to getting the rods set up and helping us get the fish in. Both of them were super professional but also really fun to fish with. You could tell they were just as excited as we were every time we hooked into something. They made the whole trip a lot of fun and made sure everyone got a chance to catch fish. We had a great experience and will 100% be booking with Captain Hans and Caleb again in the future. Highly recommend them if you’re looking for a great fishing trip in Key West!
Tyler Kelly
September 11, 2026