Key West
The fishing charters: flats, reef and deep water within minutes of the dock, which few ports anywhere can claim. Party boats split the cost; private charters pick the target species.
Enjoy a half-day of reef fishing on a stable 64' catamaran in Key West. Perfect for families, with helpful crew and good value for money.
Most Popular“Caught fish on the first cast!!!! The fish that you catch can be cooked by the local restaurants which is awesome if you and your family are on vacation.”
Experience a 6-hour deep-sea fishing adventure in Key West with expert guides, all bait included, and the chance to catch snapper, grouper, mackerel, or sharks.
“Good day unfortuately the fish werent biting much but not a lot can be done about that. Crew very friendly and helpful to those less experienced”
Experience top-notch deep-sea fishing in Key West with Corsair 2 Sportfishing. Catch mahi mahi, tuna, and more on a well-equipped, private boat.
“This was my first-time deep-sea fishing with my son, and it was fantastic! Captain Jeff was pretty responsive and helpful throughout the excursion and communication was excellent. The waves were a bit rough and choppy on the day we rode out on the boat, and…”
Experience Key West's vibrant waters on a private half-day inshore fishing charter. Perfect for all skill levels, with expert guides and plentiful marine life.
“Captain Jagger was the greatest! He asked what our goal was and I said something big. He knew exactly where to take us and it was so much fun! He also kept an eye on the weather that turned out cutting our fishing trip short…”
Experience the thrill of inshore and offshore fishing in Key West with expert captains, custom boats, and all tackle included—perfect for all skill levels.
“Captain Ricky was wonderful! Although a part of our group was a little under the weather he still made it enjoyable. My family and I have lasting memories!”
Discover the backcountry of the Florida Keys on a private fishing trip from Ramrod Key. Enjoy expert guides, abundant fish, and personalized service.
“(HUSBAND/WIFE TRIP) Captain Jim was extremely knowledgeable and helpful during our entire fishing trip. Whether you are an expert fisherman or beginner, Captain Jim is definitely the perfect captain for your fishing adventure. We highly recommend him. If we return to the Florida Keys, we…”
Experience top-notch fishing in the Florida Keys with Wet Tails Charters. Enjoy personalized trips, expert guides, and memorable family moments on the water.
“The captain and first mate were professional and personable. We caught a lot of yellow jacks- and they were cleaned perfectly. Would book again.”
Enjoy a private 4-hour fishing experience in Key West with an expert captain, targeting multiple species while benefiting from personalized service and top gear.
“These guys rocked it.. we had an outstanding day of fishing with the Captain and his crew. Landed 5 really nice fish in a short period of time. They will put you on the fish.”
Experience thrilling offshore fishing in Key West on a 6-hour shared trip with expert guides, top gear, and the chance to catch mahi, tuna, sailfish, and more.
“Captain Bobby and Larry are the best! We had 4 rods bite at the same time and Larry was an absolute pro! Fantastic time. Never worried about our safety. So glad we booked with Cowboy!”
Discover Key West's backcountry waters with a private 4-hour fishing trip. Perfect for anglers seeking personalized, authentic experiences within 13 miles.
Experience offshore fishing in Key West with this 4-hour shared adventure aboard a top sportfishing boat, targeting Mahi-Mahi, Tuna, and more.
“Had a great time on the ocean. We didn’t catch anything big but I still had a great time. It was great to get out in the water.”
Experience the thrill of deep sea fishing in Key West on a private 4-hour charter with expert guides, a well-equipped boat, and a chance to catch mahi, sailfish, and more.
“Fishing trip. Deep sea. Great captain and beautiful scenery. Enjoyed it very much. Great time with great friends!”
Experience the authentic beauty of Key West with a private 4-hour sandbar fishing, snorkeling, and catch-and-cook tour, led by friendly guides.
“Zack was very accommodating and we had a fabulous time! Everyone in our family enjoyed their time, Highly recommend!”
Experience a private 4-hour deep sea fishing trip in Key West aboard the Irish Cowboy, targeting mahi, king mackerel, sailfish, and more with expert guides.
“We fished with Captain Bobby and Mate Chase on 3/8 and 3/9. Awesome guys to fish with and made sure to put us on fish. Caught well over 100 Yellowtails, 38 keepers on Saturday and went back Sunday and trolled for Tunas. Picked up a…”
Enjoy a 8-hour shared offshore fishing adventure in Key West with expert guides, top gear, and the chance to catch Mahi-Mahi, Tuna, Sailfish, and more.
“Hans and Caleb with Cowboy ⭐️ Cowgirl Key West Charters absolutely knocked it out of the park for us. Hans knew exactly where to take us, Caleb had everything perfectly rigged, and before we knew it we were into nonstop action—sport fishing at its finest.…”
Schooners at sunset, reef by morning and Duval Street in between.