BEST FISHING CHARTERS IN KEY WEST-PRIVATE, SHARED & SHARK TRIPS SINCE 1965
Explore Our Key West Fishing Experiences
At Cowboy Cowgirl Sportfishing, we make it easy to enjoy a day on the waters of Key West. Whether this is your first day charter or you’ve spent years fishing, our captains run daily trips designed for every type of angler. We offer different types of fishing in Key West. These include:
Offshore fishing
Deep sea fishing
Reef fishing
Wreck fishing
Shark fishing
You will have many choices for an unforgettable trip.
Offshore / Deep Sea Fishing in Key West
Go beyond the reef to target mahi-mahi, tuna, wahoo, and sailfish. Our captains change each trip with a captain based on the weather, water temperature, and fish movement. This gives you the best chance to catch fast, powerful offshore fish. Many guests say this is their favorite way to experience deep sea fishing in Key West.
Reef & Wreck Fishing
A top choice for families, beginners, and anyone who wants steady action in calmer waters. These trips include snapper, grouper, jacks, mackerel, and plenty of yellowtail. It’s an easy, relaxing way to spend time together and always delivers a great time on the water.
Shark Fishing Key West
If you want excitement, our Key West shark fishing trips are hard to beat. Target bull sharks, lemon sharks, blacktips, and more. We offer inshore shark trips, reef shark trips, and offshore shark trips depending on what kind of fight you’re looking for.
No matter which adventure you choose, our team focuses on safety, service, and making sure you leave with great memories. Many guests return year after year and highly recommend fishing with Cowboy Cowgirl Sportfishing.
Personalized Fishing Adventures for Every Skill Level
Every trip with Cowboy Cowgirl Sportfishing is built around your group’s goals and experience level. Whether you’re new to fishing or have years on the water, our captains take time to learn what you want to catch and how you prefer to fish. Your day is shaped around you.
Expert Guidance From Local Captains
Our captains and mates share local knowledge, proven techniques, and clear, hands-on instruction. They help you choose the right bait, show you how to work the rods, and guide you through each bite. You’re supported from the moment you step on the boat until the last fish comes over the rail.
Modern Boats & Quality Gear
Every boat in our fleet is clean, comfortable, and equipped with reliable tackle. We use strong, well-maintained rods and reels and advanced fish-finding electronics. Whether you’re fishing offshore, on the reef, over wrecks, or chasing sharks, the gear is built for success.
Your Safety Comes First
All vessels meet U.S. Coast Guard safety standards and are maintained throughout the year. Your captain watches weather, sea conditions, and safety procedures so your trip is safe, smooth, and worry-free.
Let our family create the perfect fishing experience for yours. Book your adventure today and see why anglers have trusted our charter fleet since 1965.
