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Key West's Premier Fishing Charters

Private oe Shared/Group/Split Key West Fishing Tours

Welcome to Cowboy Cowgirl Sportfishing Charters, your gateway to unforgettable fishing experiences in Key West, Florida. Whether you're a seasoned angler or a first-time fisherman, we offer a variety of charters tailored to your needs.

BROWSE THROUGH OUR FLEET OF KEY WEST BOAT CHARTERS

Blue Cowboy 34 Foot Contender
  • Exclusive Marquesas Key Tours
  • Top-Rated Fishing & Adventure
  • Luxury Experience Certified
From $1,100

Blue Cowboy is a luxury 34′ Contender, designed for high-end Marquesas Key historical tours and world-class fishing. Combining speed, comfort, and top-tier equipment, it offers an exclusive experience for those seeking adventure in the pristine waters beyond Key West.r.

Smiling customer holding a freshly caught wahoo aboard a Key West fishing charter boat during a deep sea fishing trip in Florida.

EXPLORE OUR DIVERSE FISHING CHARTERS:

🎣 EXPLORE OUR DIVERSE FISHING CHARTERS

Whether you’re a beginner or an experienced angler, Cowboy Cowgirl Sportfishing offers trips tailored just for you. Our charters cater to all skill levels, providing both exciting offshore adventures and peaceful days on the water.

🌊 Deep Sea Fishing – Chase Big Game

Experience the thrill of offshore fishing in Key West’s deep waters. Target impressive fish like marlin, sailfish, tuna, mahi-mahi, and wahoo as you venture beyond the reef. Our experienced captains will guide you to the best spots for an unforgettable deep-sea adventure.

👨‍👩‍👧‍👦 Family-Friendly Excursions – Fun for All Ages

Create lasting memories with a safe and enjoyable family fishing trip. Our family-friendly charters are perfect for introducing kids to fishing or enjoying a calm day on the water. You can have a fun and stress-free experience with lots of activities.

🏆 Tournament Fishing – Compete Like a Pro

Ready for some competition? Our tournament charters let you pursue trophy fish and feel the excitement of high-stakes fishing. Cowboy Cowgirl Tournament Fishing provides the perfect setup for anglers aiming for record-breaking catches and tournament victories.

🛥️ Luxury Fishing Experiences – Fish in Style

Looking for a premium fishing adventure? Our fishing charters are luxurious. We provide great boats and high-quality gear. You will receive personal service for an amazing day on the water. Enjoy a private, first-class experience tailored to your preferences.

No matter how much experience you have, our skilled captains and crew are ready to create a fishing trip you’ll remember. Book your adventure today and enjoy the best fishing in Key West!

No matter how much you know about fishing, our skilled captains and crew are here to create a trip you’ll never forget. Book your adventure today and discover the finest fishing in Key West!

OUR SERVICES - TAILORED FOR EVERY ANGLER:

🎣 Personalized Fishing Adventures

At Cowboy Cowgirl Sportfishing Charters, we offer fishing trips for all skill levels. Our team is here to help you have a great day fishing. It doesn’t matter if you are a beginner or have been fishing for years. We want to make your time on the water special.

🗺️ Customized Trip Planning

We work with you to create the perfect fishing experience. We help you choose the fish species you want to catch. We also help you pick your favorite fishing methods. We customize every detail to fit your needs.

🏆 Expert Guidance

Our experienced captains and crew offer hands-on help, share local knowledge, and provide tips to help you catch more fish. We aim to make your trip both fun and informative.

Modern Equipment

Our boats are equipped with up-to-date fishing gear, advanced fish-finding tools, and high-quality tackle. This equipment increases your chances of landing that big catch.

⛑️ Safety First

Your safety is our top priority. Our boats have safety gear approved by the Coast Guard. Our crew follows strict safety rules to make sure your trip is safe and fun.

Let us plan the ideal fishing adventure for you—book now and enjoy the best sportfishing experience in Key West!


a group of people on a boat

THE BEST CHARTERS IN KEY WEST!
★★★★★

Cowboy Cowgirl Sportsfishing Main Logo
FISH ON!!!!

BEST fishing EVER!! I hesitate to give this review because once I do it will be even harder to get a reservation with this OUTSTANDING fishing charter.I have fished my entire life and taken many charters. I do not give reviews easily, but I just had to compliment the Cowboy Cowgirl Charters as one of the best charters I have ever been on. This Captain knows where the fish live and he takes you to them. He finds the fish, you just have to catch them and catch them we did! An amazing day on a very safe boat. You won't be disappointed if you charter with Cowboy Cowgirl Charters. BRAVO!!!!

– Melissa R, TripAdvisor

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