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Key West Fishing Charters | Cowboy Cowgirl Sportfishing

Premier Private or Shared Key West Fishing Guides

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.

a man holding a fish in the water

EXPLORE OUR DIVERSE FISHING CHARTERS:

At Cowboy Cowgirl Sportfishing Charters, we offer a variety of fishing experiences tailored to every angler—from first-timers to serious fishermen. Whether you’re after a thrilling offshore battle or a relaxing day on the water, we have the perfect trip for you.

🌊 Deep Sea Fishing – Chase the Big Game

Experience the thrill of offshore fishing in the deep waters of Key West. Target trophy fish like marlin, sailfish, tuna, mahi-mahi, and wahoo as you venture beyond the reef. Our experienced captains will put you on the bite for an unforgettable deep-sea adventure.

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

Make lasting memories with a safe and exciting family fishing trip! Whether you’re introducing kids to fishing or just looking for a laid-back day on the water, our family-friendly charters offer a stress-free experience with plenty of action. Learn more at Cowboy Cowgirl Family Fishing.

🏆 Tournament Fishing – Compete Like a Pro

Take your fishing skills to the next level with our tournament-style fishing charters. Compete for the best catch and experience the adrenaline of high-stakes fishing. Cowboy Cowgirl Tournament Fishing provides the perfect setup for anglers looking to chase record-breaking fish and tournament wins.

🛥️ Luxury Fishing Experiences – Fish in Style

Looking for a high-end fishing experience? Our luxury fishing charters offer top-tier boats, premium gear, and personalized service for the ultimate day on the water. Enjoy a private, first-class experience tailored to your needs. Visit Cowboy Cowgirl Luxury Charters for an exclusive fishing adventure.

🎣 No matter your experience level, our expert captains and crew are ready to create a fishing trip you won’t forget. Book your adventure today and experience the best fishing in Key West!

OUR SERVICES - TAILORED FOR EVERY ANGLER:

At Cowboy Cowgirl Sportfishing Charters, we provide personalized, top-tier fishing experiences designed to match your skill level and expectations. Whether you’re a beginner or a seasoned angler, our crew ensures an unforgettable day on the water.

🎣 Personalized Charter Planning

We work with you to customize your trip, tailoring every detail—from target species to preferred fishing techniques—so you get the adventure you want.

🏆 Expert Guidance & Support

Our experienced captains and crew provide hands-on instruction, local knowledge, and professional insights to help you maximize your catch while making your trip both educational and fun.

State-of-the-Art Equipment

We equip all our boats with the latest fishing gear, fish-finding technology, and high-quality tackle, giving you the best chance at landing trophy fish.

Safety First, Always

Your safety is our top priority. Our boats are fully outfitted with coast guard-approved safety equipment, and our crew follows the highest safety standards to ensure a secure and worry-free experience on the water.

Let us create the perfect fishing trip for you—book now and experience the best of Key West sportfishing!

a group of people on a boat

THE BEST CHARTERS IN KEY WEST!
★★★★★

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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