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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:

Whether you’re new to fishing or an experienced angler, Cowboy Cowgirl Sportfishing has a trip tailored for you. Our charters cater to all experience levels, offering both thrilling offshore adventures and relaxing days on the water.

🌊 Deep Sea Fishing – Chase Big Game

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

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

Create lasting memories with a safe and enjoyable family fishing trip. Whether introducing children to fishing or seeking a relaxed day on the water, our family-friendly charters provide a stress-free experience with plenty of activity.

🏆 Tournament Fishing – Compete Like a Pro

Ready for competition? Our tournament charters allow you to pursue trophy fish and experience the excitement of high-stakes fishing. Cowboy Cowgirl Tournament Fishing offers the ideal setup for anglers aiming for record-breaking catches and tournament victories.

🛥️ Luxury Fishing Experiences – Fish in Style

Seeking a premium fishing adventure? Our luxury fishing charters feature top-tier boats, high-quality gear, and personalized service for the ultimate day on the water. Enjoy a private, first-class experience tailored to your preferences.

🎣 No matter your experience level, our expert captains and crew are ready to craft a fishing trip you’ll always remember. Book your adventure today and discover the finest fishing in Key West!

OUR SERVICES - TAILORED FOR EVERY ANGLER:

At Cowboy Cowgirl Sportfishing Charters, we offer personalized, high-quality fishing experiences tailored to your skill level and expectations. Whether you’re a novice or an experienced angler, our crew is dedicated to ensuring an unforgettable day on the water.

🎣 Customized Charter Planning

We collaborate with you to design your ideal trip, customizing every detail—from the species you aim to catch to your preferred fishing techniques—to craft the adventure you envision.

🏆 Expert Guidance and Support

Our seasoned captains and crew provide hands-on instruction, share local insights, and offer professional advice to help you maximize your catch, making your trip both educational and enjoyable.

Modern Equipment

Our boats are equipped with the latest fishing gear, advanced fish-finding technology, and high-quality tackle, enhancing your chances of landing that trophy fish.

Prioritizing Safety

Your safety is our utmost concern. Our vessels are fully equipped with Coast Guard-approved safety equipment, and our crew adheres to the highest safety standards to ensure a secure and worry-free experience on the water.

Let us craft the perfect fishing trip for you—book now and experience the finest sportfishing in Key West!

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