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FISH KEY WEST ABOARD THE 36' COWBOY HATTERAS – YOUR PRIVATE CHARTER AWAITS

PREMIER PRIVATE FISHING CHARTERS WITH COMFORT, EXPERTISE, AND UNFORGETTABLE ACTION!

Quick Details

  • Ages: All Ages
  • Duration: 4 - 12 Hours
  • Capacity: Up to 6 People
  • Included: Bait & Tackle, Fishing Licenses

Step aboard our 36 ft Cowboy Hatteras for one of the top-rated private fishing charters in Key West. This family-friendly sportfishing boat is ideal for targeting everything from snapper and grouper on the reef to mahi, tuna,  sailfish, and wahoo offshore. Looking for excitement? Ask about our specialty shark fishing trips. With plenty of shade, a clean restroom, and a pro crew, this charter combines serious fishing performance with comfort for all ages.

Four Hour Charter

$ 850

Six Hour Charter

$ 1,150

Eight Hour Charter

$ 1,350

Ten Hour Charter

$ 1,550

Twelve Hour Charter

$ 1,750

Private Fishing Charters in Key West Aboard the 36 ft Cowboy Hatteras

Looking for the best private fishing charter in Key West? Step aboard the 36 ft Cowboy Hatteras, one of the most trusted and family-friendly boats in the Cowboy Cowgirl Sportfishing fleet. With over 30 years of experience, this fast and reliable vessel delivers unforgettable deep sea fishing, shark fishing, and reef fishing trips tailored to your style and skill level.

Why Choose the Cowboy for Your Key West Fishing Adventure?

  • Private Charter Experience: Perfect for individuals, families, or groups up to 6 guests — enjoy the boat all to yourselves.

  • Premium Amenities: Two fighting chairs, a rocket launcher, live well, oversized coolers, large fish box, and shaded bench seating in the open aft deck.

  • Comfort Onboard: Recently renovated bathroom and plenty of covered space for comfort in the sun and spray.

  • Fast & Reliable: Twin engines deliver speed, stability, and access to prime offshore fishing grounds.

Available Fishing Trip Types on the Cowboy

This private charter offers some of the best fishing in Key West with a wide variety of targeted trips:

  • Offshore Fishing

  • Reef and Wreck Fishing

  • Deep Sea Fishing

  • Shark Fishing Tours

  • Kite Fishing for Sailfish (Seasonal)

  • Family-Friendly Fishing Adventures

👉 Want a more affordable option? Check out our Shared Fishing Charters available on select boats in our fleet.

Trip Durations & What’s Included

Choose the length of your fishing trip based on your schedule and goals:

  • Half Day (4 hours)

  • 3/4 Day (6 hours)

  • Full Day (8 hours)

  • Extended Trips (10 or 12 hours)

All trips include: fishing licenses, gear, bait, coolers, professional crew, and fish cleaning services. After your trip, we’ll even point you to local restaurants that can cook your catch.

Common Questions

How many guests can the 36′ Hatteras accommodate?
Up to 6 passengers, with plenty of space and shade for a comfortable day.

Do I need fishing experience?
Not at all! Our crew welcomes beginners and pros alike and will guide you every step of the way.

What should I bring?
Sunscreen, sunglasses, hat, camera, snacks, drinks (no glass bottles), and a good attitude.

Can we keep the fish?
Yes — you may keep any fish that are in season and legal to harvest. We practice responsible catch-and-release for protected species.

What about the weather?
If conditions are unsafe, we’ll help you reschedule or offer a refund. Your safety always comes first.

Book Your Private Charter Today

Don’t miss your chance to fish aboard one of the most legendary sportfishing boats in Key West. Whether you’re chasing mahi, wahoo, tuna, sailfish, or sharks — the Cowboy 36′ Hatteras delivers an exciting, safe, and comfortable experience for the whole crew.

Click here to book now or visit our Private Charters page to explore more boat options.

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