What services do you offer?

We specialize in both shared and private fishing charters, with trips lasting 4, 6, 8, 10, and 12 hours. Our charters accommodate up to 6 people and include inshore, offshore, reef, wreck, shark, tarpon, kite fishing, and deep dropping.

Where are you located?

We operate from two convenient locations in Key West for all our charter services.

What are your operating hours?

Open daily from 6 AM to 11 PM, year‑round. For emergencies after hours, text or call (305) 304‑2946.

Are there any age restrictions for guests?

Guests of all ages are welcome. We provide children’s life jackets, though we recommend bringing your own if it’s more comfortable.

Do you require a deposit?

Yes. Online bookings require a deposit or full payment. Phone bookings can be held with a card and paid in full later.

What should I bring with me?

Bring sunscreen, sunglasses, non‑slip shoes, comfortable clothing, and any food or drinks you’d like. Glass bottles are discouraged.

Do I need prior fishing experience?

No experience needed! Our crew provides full guidance—from gear setup to reeling in your catch.

Can I extend my charter time while on the boat?

Yes, if the boat isn’t booked afterward. Speak to the captain ahead of time to plan.

Experience the Best Private Fishing Charters in Key West

Welcome to Cowboy Cowgirl Sportfishing, your premier choice for private fishing charters in Key West. Whether you're seeking an exhilarating deep sea adventure or a relaxed inshore trip, our experienced captains and well-equipped fleet are ready to provide a memorable experience tailored to your group's preferences.

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From $850

All Ages
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Up to 6 People

Fish Key West Aboard the 36' Cowboy Hatteras – Your Private Charter Awaits

Experience a private fishing adventure aboard our 36-foot Hatteras, perfect for up to six guests. Enjoy a fully equipped boat with top-notch amenities, expert crew, and action-packed fishing in the waters of Key West!

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From $750

All Ages
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Up to 6 People

Cowgirl 38 Foot Hatteras

Experience the Excitement of Inshore, Light Tackle or Shark Fishing Aboard the Cowgirl II in Key West!

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Cold Air Conditioning

From $950

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Up to 6 People

Irish Cowboy 40’ Key West Fishing Charter

Relax on the flybridge with wide, comfortable seating and take in ocean views as you plan your next big catch.Equipped with tournament-grade tackle, the “40 ft is ready to make your fishing ambitions a reality.

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Cold AC on Board
“Sky Lounge” Flybridge for Scenic Views

From $1,050

All Ages
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Up to 6 People

Private Key West Deep Sea Fishing Charter Aboard the Cowgirl (45’ Hatteras with A/C)

The “Cowgirl” provides a great adventure. You can fight big sea monsters or enjoy a relaxing day of reef fishing. It has all the comforts of home.

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Cold Air Conditional
Spacious Cabin
Top-Notch Crew

From $1,150

All Ages
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Up to 6 People

Private Sportfishing Charters in Key West Aboard the 47 ft Hatteras-Sanctuary

The 47 ft Sanctuary offers private offshore, deep sea, reef, wreck, and shark fishing in Key West—delivering tournament-level performance with air-conditioned comfort and expert crew.

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Most Popular!
Top Rated Shark Fishing
Best for Thrill Seekers

From $600

All Ages
3 - 6 Hours
Up to 6 People

Key West Shark Fishing Charters | Private Trips with Local Experts Since 1965

Ready for an affordable private Key West shark fishing charter? Join Key West Shark Hunters for a safe, catch‑and‑release adventure targeting bull, hammerhead, and lemon sharks and more, in calm, clear waters.

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