Charter Operator
Cowboy Cowgirl Sportfishing Charters
Member since June 2014
Key West, United States
- Background
- Legendary Sportfishing in Key West – 60 Years Strong, Three Generations Deep! Step aboard one of our 6 premier fishing vessels, where 60 years of fishing excellence meets thrilling adventures in the world-renowned waters of Key West, FL. A family tradition spanning three generations, our fleet of six exceptional boats offers something for everyone – from seasoned anglers to families looking for an unforgettable day on the water. With a legacy of winning tournaments and creating lifelong memories, we specialize in offshore action for some of the most exciting species Key West has to offer. From bottom fishing to Offshore– our trips are all about chasing the big bites that make your heart race, whether it’s the dazzling Mahi Mahi, powerful Tuna, sleek Wahoo, or acrobatic Sailfish. A Fleet Built for Adventure Whether you’re looking for a luxurious offshore fishing experience or a shared group charter, our fleet is ready to deliver. Each boat is fully equipped with tournament-grade gear, spacious seating, and all the amenities you need for comfort and excitement on the water. From our iconic fleet, our vessels are helmed by captains with experience and unmatched knowledge of these legendary fishing grounds. Unmatched Expertise, Endless Thrills Fishing with our fleet isn’t just a trip – it’s a chance to learn from a team with generations of angling expertise. Our captains and crew know the waters of Key West like the back of their hand, and they’re here to ensure you have the trip of a lifetime. Whether it’s mastering trolling techniques, spotting fish, or simply enjoying the stunning views, we’ll make sure you leave with incredible memories. What’s Included: Top-tier equipment: Rods, reels, bait, tackle – we’ve got it covered. Family-friendly service: Trips suitable for anglers of all ages and experience levels. Catch care: Your captain will clean and fillet your catch for you. Comfort: Modern boats with shaded seating, clean restrooms, and plenty of space. Come fish with a team that’s been making dreams come true for six decades. Cowboy Cowgirl Sportfishing Charters is more than a fishing trip – it’s a slice of Key West history, filled with adventure, expertise, and passion. Book your trip today and discover why we’re one of the most celebrated names in Key West fishing!
- Techniques
- Our approach to fishing is versatile and adaptive, offering a range of techniques to suit the target species and conditions on any given day. From trolling and bottom fishing to reef and wreck fishing, we’re equipped to make every trip productive and enjoyable. The only type we don’t provide is flats fishing
Hey, we're Cowboy Cowgirl Sportfishing Charters
Key West, United States
- Background
- Legendary Sportfishing in Key West – 60 Years Strong, Three Generations Deep! Step aboard one of our 6 premier fishing vessels, where 60 years of fishing excellence meets thrilling adventures in the world-renowned waters of Key West, FL. A family tradition spanning three generations, our fleet of six exceptional boats offers something for everyone – from seasoned anglers to families looking for an unforgettable day on the water. With a legacy of winning tournaments and creating lifelong memories, we specialize in offshore action for some of the most exciting species Key West has to offer. From bottom fishing to Offshore– our trips are all about chasing the big bites that make your heart race, whether it’s the dazzling Mahi Mahi, powerful Tuna, sleek Wahoo, or acrobatic Sailfish. A Fleet Built for Adventure Whether you’re looking for a luxurious offshore fishing experience or a shared group charter, our fleet is ready to deliver. Each boat is fully equipped with tournament-grade gear, spacious seating, and all the amenities you need for comfort and excitement on the water. From our iconic fleet, our vessels are helmed by captains with experience and unmatched knowledge of these legendary fishing grounds. Unmatched Expertise, Endless Thrills Fishing with our fleet isn’t just a trip – it’s a chance to learn from a team with generations of angling expertise. Our captains and crew know the waters of Key West like the back of their hand, and they’re here to ensure you have the trip of a lifetime. Whether it’s mastering trolling techniques, spotting fish, or simply enjoying the stunning views, we’ll make sure you leave with incredible memories. What’s Included: Top-tier equipment: Rods, reels, bait, tackle – we’ve got it covered. Family-friendly service: Trips suitable for anglers of all ages and experience levels. Catch care: Your captain will clean and fillet your catch for you. Comfort: Modern boats with shaded seating, clean restrooms, and plenty of space. Come fish with a team that’s been making dreams come true for six decades. Cowboy Cowgirl Sportfishing Charters is more than a fishing trip – it’s a slice of Key West history, filled with adventure, expertise, and passion. Book your trip today and discover why we’re one of the most celebrated names in Key West fishing!
- Techniques
- Our approach to fishing is versatile and adaptive, offering a range of techniques to suit the target species and conditions on any given day. From trolling and bottom fishing to reef and wreck fishing, we’re equipped to make every trip productive and enjoyable. The only type we don’t provide is flats fishing
Our Team
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Capt Woody (Sam) W.
Captain
Capt Cole B.
Captain
Sharky (Mark) B.
Business associate
Capt Cuzzy (Chris) B.
Captain
My Charter Listings
Key West
• 45 ft
•
6 persons
Last booking: 6 hours ago
Instant Confirmation
Key West
• 36 ft
•
6 persons
Last booking: 3 hours ago
Instant Confirmation
Instant Confirmation
Stock Island
• 34 ft
•
6 persons
Instant Confirmation
Key West
• 37 ft
•
6 persons
Instant Confirmation
Stock Island
• 36 ft
•
6 persons
Instant Confirmation
