Sport Fishing in Key West, Florida
Go on an adventure like no other as Cowboy Cowgirl charters Key West, Florida! Catch the thrill aboard a shared or premium fishing charter from Cowboy Cowgirl Sportfishing.
- MOST AFFORDABLE!
Enjoy an affordable adventure on this shared/group charter. Come catch some Mahi, Wahoo, Black Fin tuna, Sailfish, and Marlin! Offshore Deep Sea Fishing with our knowledgeable and professional crew!
- All Ages
- 4 - 8 Hours
- Up to 6 People
- Most Popular!
With 60 years of expertise, our shark hunting trips offer thrilling 3-hour inshore, 4-hour reef, and 6-hour deep water adventures, perfect for shark enthusiasts, families, and thrill-seekers ready to reel in the big ones.
- All Ages
- 3 - 6 Hours
- Up to 6 People
- All Ages
- 4 - 12 Hours
- Up to 6 People
Embark on your offshore, deep-sea, or reef fishing journey with the confidence and comfort that only the “CowBoy” can provide.
- All Ages
- 4 - 12 Hours
- Up to 6 People
Offshore deep sea fishing with our knowledgeable and professional crew for species such as Mahi, Wahoo, Black Fin Tuna, Sailfish, and Marlin.
- Cold Air Conditioning
- All Ages
- 4 - 12 Hours
- Up to 6 People
The flybridge offers expansive seating, allowing guests to take in panoramic views while discussing the day’s catch or planning the next excursion. Equipped with tournament-grade tackle, the “40 ft is ready to make your fishing ambitions a reality.
- Cold Air Conditioning
- All Ages
- 4 - 12 Hours
- Up to 6 People
Whether you’re battling deep-sea behemoths or enjoying a peaceful day of reef fishing, the “Cowgirl” promises an unforgettable adventure with all the comforts of home.
- Cold Air Conditional
- All Ages
- 4 - 12 Hours
- Up to 6 People
Like our other vessels, the “Sanctuary” is versatile, providing the same range of fishing opportunities, including offshore, deep-sea, and reef fishing. Set sail for a day of unbeatable fishing and unrivaled comfort aboard the “Sanctuary.”
- Ultimate Light Tackle Comfort | Shade and Speed Combined
- All Ages
- 4 - 12 Hours
- Up to 6 People
Unique to this vessel is our local trip option, which combines exhilarating fishing experiences with leisurely time at a picturesque sandbar.
QUALITY BOATS FOR YOUR FISHING CHARTERS IN KEY WEST!
- All Ages
- 4 - 12 Hours
- Up to 6 People
Embark on your offshore, deep-sea, or reef fishing journey with the confidence and comfort that only the “CowBoy” can provide.
- All Ages
- 4 - 12 Hours
- Up to 6 People
Offshore deep sea fishing with our knowledgeable and professional crew for species such as Mahi, Wahoo, Black Fin Tuna, Sailfish, and Marlin.
- Cold Air Conditioning
- All Ages
- 4 - 12 Hours
- Up to 6 People
The flybridge offers expansive seating, allowing guests to take in panoramic views while discussing the day’s catch or planning the next excursion. Equipped with tournament-grade tackle, the “40 ft is ready to make your fishing ambitions a reality.
- Cold Air Conditioning
- All Ages
- 4 - 12 Hours
- Up to 6 People
Whether you’re battling deep-sea behemoths or enjoying a peaceful day of reef fishing, the “Cowgirl” promises an unforgettable adventure with all the comforts of home.
- Cold Air Conditional
- All Ages
- 4 - 12 Hours
- Up to 6 People
Like our other vessels, the “Sanctuary” is versatile, providing the same range of fishing opportunities, including offshore, deep-sea, and reef fishing. Set sail for a day of unbeatable fishing and unrivaled comfort aboard the “Sanctuary.”
- Ultimate Light Tackle Comfort | Shade and Speed Combined
- All Ages
- 4 - 12 Hours
- Up to 6 People
Unique to this vessel is our local trip option, which combines exhilarating fishing experiences with leisurely time at a picturesque sandbar.