Key West
Instant Confirmation
Trips from
US $1,200
Charter operator
Cowboy Cowgirl Sportfishing Charters
Ki Vest, Sjedinjene Države
Federal waters
500+ reviews
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!
Capt Woody (Sam) W.
kapetan
Capt Cole B.
kapetan
Sharky (Mark) B.
Poslovni saradnik
Capt Cuzzy (Chris) B.
kapetan
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Rating
4.6
732 reviews
4.4
Boat & Equipment
4.7
Captain & Crew
4.5
Fishing Experience
Anglers' gallery (638)
What anglers say
88%
Dobro iskustvo
97%
Prijatan kapetan
91%
Preporučite ovaj čarter
86%
Prikladno za decu
92%
Zadovoljni brodom
78%
Uhvate ribe
All reviews (732)
Showing 1 – 5 of 732 reviews
Dave Foley5.0VerifiedNEWHad the best time!!!
Full Day Trip • 4 adultsThe crew was the best. The Captain did a fantastic job reading the Gulf Stream and knowing where tge fish were. Tge deck hand (Caleb) worked his butt off for my family and I. he kept us entertained and was patient with some of the members who had never fished before. My son caught a betiful Wahoo, which is being mounted. we are definitely coming back.
Reported catch:
Georgina Simonson5.0Verified10/10 preporučujem!
3/4 Day Trip – Shared • 2 adultsOvog vikenda sam otišao na čarter sa CowboyCowgirl, i moj najbolji prijatelj i ja smo se sjajno proveli. Bili smo na vodi 6-8 sati i kapetan i prvi oficir su se pobrinuli da svaki trenutak bude odličan. Bili su očigledno iskusni ribari i mornari, i učinili su sve što su mogli da se postaraju da svako od nas ulovi krupne ribe, uz odličan dan na vodi. Kapetan Sam Woody i prvi oficir Tyson su to ostvarili!! Ne mogu dovoljno da preporučim ovaj čarter i ekipu!! Apsolutno bih to ponovio.
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Loretta Daniel5.0VerifiedTeška nedelja, ali Cowboy Cowgirl je ispunio očekivanja
Full Day Trip – Shared Charter • 2 adultsOtišli smo u Key West samo zbog ribolovnog izleta, a onda je pojačao vetar i ništa nije moglo da isplovi. Izašli nam u susret i odveli nas na izlet poslednjeg dana. Nadali smo se nekim krupnim primercima, jedriličarki i slično, ali u tom trenutku smo samo želeli da se zabavimo. Kapetan Hans je vešto upravljao po uzburkanom moru, a naš prvi pomoćnik je vredni radio da nam svima pomogne da ulovimo ribu, što smo i uspeli. Puno skuše, snepera i žutorepe, pa čak i po koji mutton sneper i plavi vras. Kad smo se vratili, čekali su nas da nas odvezu na aerodrom kako bismo stigli na let. Ne mogu dovoljno da preporučim koliko su se potrudili da naš izlet bude uspešan i da ulovimo ribu.
Translated by AI:Response from Charter operatorLoretta, hvala vam na lepim rečima—i na strpljenju tokom vetrovite nedelje. Drago nam je što smo uspeli da pomerimo vaš datum i ipak vas izvedemo poslednjeg dana. Kapetan Hans i naš prvi mornar ulažu veliki trud da sve bude bezbedno, stabilno i zabavno kada vreme postane nepredvidivo, i sjajno je čuti da su svi uhvatili ribe—skuše, snapere, žutorepe, čak i mutton snaper i blue wrasse. Dovesti vas na aerodrom na vreme bio je najlakši deo. Cenimo što ste izabrali naš čarter za ribolov u Key Westu i nadamo se da ćemo sledeći put zajedno loviti te "velike momke" (uključujući jedriličarku). Ako planirate povratak, nudimo i zajednički i privatni čarter—izaberite šta odgovara vašoj grupi—a takođe organizujemo istorijske ribolovne ture do Marquesas Key za poseban dan van uobičajenih ruta. Takođe, ako želite uspomenu sa putovanja, posetite BiteBackBrand i pod Local Legends potražite Cowboy kako biste nabavili majice i ostalu opremu. —Michelle i tim Cowboy Cowgirl Sportfishing Korisna pitanja i odgovori P: Šta se dešava ako vetar ili loše vreme otkaže moje putovanje? O: Bezbednost je na prvom mestu. Pratimo vremenske prognoze i, ako uslovi nisu bezbedni ili prijatni, prerasporedićemo vas na sledeći bezbedni termin ili vam pomoći da odaberete alternativni stil izlaska koji odgovara stanju mora. P: Kada je najbolje vreme za lov jedriličarke u Key Westu? O: Kasna jesen do ranog proleća je vrhunska sezona, posebno oko hladnih frontova. Recite nam vaše datume i preporučićemo najbolji čarter (i tehnike) kako biste maksimalno iskoristili svoju šansu.
Darin Alan5.0Verified5 Star Experience
12 Hrs SwordFishing-Serious Anglers • 4 adultsCapt Nels and mates Daniel & Caleb were awesome! Winds were crazy, seas were rowdy and they still put us on the fish. I think we used every reel on the boat, trying many techniques, and put us on 2 massive sailfish off the kites. Very knowledgeable and willing to teach along the way which I really appreciate as an amateur angler myself. We will be back this summer to get out to the wall and get that next bucket list fish!
Reported catch:
Merijn Leusink5.0VerifiedNEWNajbolji izlet ikad: Ulovili smo maksimalni limit
Full Day Trip – Shared Charter • 1 adultOtišli smo nas 4 na izlet od 8 sati sa Calebom i kapetanom. Caleb je vredan radio na različitim strategijama i to sa uspehom: Ulovili smo 20 Mahi (maksimalan limit za brod!), 2 tune i 1 tripletail. Cowboy ili Cowgirl je najbolji u Keysu
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Real catches shared by our community
- Cowboy Cowgirl 36 Ft Hatteras--Since 1965Key West, FL
- Cowboy Cowgirl 36 Ft Hatteras--Since 1965Key West, FL
- Cowboy Cowgirl 36 Ft Hatteras--Since 1965Key West, FL
- Cowboy Cowgirl Charters – Irish CowboyKey West, FL
- Cowboy Cowgirl 36 Ft Hatteras--Since 1965Key West, FL
- Cowboy Cowgirl 36 Ft Hatteras--Since 1965Key West, FL
- Cowboy Cowgirl-Cold AC 45 Ft HatterasKey West, FL
- Cowboy Cowgirl 36 Ft Hatteras--Since 1965Key West, FL
- Cowboy Cowgirl 36 Ft Hatteras--Since 1965Key West, FL
- Cowboy Cowgirl 36 Ft Hatteras--Since 1965Key West, FL
Our Fishing Locations
What's biting with Cowboy Cowgirl-Cold AC 45 Ft Hatteras in Key West
Kasna jesen oživljava grebene. Velike količine sitne ribe privlače delikatese poput Yellowtail Snappers, grgeča i Mutton Snappers, koji zatim stižu u čamce i na trpezu.
Top catches for oktobar
Fishing reports
Legendary Catch in Key West – Trophy Afr
feb 25, 2025 • Ki Vest
Some catches are just legendary—and this African Pompano is one of them! The bite is on, and there’s no better time to get out on the water. Who’s ready to make their own legend? Let’s go fishing!
#LegendaryCatch #AfricanPompano #KeyWestFishing #CowgirlCharters #FishingAdventures #OffshoreFishing #DeepSeaFishing #SportFishing #TrophyFish #FishingSeason #ReelLegends”
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Mixed Bag & a Trophy Wahoo – Key West Fi
feb 19, 2025 • Ki Vest
Another fantastic day of Key West sportfishing, with a great variety of fish hitting the deck! The highlight of the trip was a beautiful Wahoo, always an exciting catch. Along with that, our anglers landed a solid mix of species, making for an action-packed day on the water.
The bite is hot, and now’s the time to get in on the action! Whether you’re looking for a shared or private charter, there’s no better way to experience the thrill of fishing in Key West. Book your trip online and let’s get after it!
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Key West Fishing Report – Action-Packed
feb 14, 2025 • Ki Vest
The bite has been ? offshore, and we’ve been landing some beautiful fish! ? Our latest trip brought in an impressive mahi that put on quite the show. The waters around Key West are teeming with life, making this the perfect time to get out on the water.
Whether you’re looking to chase sailfish, wahoo, mahi-mahi, tuna, or snapper, we’ve got the trip for you! We also offer shark adventures (inshore, reef, and deepwater), fishing and sandbar combo trips, and even historical Marquesas Key fishing tours for those looking to explore beyond the usual spots.
Book your adventure today and experience the best of Key West fishing! ??
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Bucket List Trophy – Sailfish Caught Cow
feb 14, 2025 • Ki Vest
February fishing in Key West keeps delivering incredible moments! On a recent shared charter, one lucky angler checked a bucket-list fish off with a beautiful Sailfish. The fight was unforgettable, and seeing this trophy fish up close as it came over the side was the highlight of the trip. Nothing beats the thrill of catching one of the ocean’s most iconic game fish!
Whether you’re looking for a shared or private charter, there’s no better time to get out on the water and experience Key West sportfishing at its best.
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Cobia Action Heats Up – Key West Fishing
feb 11, 2025 • Ki Vest
It was a Cobia kind of day on the water! These powerful fish kept us busy, giving our anglers an exciting fight and some great table fare. The bite was steady, and the conditions were perfect for another successful Key West fishing trip.
Whether you're looking for a shared or private charter, a trip to the Marquesas Keys, a shark adventure, or a fishing and sandbar combo, now’s the time to get out and enjoy the action!
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Unforgettable Catch – African Pompano on
feb 11, 2025 • Ki Vest
Fishing is for everyone, and today was proof of that! We had the absolute pleasure of taking out a determined angler in a wheelchair, and he made the most of it—landing an amazing African Pompano, a true trophy catch. Watching him reel in his prize fish was an incredible moment, and our experienced Master Captains were there every step of the way to ensure he had a smooth and enjoyable trip.
We’re always happy to accommodate anglers of all abilities and make sure everyone gets a shot at the thrill of Key West sportfishing. Whether you're looking for a shared or private charter, we’re here to make it happen!
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