Cowboy Cowgirl Sportfishing has existed since 1965 and has since provided anglers with high-class fishing experience. Today the captain keeps the family tradition and invites you to join him on his terrific trips in Key West, Florida. They include inshore, nearshore, offshore, reef, and wreck fishing.
The captain uses a 37’ Contender side console powered by two 250 HP Yamaha engines. The boat is restored and well equipped. She has a full electronic navigation system, toilet, and bed. And for even better and more comfortable experience there is a kitchen and a shower. The boat also features air conditioning, a multimedia system, TV, refrigerator, and ice-box. As for the fishing itself, she comes with outriggers, downriggers, and a livewell.
There’s a wide range of fishing techniques that you and the captain will use and it includes deep sea fishing, bottom fishing, jigging, trolling, spinning, as well as kite fishing. The range of species you’ll chase is also huge. To name just some of them, you’ll be targeting Barracuda, Blue Marlin, Mahi Mahi, Sailfish, King Mackerel, Jack Crevalle, and Tarpon. You’ll be able to keep your catch if you wish. The captain is enthusiastic about having kids on his boat so you can bring them along as well.
You are covered for rods, reels, and terminal tackle and for licenses. If you want snacks or drinks, be sure to pack them before leaving.
Cowboy Cowgirl Sportfishing invites you to book one of its trips and spend a delightful day on water.
Charter Operator
Cowboy Cowgirl Sportfishing Charters
Highlights
Rating summary
Photos & videos by reviewers (5)
Angler rating
Anglers claimed
Good experience
71%
Appropriate for children
67%
Friendly captain
86%
Satisfied with the boat
86%
Recommend this charter
78%
Caught fish
57%
San Juan, Puerto Rico
Experience:
Boat
Crew
Overall
Full Day Trip on March 31, 2021
GREAT communication from the owner of the boat Knotty Cowgirl with a GREAT Captain! We had a full day on the water with Captain Jake. He is very knowledgeable about the area! Captain knew where to go to put us on some fish right away. He worked hard to make sure we had a great time! He helped me battle a bull shark so we could get the thrill of a big catch! We definitely recommend booking with Cowboy Cowgirl Sportfishing! Thank you Captain Jake!
GREAT communication from the owner of the boat Knotty Cowgirl with a GREAT Captain! We had a full day on the water with Captain Jake. He is very knowledgeable about the area! Captain knew where to go to put us on some fish right away. He worked hard to make sure we had a great time! He helped me battle a bull shark so we could get the thrill of a big catch! We definitely recommend booking with Cowboy Cowgirl Sportfishing! Thank you Captain Jake!
Dunstable, MA
Experience:
Boat
Crew
Overall
Half Day Trip on April 10, 2021
Really windy day made conditions less than ideal. Capt got us out to some spots that were as calm as could be, didn't have much luck w fishing but wasn't for lack of effort on his part. Overall...was a fun day out on the boat.
Really windy day made conditions less than ideal. Capt got us out to some spots that were as calm as could be, didn't have much luck w fishing but wasn't for lack of effort on his part. Overall...was a fun day out on the boat.
Cherry Hill, NJ
Experience:
Boat
Crew
Overall
Half Day Trip on July 26, 2020
I would highly recommend these guys. They genuinely cared about our experience and worked hard to make sure we had a great time. We had 5 in our group, 4 of which were first timers. They were patient and right there with whatever we needed. At the end of the day, when everyone looks forward to doing it again you know you made great memories. Great job!
I would highly recommend these guys. They genuinely cared about our experience and worked hard to make sure we had a great time. We had 5 in our group, 4 of which were first timers. They were patient and right there with whatever we needed. At the end of the day, when everyone looks forward to doing it again you know you made great memories. Great job!
Bainbridge, MD
Experience:
Boat
Crew
Overall
Full Day Trip on June 2, 2021
Had an awesome day with Captain Jake. He worked very hard to make sure we caught a variety of fish. Great Captain!! Everyone was very happy with the fish we caught and how hard Captain Jake worked for us!!!!
Had an awesome day with Captain Jake. He worked very hard to make sure we caught a variety of fish. Great Captain!! Everyone was very happy with the fish we caught and how hard Captain Jake worked for us!!!!
Greensboro, GA
Experience:
Boat
Crew
Overall
Full Day Trip on June 30, 2021
My guides were Daniel and Russia. They were very knowledgeable and top of that two great guys. They put us on fish all day. I will definitely go fishing with them again
My guides were Daniel and Russia. They were very knowledgeable and top of that two great guys. They put us on fish all day. I will definitely go fishing with them again
Cowboy Cowgirl Sportfishing -Knotty offers the following trips to customers:
When you book a trip with Cowboy Cowgirl Sportfishing -Knotty, you can expect the following amenities onboard:
Trips booked with Cowboy Cowgirl Sportfishing -Knotty include:
Cowboy Cowgirl Sportfishing -Knotty offers the following types of fishing:
Cowboy Cowgirl Sportfishing -Knotty offers the following fishing techniques:
Top targeted fish species with Cowboy Cowgirl Sportfishing -Knotty include:
Key West, Florida, United States
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.
Captain
Capt Cole B.
Captain
Sharky (Mark) B.
Business associate
Capt Cuzzy (Chris) B.
Captain
Inshore Fishing
Nearshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing
Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Kite Fishing
Deep Sea Fishing
Toilet
Air Conditioning
GPS
Fishfinder
Bed
Live Bait Well
Kitchen
Refrigerator
Multimedia System
Outriggers
Ice Box
Radar
Rods, reels & tackle
Fishing License
Free cancellation up to 3 days prior to trip
You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed
Pay online in full
Pay online in full through FishingBooker and save on credit card fees at the dock.
No additional fees.
Book with 20% deposit, pay rest to captain
When the captain confirms your trip, FishingBooker charges your credit card a 20% deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
Cash
Mastercard
American Express
PayPal
When paying the remaining balance with a credit card, an additional 3% charge will apply.
Cowboy Cowgirl Sportfishing -Knotty - Updated 2025 Prices