Key West, Florida
1801 N Roosevelt Blvd, Key West, Florida, 33040
For more than 55 years, our family-owned charter boat business has been delivering exceptional fishing adventures in Key West, Florida. As a third-generation operation, we bring a unique combination of expertise, experience, and a genuine love for fishing to our customers.
Our crew is professionally trained and certified, offering a diverse range of fishing excursions, including deep-sea and reef fishing, among others. Discover the unparalleled comfort and robust performance of the “Cowboy,” our prestigious 36 ft Hatteras, a gem in the Cowboy Cowgirl Sportfishing Charters fleet.
Designed for both seasoned anglers and leisure-seeking explorers, the Cowboy boasts an impressive build that ensures smooth sailing through the seas. Whether you’re looking for a private or shared charter, we have options to suit various budgets and can accommodate up to 6 anglers at a time.Whether you’re looking for a private or shared charter, we have options to suit various budgets and can accommodate up to 6 anglers at a time.
Our commitment to providing top-notch care and attention to our customers ensures that they have a fantastic time on the water. Our goal is to create an unforgettable experience that leaves our customers eager to return. We sincerely appreciate your choice to join us for your fishing adventure!
Please Note: A $150 fuel surcharge applies to this extended day trip, payable at the boat on the morning of your journey.
Starts at: 07:00 AM
Duration: 4 hours
Set sail for a compact yet exhilarating escapade on the ocean with our 1/2 day (4-hour) trip, perfectly crafted for those pressed for time or new to the sportfishing world. This adventure is tailored to introduce you to the vibrant world of fishing, offering a taste of the excitement without the commitment of a full-day excursion. Join us for a 1/2 day journey aboard the Cowboy, where time is no barrier to adventure. Discover the joys of fishing and the beauty of the ocean, all condensed into a memorable, brief maritime getaway.
Trip Highlights:
– Ideal for Beginners & Time-Savers: Whether you’re dipping your toes into the world of fishing or simply looking to squeeze in an adventure into a busy schedule, this trip is your perfect match.
– Proximity and Variety: While this shorter voyage stays closer to shore, it doesn’t skimp on the thrill. You’ll have the opportunity to fish near the reefs, where a diverse array of species thrives, yet still venture far enough to experience the sensation of offshore fishing.
– Maximized Fishing Time: Our expert crew knows the best spots to hit quickly, ensuring that your line is in the water and fish are biting, making the most of your four hours on the Cowboy.
Fuel Surcharge Notice: Please note that a $150 fuel surcharge will be applied to your trip. This fee is payable directly at the boat on the morning of your departure. This surcharge ensures that we can maintain the highest quality of service and provide a seamless fishing experience, allowing you to enjoy your adventure without any worries. We appreciate your understanding and are committed to offering you the best possible experience aboard the Cowboy.
Price Includes: 6 People
Starts at: 07:00 AM
Duration: 6 hours
Join us for our most popular excursion, the 3/4 day (6-hour) trip, aboard the Cowboy. This journey is designed for those who crave more time on the water, offering an extended session that nearly doubles your fishing opportunities. It’s the perfect choice for anglers looking to immerse themselves in a more aggressive and fulfilling fishing experience. Embrace the opportunity for an unforgettable fishing experience with our 6-hour trip. It’s the perfect way to enjoy a day out on the water, challenging yourself against the bounties of the ocean and enjoying the serenity of the seascape aboard the comfortable and capable Cowboy.
Trip Highlights:
– Extended Fishing Time: With six hours on the open sea, you have ample time to cast, reel, and chase. This extended period allows for a deeper exploration of the fishing grounds, providing you with the best chance to hook the catch of the day.
– A More Aggressive Approach: This trip gives you the opportunity to engage more thoroughly with the sport, allowing for a variety of fishing techniques and the chance to target multiple species. It’s ideal for those looking to intensify their fishing adventure.
– Enhanced Fish Hunting Experience: More time on the water means more opportunities to track down and lure in your prized catch. Our experienced crew will guide you to the most fertile fishing spots, where you can test your skills against a diverse array of marine life.
Fuel Surcharge Details: A $150 fuel surcharge will be applied to this trip, ensuring that we can provide the highest standard of service and a top-notch fishing experience. This surcharge is payable at the boat on the morning of your trip. We are committed to transparency and ensuring you have a fantastic and hassle-free experience aboard the Cowboy.
Price Includes: 6 People
Starts at: 07:00 AM
Duration: 8 hours
Embark on a full-day expedition with our 8-hour trip, designed for the avid angler and those who wish to fully immerse themselves in the sportfishing experience. This extended journey allows you to delve deep into the marine world, offering ample time to explore distant fishing grounds, hone your techniques, and engage with the rich biodiversity of the ocean.
Trip Highlights:
– Maximized Fishing Time: The full-day trip provides you with the ultimate opportunity to engage with the sea. The extended hours mean more time casting lines, more chances of hooking, and more thrilling encounters with the sea’s inhabitants. Dive into the full essence of sportfishing with our full-day, 8-hour trip. Whether you’re a seasoned fisher or looking to elevate your experience, this journey promises a day filled with adventure, challenge, and the serene beauty of the open ocean aboard the Cowboy.
– Explore Distant Waters: With the luxury of time, venture further into the ocean to explore secluded spots and prime fishing locations. This trip is your gateway to the elusive spots where the big catches await, offering a true adventurer’s experience.
– Comprehensive Fishing Experience: The 8-hour duration allows for a relaxed yet engaging fishing experience. It’s perfect for those who want to test their endurance, refine their skills, and enjoy the tranquility of a full day on the water, all while chasing the catch of a lifetime.
Fuel Surcharge Details: Please be advised that a $150 fuel surcharge will be added to your booking. This charge is due at the boat on the morning of your trip and ensures that we can offer the highest quality experience, equipped with all the necessary resources for a successful day of fishing. Your understanding and cooperation help us maintain the excellent standard of our excursions.
Price Includes: 6 People
Starts at: 07:00 AM
Duration: 10 hours
Gear up for our most immersive experience yet, the 10-hour extended day trip aboard the Cowboy. This expedition is crafted for the passionate angler who seeks the zenith of sportfishing adventures, offering an extended timeframe to engage deeply with the marine environment and pursue the most coveted catches. Set out on a fishing odyssey like no other with our 10-hour extended day trip. It’s the ultimate adventure for those who crave a longer, more intense connection with the sea, offering endless possibilities to challenge your skills and chase the trophy of a lifetime aboard the Cowboy.
Trip Highlights:
– Extended Time on the Water: The additional hours provide a rare opportunity to indulge in various fishing techniques, target a diverse range of species, and perfect your angling skills with the guidance of our experienced crew.
– Journey to Remote Locations: This extended trip allows you to reach the most secluded and abundant fishing grounds, where the big game resides. It’s an angler’s dream, providing the chance to hook into some of the ocean’s most prized species.
– Intense Fishing Experience: Designed for the dedicated fisherman, this trip offers the time needed to thoroughly enjoy the pursuit of your target species, whether trolling, bottom fishing, or exploring the deep offshore waters.
Fuel Surcharge Details: A $150 fuel surcharge applies to this extended day trip, payable at the boat on the morning of your journey. This surcharge enables us to ensure the highest quality of your fishing adventure, covering the extended range and duration of your expedition. We appreciate your understanding and are dedicated to providing you with an exceptional and memorable fishing experience.
Price Includes: 6 People
Starts at: 07:00 AM
Duration: 12 hours
Embark on the ultimate fishing expedition with our 12-hour day trip, the pinnacle of sportfishing adventures designed for the truly dedicated angler. This all-day voyage aboard the Cowboy is your gateway to the most remote and abundant fishing grounds, where you can immerse yourself fully in the art of fishing and the beauty of the open ocean. Set sail for an unforgettable day on the water with our 12-hour trip, offering the most intense and rewarding fishing experience possible. It’s a day of pure dedication to the sport, promising both the thrill of the chase and the peace of the vast, open sea. Join us aboard the Cowboy for an epic adventure that’s as rewarding as it is thrilling.
Trip Highlights:
– All-Day Fishing: This marathon trip is the epitome of a fishing enthusiast’s dream, offering endless opportunities to cast, troll, and battle the biggest catches. It’s an immersive experience that tests your skills and endurance but rewards you with the most memorable catches.
– Access to Prime Fishing Spots: With an entire day at your disposal, venture out to the farthest, most lucrative fishing zones. These waters are brimming with diverse species, offering you the highest chances of a successful and bountiful haul.
– A True Angler’s Adventure: The 12-hour duration allows you to experience various fishing techniques and strategies, adapting to the day’s conditions for the most rewarding experience. It’s ideal for those seeking the ultimate challenge and the richest rewards the ocean has to offer.
Fuel Surcharge Details: Please note that a $150 fuel surcharge is required for this extensive expedition, payable directly at the boat on the morning of your departure. This surcharge is essential for covering the additional fuel needed for this extended journey, ensuring we can provide the top-notch experience you expect and deserve.
Price Includes: 6 People
Upon arrival from your day on the water, your catch will be filleted and bagged for you and your family/friends to take home and enjoy!
Our Captain’s boat is equipped with a live bait well, which may be used to hold bait and other smaller fish you may catch.
Our Captains are prepared with all the equipment necessary to catch whatever may swim your way! All the rods, reels, tackle, and bait will be provided to target whatever species you are hoping to catch!
Aside from the species required to be released by law and some species that may not be recommended as table fair, whatever fish are landed while out on the water are yours to keep!
We had an awesome time ! Made our little guys world to catch a mahi mahi & barracuda! A day later still talking about it . Also nels was right that wahoo was the most delicious thing we have ate! Thanks again!
We went out with Tony and Will today and had a blast. First time deep sea fishing for half our group and they did not disappoint. We limited out on tuna for the day. A definite must do on your trip to Key West!!!
Great staff we had captain sparky and first mate John. They are so knowledgeable and have a eye like no one else. We got to experience a almost chance on a blue marlin but he got away due to no more line on the reel. This is one of the best experiences of my life with a truly hardworking amazing staff that wants their customers happy. We will be back for more fish soon happy with our Mahi-mahi we did catch
We had an exciting time catching fish of a lifetime with Captain Tony and Nells on the Sanctuary! My daughter and son in law always dreamed of catching a sailfish and that dream came true!! My son caught a really nice black fin tuna too. Even though those were the only fish we caught we all had a blast!
We went out on an 8hr trip with Captain Dalton and 1st Mate Jesse. We caught Mahi, blackfin tuna, and a yellow jack. They did a great job and we will definitely use this charter again.
Had a great time with this charter. We caught 6 Mahi Mahi, a shark, and lost a Wahoo. I maybe would have appreciated a little more instruction on the gear and review of safety. Otherwise, these guys were polite, funny, and very motivated. Kids had a great time! Thank you Captain Blue and Russia!!!
Pretty good day overall. I thought the trip was a little overpriced for the fish we caught. No big fish only yellow tail snapper. We were supposed to have 6 people on the boat, luckily only 4 showed up. 6 would have been pretty tight.
Great day of fishing on the Sanctuary with Captain Nels and Dalton! The fish were practically jumping in our boat! 17 keepers! They were both very knowledgeable and knew exactly where to take us to fill that cooler full of fish! Thanks for a great day!
10/10 experience with Captain Bobby and first mate Jesse. Would highly recommend, they were very good at showing you how to do stuff. Very nice guys, fun to fish with, definitely would go with them again!!
The crew was great! Capt. Nels got us on fish fast and the action didn't stop. Definitely recommend!
As a 24 year resident of Key West, and having been out on multiple boats , Cowgirl was BY FAR , the best experience I have ever had . Cpt Mark and mate John were amazing !!! They knew exactly where to go , and definitely put us on the fish . If you’re looking to go fishing in Key West , look no further than Cowboy/ Cowgirl charters .
Went out the day after the hurricane and followed the frigate birds to the sailfish. Great day with sailfish and a few barracudas thrown in. Capt and mate Will were great. We will see them again!
We had a great morning with Captain Chris and Will! There was some sailfish excitement off the back end of the boat and we came home with a bunch of beautiful mahi! Great music and conversation, can’t wait to book with these guys again!
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