Cowboy Cowgirl Charters – Irish Cowboy
Cowboy Cowgirl Charters – Irish Cowboy
If you're looking for a charter that can cater to both families with kids going out for the first time, as well as a group of experienced sea wolves looking to tick off a catch from their bucket list, Cowboy Charters has you covered. Their goal is for you to have an exciting, memorable, and fun-filled journey every time you leave the dock and come back with a huge smile!
Join the captain on board their 40' flybridge, manufactured by the famous Luhrs company and restored in 2018. You can expect all the modern amenities and comforts on the 'Irish Cowboy'. A full-head toilet, showers, and a bed are available so you can take a break from fighting the gorgeous fish. The Irish Cowboy hasn't skimped on serious fishing equipment either, a flybridge, outriggers and downriggers, as well as a fighting chair, are all available on board to give you an added edge in getting that dream fish.
With Capt. Tim you will target a variety of excellent species in the area. Get ready to fight Blue and White Marlins, Mahi Mahi, Sailfish, Kingfish, Groupers, Blackfin Tunas, Wahoos, Snappers, Tilefish, Sharks, and anything else you run into! You'll get the chance to try out many different techniques, such as spinning, jigging, trolling, bottom fishing, or drift fishing with light and heavy tackle. For the adventurous anglers, kite fishing is also available, perfect for going after Marlins.
The first mate will assist you in any way possible, as well as clean and fillet your catch. Gratuity for the crew is appreciated, with 20% being the local norm. All required equipment will be supplied by the charter. There's no minimum age for kids with Cowboy Charters and anglers of all ages and skill levels are invited to join them on an exciting offshore adventure!
If you're looking for a charter that can cater to both families with kids going out for the first time, as well as a group of experienced sea wolves looking to tick off a catch from their bucket list, Cowboy Charters has you covered. Their goal is for you to have an exciting, memorable, and fun-filled journey every time you leave the dock and come back with a huge smile!
Join the captain on board their 40' flybridge, manufactured by the famous Luhrs company and restored in 2018. You can expect all the modern amenities and comforts on the 'Irish Cowboy'. A full-head toilet, showers, and a bed are available so you can take a break from fighting the gorgeous fish. The Irish Cowboy hasn't skimped on serious fishing equipment either, a flybridge, outriggers and downriggers, as well as a fighting chair, are all available on board to give you an added edge in getting that dream fish.
With Capt. Tim you will target a variety of excellent species in the area. Get ready to fight Blue and White Marlins, Mahi Mahi, Sailfish, Kingfish, Groupers, Blackfin Tunas, Wahoos, Snappers, Tilefish, Sharks, and anything else you run into! You'll get the chance to try out many different techniques, such as spinning, jigging, trolling, bottom fishing, or drift fishing with light and heavy tackle. For the adventurous anglers, kite fishing is also available, perfect for going after Marlins.
The first mate will assist you in any way possible, as well as clean and fillet your catch. Gratuity for the crew is appreciated, with 20% being the local norm. All required equipment will be supplied by the charter. There's no minimum age for kids with Cowboy Charters and anglers of all ages and skill levels are invited to join them on an exciting offshore adventure!
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Customer reviews
Rating
Anglers' gallery (93)
What anglers say
Reviews (120)
Anthony Chapman5.0VerifiedNewGreat Crew And Day On The Water
3/4 Day Trip (PM) on October 16, 2026 • 2 adultsThe bite was slow on the big fish, but caught some great eaters. The crew was very professional and did their best to get us bites. I would recommend them to anyone looking to get out for a day on the water.
Dave Foley5.0VerifiedHad the best time!!!
Full Day Trip on September 4, 2026 • 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.
Jessica Dorris5.0Verified6 hour trip
3/4 Day Trip (AM) on May 15, 2026 • 4 adultsGroup of 4 had a great time. A little slow catching at first but ended with 3 200lbs sharks, a 9ft Eel, and a 12ft shark that made us work hard to reel in. This trip is good for the whole family
John Freiler5.0VerifiedSailfish and mahi
3/4 Day Trip (PM) on July 1, 2023 • 6 adults • 4 childrenCaptian Chris and mate Will knew right where to go. They were dialed in to the fish and very knowledgeable about the waters. They put us on fish early and often on our 6hr charter. We caught so many mahi we told them to start throwing them back because we already had enough to eat. Will kept the baits fresh and worked the entire trip making sure the gear was ready for the big one. Which Capt. Chris found us in the last hour of the trip, a beautiful Key West sailfish! I would recommend this charter to anyone and will book again next time we are down.
Kelsey GreenRepeat angler5.0VerifiedMahi Mahi, snowy grouper, silk snapper
Full Day Trip on May 28, 2022 • 4 adultsThese guys are so good at what they do!! We did not go fishing - we went CATCHING!! I can’t say enough about Captain Pel & 1st Mate John giving us the best experience and showing us all the fishing techniques!!! From departure to return, these guys have it down to an art and know where the fish are!! I can’t recommend them enough. If we come back, we know who we are calling!! Thanks Pel & John for the BEST fishing trip and sending us back to TX with a freezer full of fish!! True fishing masters!
Matt BrumbaughRepeat angler5.0VerifiedBest charter I've experienced
Full Day Trip on May 31, 2021 • 2 adultsI've done multiple private charters in Cabo, PV, Curacao, Alaska, and Hawaii. My wife and I went down to the Florida Keys during memorial day weekend and didn't want to miss out on having a go at fishing there. I wanted to target Sailfish, albeit wasn't the ideal season for it, and Captain John and his mate Nelly went above and beyond in doing their best to go out far and shoot for it. While we didn't get one, we had plenty of action throughout a full day trip, getting a Sail and Marlin in the spread, and catching well over a dozen Mahis! We easily led the fleet in quantity for most of the day, rest assured, these guys know what they're doing and have fun with you doing it. I'll certainly be going back out with these guys!
Ben JohnsonRepeat angler5.0Verified3/4 Day with Captain AJ and Mate Russia
3/4 Day Trip (AM) on May 6, 2021 • 2 adultsWe did more catching than fishing. My wife and I got spoiled on our trip with Capt. AJ and Mate Russia. The Captain has a discerning eye and was clearly in his element. He worked with a quiet confidence and spoke like an old friend. With wild cheer, Russia worked like the madman he is. He never missed a beat while commanding the lines; a gifted mate for sure. I wish we would have booked the whole day. After catching a great number of Dolphin and a commendable Barracuda, we caught sight of a sizable Blue Marlin with forty minutes of fishing time left. The Captain's sharp eye kept us in play, but we just didn't have enough time. Right before we packed it in, we saw a handful of Dolphin do their best flying fish impersonations as they leapt only fifty feet away from our boat to escape the Marlin.
Aimee MccormickRepeat angler5.0Verified3/4 Day with Captain Cole
3/4 Day Trip (AM) on July 15, 2023 • 4 adultsOutstanding experience, Capt. Cole and Sean know their fishing. There were four of us, left on time and put us on fish quickly. Very laid back easy to get along with and knowledgeable. I would highly recommend them and would book again, we had a great time.
Kyle MooreRepeat angler5.0VerifiedReal Florida fishing
3/4 Day Trip (PM) on April 13, 2023 • 4 adults • 2 childrenGreat trip with experienced Captain and Mate. Went for the best tasting fish to eat - came home with the best tasting fish to eat. Real action with real anglers.
Sarah Wyatt4.7VerifiedHalf Day Trip with Captain Tom
3/4 Day Trip (AM) on July 5, 2020 • 6 adultsTom and Justin, these are the guys you want to take you fishing. When you think of a fishing charter, this is more than what you expect. With that being said, when it comes to fishing it does not matter how great of a guide you have because its called fishing not catching. However, we caught a lot of fish. And it was awesome. - Austin The Irish Cowboy charter was amazing! There was plenty of space on the boat, cold water and sodas, and, of course, great fishing. We caught Mahi Mahi, Bonito, and Barracuda. There were 6 of us + the Captain Tom and first mate Justin. We each were able to catch multiple fish which they cleaned for us at the dock. The best part was how nice the crew was. This was the best fishing charter we have ever experienced! We highly recommend this charter with Captain Tom!! - Sarah
Rating
Anglers' gallery (93)
What anglers say
All reviews (120)
The bite was slow on the big fish, but caught some great eaters. The crew was very professional and did their best to get us bites. I would recommend them to anyone looking to get out for a day on the water.
Thank you, Tony, for the fantastic 5-star review and for sharing your photos! We’re so glad you enjoyed your 6-hour fishing charter aboard the Irish Cowboy! Some days the big fish are hungry, and other days they make us work a little harder! That’s part of the adventure of deep sea fishing in Key West. We’re happy our crew’s professionalism and determination made your day enjoyable, even with a slower bite on the bigger fish. And bringing home some great eating fish is always a nice bonus! Our captains and mates work hard to give every guest the best fishing experience possible, regardless of what the ocean has planned for the day. Thank you for recommending Cowboy Cowgirl Sportfishing Charters, proudly family-owned and operated in Key West since 1965. We appreciate you fishing with us and look forward to welcoming you back aboard the Irish Cowboy for another offshore fishing adventure in the Florida Keys!
The 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.
Not every day you catch a white marlin! Truly an experience of a lifetime. Capt Woody and Talon worked non stop to put on some awesome fish. Marlin, Tuna, Mahi, Sailfish and shark. Awesome trip! Will certainly be back next year.
Thank you for the incredible review, Matthew! Catching a white marlin truly is the experience of a lifetime, and we’re thrilled you got to be part of such an epic day on the water. A lineup like Marlin, Tuna, Mahi, Sailfish, and shark all in one extended full-day trip is what offshore fishing dreams are made of. Captain Woody and Talon work extremely hard to stay on the fish and make every trip memorable, so we appreciate you recognizing the nonstop effort they put in throughout the day. Trips like this are exactly why we recommend extended full-day offshore charters for anglers looking for the ultimate Key West deep sea fishing experience—you never know what’s going to show up next. We truly appreciate you fishing with us and look forward to seeing you again next year for another adventure! And don’t forget-go to BiteBackBrand and under Local Legends, go to Cowboy to get your t-shirts and other gear.
Amazing experience with this charter. They c ustomized a trip for little ones to catch some bait fish and then swapped out for older anglers and some bigger game fish. Frank and Will were an awesome team and got us on fish early and worked hard to keep the rods bent and the lines tight. Total professionals and highly recommended. Enjoying fresh grouper tacos as I write this review!
Pryor, thank you for the outstanding review and for trusting us with a full-day on the Irish Cowboy. Love hearing the plan worked—starting the little ones on steady bait action, then shifting gears so the older anglers could tangle with bigger game. Capt. Frank and Mate Will pride themselves on keeping the rods bent and the boat organized so families can just fish and have fun. Fresh grouper tacos afterward is exactly how we like to see the day end! Next time you’re back, we can tailor another private charter for the whole crew—or, if you want a different kind of thrill, our shark adventures (inshore, reef, or deepwater) are a blast. And if you want to mix it up, we also run fishing & sandbar combo trips to cool off at the islands after the bite. Also, if you want a keepsake from the day, go to BiteBackBrand and under Local Legends, go to Cowboy to get your t-shirts and other gear. —Michelle & the Cowboy Cowgirl Sportfishing team Helpful Q&A Q: What’s the best trip for families with mixed ages/experience? A: A 4–8 hour private charter lets us start with easy action (bait, snapper, jacks) and then step up to larger targets as attention spans and conditions allow. Tell us your goals and we’ll build the day around them. Q: Can we keep fish and have it cooked locally? A: Yes—within Florida regs. We’ll fillet your catch at the dock and recommend nearby “cook-your-catch” restaurants so dinner is handled.
Group of 4 had a great time. A little slow catching at first but ended with 3 200lbs sharks, a 9ft Eel, and a 12ft shark that made us work hard to reel in. This trip is good for the whole family
Thank you for the great review! That’s what fishing is all about—sometimes you have to adapt to the conditions and switch things up to turn the trip into a success. We’re glad the crew was able to make the adjustment and get your group into some exciting action after a slower start. Three large sharks, a 9-foot eel, and a 12-foot fish that put up a serious fight definitely sounds like a memorable day on the water and a great experience for the whole family. Those unexpected trips often end up being the ones people remember most. Our captains work hard to read the conditions each day and do whatever they can to keep the rods bent and the trip exciting, so we appreciate you recognizing that effort. And don’t forget—go to BiteBackBrand and under Local Legends, go to Cowboy to get your t-shirts and other gear. Hope to see your group back out with us again soon!
FAQs about Cowboy Cowgirl Charters – Irish Cowboy
- US $1,100 per group - Half Day Trip (AM) (4 hours)
- US $1,100 per group - Half Day Trip (PM) (4 hours)
- US $1,400 per group - 3/4 Day Trip (AM) (6 hours)
- US $1,400 per group - 3/4 Day Trip (PM) (6 hours)
- US $1,600 per group - Full Day Trip (8 hours)
- US $2,000 per group - Extended Full Day Trip (12 hours)
- Toilet We have an enclosed bathroom on board for your privacy and comfort
- Air conditioning
- Fighting chair
- GPS
- Fishfinder
- Bed
- Flybridge
- Live bait well
- Outriggers
- Ice box
- Rods, reels & tackle
- Live bait (Prepared in advance or fished, included in price)
- Lures
- Catch cleaning & filleting (We don't charge extra for cleaning or filleting your catch—it's part of the mate's job. A customary 20% tip is appreciated to recognize their hard work)
- First mate (Gratuity is typically 20%)
- Fishing license (All necessary fishing licenses are included in the price, so you're fully covered and ready to fish)
- Inshore fishing
- Nearshore fishing
- Offshore fishing (How far we go offshore depends on the trip length: half-day trips stay closer to shore, 3/4-day trips go a bit farther, and full-day trips venture deeper for bigger catches. Our inshore shark trips stay near the coastline)
- Reef fishing
- Wreck fishing
- Backcountry fishing
- Light tackle
- Heavy tackle
- Bottom fishing
- Trolling
- Spinning
- Jigging
- Drift fishing
- Kite fishing
- Deep sea fishing
- Amberjack
- Dolphin (Mahi Mahi)
- Grouper (Black)
- King Mackerel (Kingfish)
- Marlin (Blue)
- Marlin (White)
- Sailfish
- Shark (Hammerhead)
- Snapper (Mutton)
- Tilefish
- Tuna (Blackfin)
- Wahoo
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Real catches by this captain
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Amberjack
Dolphin (Mahi Mahi)
Grouper (Black)
King Mackerel (Kingfish)
Marlin (Blue)
Marlin (White)
Sailfish
Snapper (Mutton)
Tuna (Blackfin)
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