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Fly Fishing, Light tackle
Inshore, Nearshore, Flats
Beginner, Intermediate, Advanced
Located in Islamorada, Florida, Captain Josh Checkeroski offers fly fishing and light tackle fishing charters for Tarpon, Bonefish, Permit, Snook, Redfish, Jack Crevalle, Snapper, and more!
Whether on the hunt to catch as many Florida Keys species as possible, or focused on stalking Permit on the flats, Captain Josh looks forward to sharing this world-class fishery with you.
Captain Josh's fly fishing guiding career spans over 10 years and multiple diverse geographies. Excellent with beginners and experts alike, Captain Josh has seen it all.
From guiding for Salmon and Steelhead in Michigan, to catching Brown Trout and Rainbow Trout in the Grand Tetons of Wyoming, to the breathtaking saltwater species of the Florida Keys, Josh's infatuation with the journey is what keeps him on his toes. He is a student of the sport, and enjoys teaching anglers how to cast and present flies as much as he enjoys watching anglers set the hook, fight the fish, capture the picture, and the release.
From casting artificial lures at Snook and Speckled Trout to targeting Permit, Bonefish, and Tarpon on the fly, Captain Josh looks forward to providing the gear, knowledge, experience, and passion necessary for a fantastic day fishing the Florida Keys.
Click "See Dates" to Search It, Book It, Live It with Captain Experiences and Captain Josh Checkeroski of Moon Cast Anglers out of Islamorada, Florida!
Feel free to enjoy responsibly. No glass allowed.
No lunch provided.
No cleaning service provided.
No lodging provided.
No, this boat does not have a bathroom on board.
Islamorada, FL, USA
06:00 AM, 07:00 AM, 08:00 AM, 09:00 AM
Having fished with Capt. Checkeroski over the last five years between Florida, Idaho, and Mexico, I have come to know him as a hardworking guide and friend. Each time I step in his boat I’m always impressed with his level of professionalism and determination to make the most out of every minute of every trip. My last trip was no different as we chose different fishing locations throughout the week based on weather and tides. While Josh prefers to target fish on the fly he rarely turns down the opportunity to throw conventional tackle when the conditions suggest. Although I was originally reluctant to “spin fish” on a windy overcast day with less than ideal tides, we managed to jump multiple tarpon and bring a handful of snook to hand by being versatile and leaving my ego at the dock. This is just one example of Josh’s unique ability to find fish when other guides are struggling to find them.
Captain Josh took us fishing in the Everglades. He is an obvious Type A and was highly motivated to make sure the trip was a success. He knows the water and fish extremely well and was dead accurate on where the fish were and how to catch them. He has a great personality and we felt very lucky to have the opportunity to fish with him. My only complaint is the 8 hour day flew by because we were having so much fun.
I’ve known the captain from my time out West where he outperformed others in the fresh. In heading to the Florida Bay with the kids for a day, I made the call and with no hesitation Josh customized my day to maximize the good times. Showed up promptly, clean boat, great attitude and we proceeded to be in nonstop action for the entire time. His passion for the Florida Bay and the greater Everglades was clearly evident when spending the day with him. With all the choices of guides out there, you can’t go wrong with Checkeroski!!
All tackle, rods and reels, live bait as needed and a cooler full of ice and water
At an additional rate
Beverages beyond water and any food. Sunscreen. SPF clothing. Hat, polarized sunglasses.
Payment & Tipping
After paying the deposit, a QR Code will be emailed. Your guide will take a picture of the QR code to automatically transfer the remaining balance. The only cash needed is for a 10-20% customary tip.
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