About Us
At Florida Keys Fishing Company, we specialize in providing premier fishing charters in Islamorada—the heart of the world-famous Florida Keys. Whether you're searching for thrilling offshore adventures, reef fishing, or wreck fishing excursions, you've come to the right place. We’re committed to delivering unforgettable experiences on the water, backed by expertise, passion, and top-of-the-line equipment.​ ​When you choose Florida Keys Fishing Company, you’re not just booking a fishing trip—you’re signing up for an authentic Islamorada adventure led by a team that truly loves what they do. Let us show you why Islamorada is known as the Sportfishing Capital of the World.​​
Our
Mission
Our mission is simple: to create world-class fishing experiences that keep guests coming back.
Whether it’s your first trip with us or your twentieth, we go above and beyond to make each charter exceptional. From the moment you step aboard, our crew is committed to delivering a memorable, successful day on the water.
Islamorada – The Sportfishing Capital of the World
Nestled between the Florida Bay, Gulf of Mexico, and Atlantic Ocean, Islamorada is a world-renowned destination for saltwater fishing. Its turquoise waters are home to an unmatched variety of gamefish, making it one of the most productive fishing grounds in the western hemisphere.
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Islamorada offers something for the whole family. From white-sand beaches and world-class scuba diving to scenic parks and hiking trails, the area is rich in natural beauty and outdoor adventure. Explore local gems like Anne’s Beach, Founders Park, and Green Turtle Hammock Nature Preserve, or enjoy unique shopping experiences at local boutiques and the famous World Wide Sportsman’s Bayside Marina.
Islamorada isn’t just a fishing destination—it’s a place to relax, explore, and create unforgettable memories.
Meet Our Captains
Meet our expert captains who make every trip unforgettable with their experience, passion, and dedication to great fishing.
Capt. James Chappell
Captain James Chappell of Catchalottafish Charters and the Florida Keys Fishing Company has grown up fishing the beautiful waters of the Florida Keys, Dry Tortugas, Gulf of Mexico, and the Bahamas. As a native of the Florida Keys, he has decades of firsthand knowledge of these waters. He is very patient and persistent when it comes to putting his clients on their dream catch, and can pretty much do it all. From the Swordfish grounds out on the deep ledge, or the offshore scene for Mahi-Mahi, to the humps for Tunas and Amberjacks, he can do it all. Whether deep dropping for queen snappers, groupers, and tilefish or Kite fishing for sailfish, Captain James Chappell has the knowledge. He has fished the wrecks and reefs for giant Groupers, Mutton Snappers, Wahoo, and King Mackerel all the way to the reefs edge for Yellowtail and Mangrove Snappers and into the bay for tarpon. Utilizing all of the techniques necessary to catch the biggest and most fish possible! From live chumming to kite fishing, Capt. James has all the equipment and experience to ensure he gets it done! As the owner of the Florida Keys Fishing Company, Capt. James has surrounded himself with Captains that are like minded in both expectations and results. Each and every boat has the tools necessary to ensure your dream catch becomes a reality!
As an avid tournament captain, who often lands in the winner’s circle, he will stop at nothing to make his customers happy. His drive and determination is the reason for the growth of the FLORIDA KEYS FISHING COMPANY. Because Captain James strives to be the best, he partners with brands like PELAGIC, FREEMAN BOATWORKS, YAMAHA OUTBOARDS, SIMRAD YACHTING, SHIMANO FISHING, JL AUDIO, KRISTAL FISHING, DIAMOND FISHING PRODUCTS, MARSH TACKY CARBON, BASS PRO SHOPS, and several others that are arguably the best in the business. James has been featured several times on National and European Networks from the Outdoor Channel, The Sportsman’s Channel, World Fishing Network, ESPN Sports, Fox Sports, Fieldsports Britain, and the SUN network. He has also written the offshore fishing reports for Florida Sportsman Magazine for the past 10 years!
Capt.
William Bassett
William““WillBilly”” Bassett was born and raised in the Florida keys. He grew up working on charter boats in Islamorada, catching his first sailfish at 8 and his first blue marlin at 12. His father, an IGFA world record holding captain, began taking him at 10 years old as his second mate on his charter boat, the Sachem every weekend, holiday and summer to teach him the family trade. The two were even featured filming a tv show on OLN catching sailfish together. At the age of 15, Willbilly began fishing as the first mate on other charter boats winning local mahi tournaments and placing in sailfish tournaments throughout his teens. By 19 years old, he became one of the first in the world to hang a swordfish over 500 lbs daytime dropping. Willbilly started fishing internationally at 21 through 35 - reaching 17 countries and two oceans. In this time, he was able to catch over 8500 billfish, with 2611 billfish as his best season. He has caught all the species of billfish and tunas in both the Atlantic and Pacific Oceans. He has won blue marlin tournaments in 3 countries and placed in 11 tournaments in 5 countries. Willbilly has experience in most types of fishing - having done everything from commercial long lining to heavy tackle lure fishing. If it swims, he can catch it, having excelled in so many different types of fishing with over 25 years of experience working with beginner first time fishing clients to hardcore anglers - he can accommodate all levels of fisherman. He truly finds joy providing top level experience for all - his favorite thing is bending rods and smiling faces.