Islamorada Sport Fishing Charters
Types of Charter Fishing Trips
Are you looking for an Islamorada Fishing Charter in the Florida Keys that has it all? The Catchalottafish of the Florida Keys Fishing Company is your one-stop-shop for fishing the beautiful waters of the Florida Keys. We have the experience necessary to replicate what you read in magazines and watch on Saturday morning TV.
The ‘Catchalottafish’ Islamorada fishing charter will make your dreams come true whether deep sea fishing in the offshore waters of the Gulfstream or fishing the reefs and wrecks throughout the Florida Keys. Our captains have what it takes to provide you with the fishing experience of a lifetime. We have the latest and greatest in safety and fishing equipment on our charter fishing boat, and the PROFESSIONAL demeanor to ensure that you, your family, and your guests have the absolute best fishing experience possible.
When it comes to Florida Keys fishing charters, there is no need to look any further than the Catchalottafish and the Florida Keys Fishing Charters Company!
Review 6-18-2025
I have been fishing with Captain James Chappell and his fleet three times now and don’t plan to ever fish with anyone else. Each time our limit was caught and it is always a memorable experience. The level of professionalism and knowledge is out of this world. Not to mention his boat has a great sound system so there is music always playing (if that’s your thing) that makes the trip that much more fun. Even when the fish aren’t biting, he still always finds a way to get you your limit (in my case) but regardless, is sure to make it a fantastic trip!
Jessica
About Our Islamorada Fishing Captains
Capt. James Chappell and Capt. William Bassett are the captains of the Catchalottafish which is part of the Florida Keys Fishing Company! These Islamorada fishing guides & Captains have a proven track record of success, and have more than 40 years of combined experience fishing the beautiful waters of the Florida Keys! They have been featured on many Saturday morning TV shows, and are frequently featured in various magazine articles such as “Pro Tips” for Florida Sportsman Magazine!
Captain James
Capt. James has been writing the fishing reports for the upper Florida Keys for Florida Sportsman Magazine for more than a decade, and he also writes for the “Islamorada Times”.
Captain William
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.
Demand the Best in the Florida Keys
Both of these Florida Keys fishing charter captains have the experience and aptitude to provide you an Islamorada Fishing Charter experience that is second to none. They will pull out all the stops to ensure your trip is the best! If you are tired of coming back to the dock and wishing you were on the “other boat” then you are in the right place. If you demand the best, then look no further than the ‘Catchalottafish’ and the Florida Keys Fishing Company! Give us a call at 305-803-1321 or 305-699-7428 to get your charter in the book today!
Check out our other charter trips like reef fishing, wreck fishing, offshore fly fishing, deep-sea offshore fishing, Swordfishing, Gulf fishing, tournaments, etc…
Need somewhere to stay? Check out our Fishing Vacation Packages.
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Review 3-18-2019
Highly recommend fishing with Catchalottafish Charters. Capt. James was our guide and he got us on the fish. Great boat ride as well. You don’t feel the waves on their centre console at all. Overall we had a great time and will be booking annually with them from now on.
Julie Wilson
Find us at the Bass Pro Shops® World Wide Sportsman in the Florida Keys
Catchalottafish Charters - Fishing In Islamorada Is Magical
It doesn’t matter if you are new to Islamorada sport fishing or searching for that WORLD RECORD catch, let Captain James and Captain William help you make your dreams come true! We offer the Florida Keys fishing opportunity of a lifetime. Book an Islamorada fishing charter with Catchalottafish Charters and the Florida Keys Fishing Company and come see why our fishing charters are some of the best in the Florida Keys.
We understand that many of you might be new to the area and don’t know any of us captains here in Islamorada. We work very hard to show everyone why booking an Islamorada fishing charter with Catchalottafish Charters is guaranteed to be one of the best fishing charters you will ever take. Our captains give 120% day in and day out. If you are looking for no-nonsense fish catching action, with all of the best equipment money can buy, then we are the Florida Keys fishing charter for you!
Call for an Unforgetable Fishing Trip
We love to teach our clients and encourage your participation. You won’t have a mate hooking your fish for you and handing you a rod. WE WANT YOU TO BE INVOLVED! Our goal is to make life-long friendships with everyone who fishes on our boat. We want our customers to learn about Florida Keys fishing and to have FUN! We fish more than 250 days per year and, 200 or more of those days are repeat customers and referrals. Our business is built on relationships, and we are truly blessed to be able to do what we love! We leave the dock in the morning, and come back when EVERYONE is happy!
Don’t wait – reserve your Islamorada fishing vacation now at (305) 803-1321 you will be glad you did!
From Technique to Equipment
We are very well versed in all aspects of saltwater fishing and have the best equipment available to ensure that whatever the conditions, we have it covered!
Whether it is Kite Fishing for Sailfish, beating up on the Groupers and Mutton Snappers on the deep reef, live chumming with Pilchards on the hump for Tunas, anchored up on the reef catching snappers and other reef species, dropping baits to depths over 1500′ for Swordfish offshore or deep dropping closer in, wreck fishing for Kingfish, high speed trolling for Wahoo, or fishing the ledges and wrecks in the Gulf of Mexico, we have the knowledge and experience to get the job done.
So come spend your day with us on the “CATCHALOTTAFISH”, where we will do just what the name says “CATCH A LOT OF FISH”!
Captain James has been featured several times on National and European Networks. From the Outdoor Channel, The Sportsman’s Channel, World Fishing Network, and ESPN Sports, to Fox Sports, Fieldsports Britian, and the SUN network.
Our Location in the Florida Keys
We are located at MM 81.5, at the World Famous World Wide Sportsman’s Bayside Marina! After spending more than a decade at Bud n’ Mary’s Marina, we decided to move here to grow our fleet and grow our pursuit of some of the most sought after game fish in the world! It is a pristine location with a new marina and everything you need right here on the property. There are 2 restaurants and 3 bars with Morada Bay and Pierre’s right next door. Plus an entire Bass Pro Shops’ World Wide Sportsman store 100 feet from our boats! It makes things very convenient and accessible with a fun and safe atmosphere for the entire family!
Islamorada Fishing Report
Captain James writes the offshore fishing reports for the middle and upper Florida Keys for Florida Sportsman Magazine and the Islamorada Times! Check back often to see what’s going on in the Florida Keys! See our most recent Fishing Report.
