Headshaker Sportfishing is based in Islamorada – The Sportfishing Capital of the World. We offer the best Gulf, Backcountry, Inshore and on or off the Reef trips in all of the Florida Keys!

Capt. Jerry Sondag will be guiding you along on your deep sea fishing trip in the Florida Keys. Capt. Jerry began fishing at a very early age, developing a lifetime of experience for both freshwater and saltwater fishing. His professional fishing career began in 2002, guiding charters in both Florida and Minnesota. He now runs charters in Islamorada year-round.

Your outdoor Florida fishing charter adventure with Capt. Jerry will set sail out of Islamorada, and depending on where the fish are at, you could end in the fishing grounds near Tavernier, Plantation Key, Key Largo, Layton, Duck Key, Marathon, and many other breath-taking locations in the Florida Keys.

Experience a comfortable ride on Capt. Jerry’s 24ft bay boat that is spacious enough for up to 4 passengers. A fighting chair, livewell, and flybridge make this vessel a great fit for fishing charters in Islamorada. You will find all the latest safety and fish finding equipment on board and snorkeling equipment for thos...

Headshaker Sportfishing is based in Islamorada – The Sportfishing Capital of the World. We offer the best Gulf, Backcountry, Inshore and on or off the Reef trips in all of the Florida Keys!

Capt. Jerry Sondag will be guiding you along on your deep sea fishing trip in the Florida Keys. Capt. Jerry began fishing at a very early age, developing a lifetime of experience for both freshwater and saltwater fishing. His professional fishing career began in 2002, guiding charters in both Florida and Minnesota. He now runs charters in Islamorada year-round.

Your outdoor Florida fishing charter adventure with Capt. Jerry will set sail out of Islamorada, and depending on where the fish are at, you could end in the fishing grounds near Tavernier, Plantation Key, Key Largo, Layton, Duck Key, Marathon, and many other breath-taking locations in the Florida Keys.

Experience a comfortable ride on Capt. Jerry’s 24ft bay boat that is spacious enough for up to 4 passengers. A fighting chair, livewell, and flybridge make this vessel a great fit for fishing charters in Islamorada. You will find all the latest safety and fish finding equipment on board and snorkeling equipment for those who feel like swimming.

We offer many trip options covering the Florida Keys and you will be provided with all the fishing gear and bait needed on each trip. No need to purchase a fishing license as it is including on each trip. We practice several fishing techniques including bottom fishing, trolling, drift fishing, deep sea fishing, kite fishing, spinning, and light tackle fishing.

Our Offshore trips target species such as Sailfish, Mahi Mahi, Tuna, Marlin, Snapper and Grouper. Our Inshore and Backcountry trips target Tarpon, Snook, Redfish, Permit, Jacks, Snapper, Sharks, Mackerel and more. Our crew will be happy to clean and fillet each catch after the trip and don’t forget to ask Capt. Jerry about the best hook and cook restaurants in town for dinner options.

Join Headshaker Sportfishing and Captain Jerry Slogan for a deep sea fishing adventure you will not soon forget! Book a trip with us today to get started on your Florida Keys fishing journey!