Headshaker Sportfishing LLC

  • 24 ft Bay boat
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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. J...

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!

Popular Features:

  • Fishing License Included
  • Fish Cleaning Included
  • Children Welcome
  • Fishing Tackle Included
  • Fishing Trips with Headshaker Sportfishing LLC start at: $250.00

    View Trips
  • Your Captain will provide:

    • Catch Cleaning & Filleting
    • Fishing License
    • Fresh or Live Bait
    • Lures
    • Rods Reels Terminal Tackle

    You’ll need to bring drinks (no glass bottles), snacks, weather appropriate clothing, sunglasses, sunscreen, etc.

  • Weather cancellations are at your Captain’s discretion, your safety is their number one priority! You will receive a refund for any weather cancellation, or you can choose to reschedule your trip for a different date.

  • 126 Seminole Boulevard Tavernier, FL

    Your Captain will have you targeting the species biting most frequently on the days leading up to your trip!

Trips:

Micro Snorkeling Trip

$250.00

Sun

Price includes up to 2 guests

+$25.00 per additional guest, max 4 guests

8:00am - 10:00am EST (2 hours)
Deposit refundable up to 7 Days before the trip
Trip Details

2 hour snorkeling trip on one of the various patches off Islamorada.

Half Day Snorkeling Trip

$450.00

Sun

Price includes up to 2 guests

+$25.00 per additional guest, max 4 guests

8:00am - 12:00pm EST (4 hours)
Deposit refundable up to 7 Days before the trip
Trip Details

4 hour snorkeling trip on one or more various patch reefs off Islamorada.

Half Day Trip (AM)

$500.00

Sun

Price includes up to 2 guests

+$50.00 per additional guest, max 4 guests

8:00am - 12:00pm EST (4 hours)
Deposit refundable up to 7 Days before the trip
Trip Details

Our Half Day 4 hour trip will take you to the gulf, backcountry or on/off the reef. All of our fishing trips include rods, reels, tackle, lures, fresh or live bait and fishing license. For species such as Muskies, Tarpon and Sailfish, we are catch and release only. For other species, you keep your catch and we will clean and fillet it for you. We welcome children 10 years old and older on board.

Half Day Trip (PM)

$500.00

Sun

Price includes up to 2 guests

+$50.00 per additional guest, max 4 guests

1:00pm - 5:00pm EST (4 hours)
Deposit refundable up to 7 Days before the trip
Trip Details

Our Half Day 4 hour trip will take you to the gulf, backcountry or on/off the reef. All of our fishing trips include rods, reels, tackle, lures, fresh or live bait and fishing license. For species such as Muskies, Tarpon and Sailfish, we are catch and release only. For other species, you keep your catch and we will clean and fillet it for you. We welcome children 10 years old and older on board.

3/4 Day Trip

$650.00

Sun

Price includes up to 2 guests

+$50.00 per additional guest, max 4 guests

8:00am - 2:00pm EST (6 hours)
Deposit refundable up to 7 Days before the trip
Trip Details

Our 3/4 Day 6 hour trip will take you to the gulf, backcountry or on/off the reef. All of our fishing trips include rods, reels, tackle, lures, fresh or live bait and fishing license. For species such as Muskies, Tarpon and Sailfish, we are catch and release only. For other species, you keep your catch and we will clean and fillet it for you. We welcome children 10 years old and older on board.

Full Day Trip

$850.00

Sun

Price includes up to 1 guests

+$50.00 per additional guest, max 4 guests

8:00am - 4:00pm EST (8 hours)
Deposit refundable up to 7 Days before the trip
Trip Details

Our Full Day 8 hour trip will take you to the gulf, backcountry or on/off the reef. All of our fishing trips include rods, reels, tackle, lures, fresh or live bait and fishing license. For species such as Muskies, Tarpon and Sailfish, we are catch and release only. For other species, you keep your catch and we will clean and fillet it for you. We welcome children 10 years old and older on board.

Additional Features:

  • Saftey Equipment

  • Life Jackets
  • Fire Extinguishers
  • First-aid Equipment
  • Cpr-trained Crew
  • Flares
  • Vhf Radio
  • Navigation

  • Gps
  • Price Includes

  • Catch Cleaning & Filleting
  • Fishing License
  • Fresh Or Live Bait
  • Lures
  • Rods Reels Terminal Tackle

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