Reel Easy Charters

(14) Selling out fast!
5130 Overseas Highway
Key West FL, United States

Capt. John Jackson operates a professional fishing guide service from Hurricane Hole Marina, Key West. He was raised on Sugarloaf Key and has been fishing the area for over thirty years. While he is experienced in fishing for all the local species, Capt. John specializes in fishing for Permit and Tarpon, and offers guided fishing trips for anglers of all levels of ability to target these species and more.

Capt. John fishes aboard a 24ft Yellowfin powered by a 300 HP Mercury Verado engine. This is the perfect combination for speedy and agile fishing in a variety of waters, as the Verado is so quiet you can even fish for spooky species such as Tarpon and Permit while the motor is still running. Equipped with twin livewells, a built in cooler and a 10ft Power Pole anchoring system, the boat has everything on board to ensure a successful fishing trip.

You can practice a variety of different fishing styles with Capt. John, who offers calm water backcountry fishing for anglers of all ages, as well as reef and wreck and offshore trips. Most of the fishing takes place in the flats, the bays and the Gulf of Mexico. While he’s happy to instruct anglers in a variety of techniques, John personally prefers to use spinning gear with live bait such as mullet, pilchards, crabs and other white bait. He suggests that April, May and June are the best time to fish for Permit and Tarpon, and this is generally a very good time to fish the offshore and nearshore (reef) areas. In the winter many of the most productive trips take place in the backcountry, where Redfish, Snook and Trout thrive.

Capt. John offers you the opportunity to fish like a local with a local. He provides an honest and truthful service to his clients, catering for all abilities from beginner to pro fisherman. He has competed in fishing tournaments and knows the area very well, having been educated at Key West High School class of 87.

Capt. John Jackson operates a professional fishing guide service from Hurricane Hole Marina, Key West. He was raised on Sugarloaf Key and has been fishing the area for over thirty years. While he is experienced in fishing for all the local species, C

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About this listing

Boat Specs

Yellowfin (Skiff) originally built in 2014. Powered by a 300HP Mercury verado 300 pro engine, with a maximum cruising speed of 40 knots.

24 ft
4 persons
Types of Fishing
Inshore Fishing
Nearshore Fishing
Offshore Fishing
Fishing Techniques
Light Tackle
Heavy Tackle
Bottom Fishing
Fly Fishing
Targeted Species
Grouper (Black)
Grouper (Gag)

Grouper (Goliath)

Shark (Hammerhead)
Air Conditioning
Fighting Chair
Life Jackets
Fly Fishing Equipment
Snorkeling Equipment
Live Bait Well
Multimedia System
Wireless Trolling Motor
Tuna Tubes
Spearfishing Equipment
Ice Box
Life Jackets
Snorkeling Equipment
Trip Includes
Rods, reels & tackle
Live Bait
Catch cleaning & filleting
First Mate
Fishing License Included
Fly Fishing Equipment
FREE Cancellation
You can cancel or change your booking free of charge up to 7 days before the trip date.
Pickup not included
Transfer to/from departure site is not included in trip rates.

Other Policies  
Child Friendly
You Keep Catch
Catch and Release Allowed

20% deposit charged upfront by FishingBooker to guarantee your reservation. The remaining balance is to be paid directly to the captain on or prior to your trip date in one of the following payment methods: Cash, Visa, Mastercard, Checks, American Express.

About the Captain

John Jackson
Key West, Florida, United States
Member since January 2016
Born and raised in the florida keys I learned to fish at a early age. Fishing and diving became second nature. First working as a commercial fisherman and then adding professional guide to my resume. Third generation captain and professional guide. Tournament proven
Response time: within an hour
Response rate: 100%

Key West Fishing Calendar

Customer Reviews

4.57 out of 5 stars from 14 reviews

5 stars
4 stars
3 stars
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1 star

The trip started out with a phone call requesting we change days, which we cheerfully obliged. However when we arrived at the marina we were informed that we are not fishing with captain John on his boat rather one of his guides on a different boat

While the guide was certainly friendly and courteous he appeared to lack some experience
For example we spent the first hour of our trip searching for bait
I have fished all over the country and I know there are days they just don’t bite. However, I would expect a trip this expensive to be as advertised
Reel Easy seems to more concerned with volume than personal service

Fished May 24, 2017
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One of the best fishing experiences of my life.  Our guide, Jared, who works for the John S. Jackson fleet, put us on snapper and grouper, prior to hooking up monster yellow Jack, barracuda, and multi-species/variety of shark.  This was a bucket list trip for me originally (hypothetically) for tarpon and permit, but ultimately ended up being a bucket list trip due to my boat captain Jared and him making it an amazing day!

Fished May 7, 2017
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  • Crew
  • Overall
Fished May 4, 2017
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  • Crew
  • Overall