Permit Sport Fishing
Islamorada Permit Fishing Charters

Sight-Fishing Tailing Permit
Target Trophy Permit on the Flats and Wrecks of the Florida Keys
Permit are one of the most respected gamefish in the Keys because they are smart, spooky, and stubborn once hooked. This is not blind fishing. We hunt them. On the flats, we ease along looking for tails and dark shapes sliding over white sand and turtle grass. On the wrecks, we focus on current, structure, and bait. When a permit finally eats, you will know it! Get ready for long, steady runs and a fight that does not quit. If you want a true challenge and a real shot at a trophy fish, this is the trip.
Permit do not give you many easy chances. On the flats, everything matters: light, tide, wind, angles, and presentation. We set up on classic Islamorada flats where permit travel, feed, and tail, watching for nervous water and those distinctive black tails breaking the surface. On the wrecks, we time the current and drift, presenting baits where permit hold above structure. Either way, when one commits, it is a serious fish on the end of the line.
What You’ll Experience
- Departure timed around the best tides and conditions for permit movement, either on the flats or around wrecks.
- Running to selected flats, edges, or offshore structure where permit regularly travel and feed.
- On the flats: slow, quiet approaches, scanning for tails, wakes, and cruising fish in clear shallow water.
- On the wrecks: positioning over structure and working baits or jigs through the zone where permit are marking and feeding.
- Instruction on reading fish behavior, casting angles, and how to feed a cautious permit without spooking it.
- Long, determined runs once hooked, permit fight deep and hard, and you will earn every inch of line back.
Boat, Capacity & Trip Details
Vessel: 23′ Sea Craft Open Fisherman (stable, dry ride, with canvas T-top for shade)
Capacity: Up to 6 anglers
Trip Durations: ½ day, ¾ day and full-day trips depending on tide windows, distance to structure, and your goals. Many serious permit trips are better planned as three-quarter or full-day charters.
What’s Included:
• Live bait & bait rigging
• Rods, reels, line, tackle
• Ice, water & cooler
• Fishing licenses & permits
• Captain & crew
What to Bring: Quick-dry clothing, sunscreen, sunglasses, hat, sunscreen, snack/lunch, camera, comfortable shoes
Permit Photo Gallery
Ready to Hunt for Permit in Islamorada?
If you have ever wanted a real shot at a permit in the Florida Keys, this is the place to do it. Book your Islamorada Permit Fishing Charter with Captain Killgore and we will build the trip around conditions, tides, and your experience level. Let us know whether you prefer flats, wrecks, or a mix, and we will plan accordingly.