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Captain Jimmy Caldwell has been a member of FishingBooker since December 2025.

Captain Jimmy Caldwell's Profile - FishingBooker

Jimmy Caldwell

Captain Jimmy Caldwell, Pensacola, United States - FishingBooker

Two anglers proudly displaying their large Red Snapper catch after a successful fishing trip.

Panhandle Pirate Charters

Had a great time. Capt was really knowledgeable would definitely be using again 

Great time

January in Pensacola means gin-clear waters and some good fishing if you know where to look. Search for Speckled Trout and Flounder in the surf, Bull Reds off the beaches, and Sheepshead in the bay.

Pensacola inshore charters target Speckled Trout in the rivers and bayous, where the water can be very clear despite the chill in the air. Pompano roll into the surf as Spanish Mackerel appear in the bay.

Fishing conditions are on the up as spring threatens to break through. Fish for large female Trout in the shallow flats or sight fish the beaches for Redfish and Spanish Mackerel before the Cobia arrive.&nbsp;

The Cobia migration starts for real, fiving you plenty of fun whether sight fishing or on the reeds. Speckled Trout work their way into the bay, Redfish can be found in the flats, while Pompano appear along the beach.

The big news in Pensacola this month is the arrival of King Mackerel in the bay. Hit the bouth of the bay for your best results, or head to the reefs to tackle Amberjac. Meanwhile, Redfish is still abundant inshore.&nbsp;

Most people fishing in Pensacola are on the lookout for one thing: Red Snapper, as both state and federal waters open in June. Otherwise, King and Spanish Mackerel join Redfish in the inshore passes.

July means plenty of variety in Pensacola. Adventurous anglers will enjoy battling Sharks in shallow water. Cobia are caught around the reefs, while the big pelagic species arrive offshore to give you a bit of everything.&nbsp;

School's out, the sun is shining, and the fishing is red hot. Catch a 'Garbage Can Slam' inshore, as you go after Bluefish, Ladyfish, Mackerel, and Sharks. Meanwhile nearshore and offshore fishing is still strong!

With humid weather and consistent rain showers in the afternoons, most Pensacola fishing charters fish early in the day. Catch slot Redfish around the docks and small Mahi Mahi just beyond the nearshore reefs.&nbsp;

October is all about giant schools of big Bull Redfish. At this time of year they arrive from the Gulf to spawn around the passes. Sight fish on calm sunny days to try some of the best fishing in the Panhandle.

The Running of the Bull Reds continues! Join the fun for unforgettable fishing and serious bragging rights. Combine your trip with going after Flounder in the bay, and you'll head home with a delicious treat, too.&nbsp;

As the temperature drops, you'll begin to find large Speckled Trout in the bayous and rivers, while some huge Redfish remain around the beaches. Add Flounder to the mix, and you've got yourself a 'Grand Slam!'

Satisfied with the boat

Caught fish

Appropriate for children

Friendly captain

Good experience

4 Hour Trip

Angler proudly displaying a large Black Sea Bass while fishing on a sunny day in open waters.

Angler proudly displaying two large Red Snapper after a successful fishing trip.

Jimmy Caldwell

Charter

Panhandle Pirate Charters

Rating

All reviews (1)

Great time

What's biting with Panhandle Pirate Charters in Pensacola

Top catches for September