Two people holding a large fish beside a boat in clear turquoise water.

Fishing

From skinny-water flats to deep-blue runs offshore, The Florida Keys give anglers plenty of ways to bend a rod. Sight-cast for Bonefish, Tarpon and Permit in the backcountry, or head for open water in search of Sailfish, Mahi-Mahi, Tuna and more. Local captains know the tides, the bite and the spots worth chasing, whether you’re hoping for a personal best or fresh catch for dinner. Around here, the hardest part is deciding where to fish first.

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Islamorada

DirtyBoat Charters

DirtyBoat — premier deep-sea fishing charters out of Islamorada, Florida Keys aboard a tournament-rigged 42′ Liberty.

Islamorada

A-Lil'Tail Charter

A Lil' Tail Charters — family-friendly private fishing charters in Islamorada, Florida Keys.

Islamorada

Kay K IV Fishing Charters

Kay K IV Fishing Charters — premier offshore fishing trips from Islamorada aboard a 40-ft Henriques.

Islamorada

Go Time Sportfishing Charters

Go Time Charters — private sportfishing & snorkeling charters in Islamorada, where expert guiding and smooth rides fuel Keys-adventure dreams.

Islamorada

Under The Radar Charters

Under The Radar Charters — back‑country and flats fishing in Islamorada where expert fly‑ and light‑tackle guide Riley Holden takes anglers into shallow‑water hotspots for tarpon, redfish, snook, bonefish and more.

Islamorada

Captain Dave Perkins Fishing Charters

Captain Dave Perkins Fishing Charters — personalized backcountry and flats fishing trips in the upper Florida Keys (Tavernier, Islamorada, Key Largo & the Everglades).

Islamorada

Benchmark Sportfishing Charters LLC

Benchmark Sportfishing — premier full-day sportfishing charters based in Islamorada, Florida Keys.

Islamorada

Miller Time Sportfishing

Fishing Charters Islamorada – Premier private charter boat adventures in the Florida Keys, offering reef, near-shore and offshore fishing trips for all skill levels.

Islamorada

Singing Reel Charters

Singing Reel Charters — premium sport‑fishing charters out of Islamorada, where an expert captain and a 42′ luxury fishing vessel deliver big‑fish adventures from reef to offshore.

Islamorada

Caribee Marina

Islamorada's boat shop at mile marker 81.5, selling Boston Whaler, Cobia, Axopar and Bluewater, with Yamaha certified techs in the service bays and racked dry storage running seven days a week. If you keep a boat in the Upper Keys, this is where it gets sold, serviced and stored.

Islamorada

Chelsea Charters

Florida Keys Charter Fishing — full-service offshore, reef and wreck charters out of Islamorada’s Whale Harbor Marina.

Islamorada

Capt. Easy Charters

Capt. Easy Charters — premier offshore and reef fishing charters based in Islamorada, Florida Keys.

Islamorada

Pelagic Raptors Charters

Captain Mike runs a 39 foot Contender with triple 300s and a Seakeeper stabilizer out of Islamorada, for up to six anglers. Trips run from four hours to a ten hour swordfish expedition, with tackle and your fishing license included.

Islamorada

Headshaker Sportfishing

Headshaker Sportfishing — expert inshore and near-shore charter fishing in Islamorada, Florida Keys.

Islamorada

Leatherneck Backcountry Fishing

Leatherneck Backcountry Fishing — veteran-owned Islamorada charter offering unforgettable backcountry, flats, and inshore fishing adventures in the Florida Keys.