Fishing boat above water, marlin swimming underwater.

Fishing

From backcountry flats to the deep blue waters of the Atlantic Ocean and the Gulf, the Florida Keys are an angler’s dream. Cast for bonefish, tarpon, and permit in skinny water, or chase sailfish, mahi, and tuna offshore—the variety is unmatched. Local captains and charters know where the action is, whether you’re after a record catch or dinner for the grill. With easy access from every island, fishing here is less about luck and more about adventure. Rods ready? The Keys are always biting.

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The Lower Keys

World Angling

World Angling, founded by Captain Will Benson in 1999, offers expert fly fishing charters in Key West, specializing in tarpon, permit, bonefish, and barracuda.

Key West

Straw Hats Fishing Charters

Straw Hats Fishing Charters — private reef, wreck and offshore fishing charters in Key West where every trip is full‑boat (up to ~6 anglers) and fully equipped for a premier angling experience.

Key West

Cowboy Cowgirl SportFishing Charters

Cowboy Cowgirl Sportfishing Charters delivers family-owned, multi-generational guided fishing adventures in Key West—from shared offshore deep-sea trips to private shark hunts—aboard a fleet of expertly equipped boats.

Islamorada

A1A Watersports and Boat Rentals

A1A Watersports & Boat Rentals is a family-owned operation at Mile Marker 85.9 in Islamorada offering year-round jet ski tours, WaveRunner freedom rides, and self-guided boat rentals with a large fleet and guided island adventures.

Key West

ShadowCaster Flats Fishing

Keys Flats Fishing Guide — flats and back‑country light‑tackle fishing charter in Key West, where you target tarpon, bonefish, permit and other iconic species with experienced guides.

Islamorada

Three Waters Resort & Marina

Escape to Three Waters Resort & Marina for island luxury, ocean views, and endless adventure.Three Waters Resort & Marina, a Tribute Portfolio Resort, is a newly reimagined oceanfront destination in Islamorada, Florida, blending island charm with modern luxury.

Meetings Max
120
Total Space
1680 sq ft
Largest Room
1680 sq ft

Islamorada

Play Baby Fishing Charters

Play Baby Charters — high-performance deep-sea fishing charters in Islamorada where big-game action meets family-friendly service.

The Lower Keys

Captain Hook's Looe Key Reef Adventures

Explore vibrant reefs, snorkeling, diving, and fishing adventures at Big Pine Key!

Islamorada

Reel McCoy Fishing Charter

Reel McCoy Charters — premium offshore sportfishing trips in Islamorada, where expert guides and big-game action make unforgettable Florida Keys memories.

Islamorada

DirtyBoat Charters

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

Islamorada

Hold Tight Charters

Hold Tight Charters — expert flats, back-country and reef fishing charters out of Key Largo and the Florida Keys.

The Lower Keys

Fish Sugarloaf Key

Fish Sugarloaf Key — expert flat-water fishing charters on Sugarloaf Key targeting tarpon, bonefish, permit and sharks.

Key Largo

Living Aloha Excursions

Explore Key Largo eco tours and sunset cruises aboard Living Aloha Excursions.

Islamorada

Danica Anne Sportfishing

Captain Wayne Parker Fishing Charters — veteran-led private deep-sea and sunset cruises from Tavernier, Florida Keys.

Islamorada

Florida Keys Dive Center

Three-dive adventures, snorkeling & scuba charters from Islamorada with courses & lobstering.