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Islamorada Deep Sea Fishing - DirtyBoat Sportfishing Offshore

Islamorada Deep Sea Fishing Charters

Sportfishing Capital of the World

Live Split Openings

Why Islamorada. Why DirtyBoat.

Islamorada earned the title Sportfishing Capital of the World for one reason: the fish are here. The Gulf Stream pushes closer to shore along this stretch of the Keys than anywhere else in the continental U.S. That means less running and more fishing. Period.

DirtyBoat runs out of Robbie's Marina — the epicenter of Islamorada's charter fleet. From our slip, we're on the reef in minutes and in the blue water shortly after. The 42' Liberty Express has 900 horses of twin turbo Cummins diesel. We get to the grounds fast and we fish hard when we're there.

Charter Types

Private Charters — The whole boat is yours. Up to 6 anglers. You pick the target, we build the game plan. Half day for reef and wreck action. Three-quarter and full day for offshore trolling — sailfish, mahi, tuna, wahoo. Or go all-in with a dedicated swordfish trip, deep-dropping past 1,500 feet with electric reels.

Split Charters — Solo or traveling with one buddy? We match you with other anglers to share the cost on a full-crew offshore trip. Same boat, same gear, same captain. Max 4 anglers so everyone gets rod time. No spectators on DirtyBoat.

What's Biting & When

Winter (Nov–Mar): Sailfish season. The migration pushes through Islamorada and the bite can be nonstop. Kite fishing and live-baiting along the edge. This is what puts Islamorada on the map.

Spring & Summer (Apr–Aug): Mahi-mahi flood the weedlines. Schools of dolphins stacked under debris, smashing everything in sight. Fast action, bent rods, coolers full of fillets. Tuna and wahoo mix in along the humps.

Year-Round: Swordfish. The gladiator of the deep. Islamorada is ground zero for daytime swordfishing — a technique pioneered right here in the Keys. We deep-drop with Lindgren-Pitman electric reels to 1,800+ feet. When a broadbill eats, you'll know it.

Why DirtyBoat

Captain Kit Carson is tournament-tested — Cheeca Presidential, Gold Cup, and more. That competitive edge translates directly to your charter. We read the conditions, adjust on the fly, and put anglers on fish. The name says it all: if the boat's clean, we didn't fish hard enough. Blood on the deck, fillets in the fridge. That's DirtyBoat.

Private Fishing Charter in Islamorada aboard the DirtyBoat

PRIVATE CHARTERS

The whole boat belongs to your crew. Command the 42' Liberty Express for up to 6 people.

Split Fishing Charter Islamorada - Shared Fishing Trips

SPLIT CHARTERS

Share the gold. Perfect for lone wolves or duos looking to join a high-end crew.

Target Species

Sailfish jumping on an Islamorada sailfish charter

Sailfish

The acrobat of the sea. Prime season: Winter.

Mahi Mahi fishing in Islamorada on the DirtyBoat

Mahi-Mahi

Fast action schools. Prime season: Summer.

Swordfishing in Islamorada with DirtyBoat

Swordfish

Deep dropping monsters. Available Year-Round.

Ship Features

When you're out past the reef, the vessel is your lifeblood. The 42' Liberty Express is a tournament-rigged sportfishing machine designed for comfort and combat.

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Air Conditioned

Escape the tropical heat in our fully cooled, plush salon while we cruise to the humps.

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Private Head

Full clean restroom facilities and fresh water sink for the whole crew.

Elite Gear

Tournament-grade Shimano and Penn tackle, plus electric reels for deep drops.

Check the Ledger

Select a date below to view all Private and Split charter availability.