Live Split Openings
Live Open Spots
→ View All DatesWhat Kind of Fishing Charter Should You Book?
Book a private charter if you want the whole boat and a trip built around your group. Book a split charter if you are a solo angler or couple who wants real offshore fishing without paying for the whole boat. Choose half-day for quick reef action, 3/4 day for the best all-around value, full day for max flexibility, and swordfish if you want the deep-water big-game version of combat.
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Half Day
Fast reef and wreck action. Good for families and first-timers.
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3/4 Day
Best overall value. Reef plus offshore options in one trip.
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Full Day
More range, more flexibility, and better odds at big offshore fish.
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Swordfish
A serious deep-drop expedition for anglers who want a trophy shot.
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 CHARTERS
The whole boat belongs to your crew. Command the 42' Liberty Express for up to 6 people.
SPLIT CHARTERS
Share the gold. Perfect for lone wolves or duos looking to join a high-end crew.
Target Species
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.
- Air Conditioned
- Escape the tropical heat in our fully cooled, plush salon while we cruise to the humps.
- 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.
Islamorada Charter FAQs
What types of charters do you offer?
Private charters, split charters, half-day trips, 3/4 day offshore trips, full-day trips, and daytime swordfish expeditions.
What fish can you catch in Islamorada?
Sailfish, Mahi, Swordfish, Wahoo, Tuna, Kingfish, Snapper, Grouper and more, depending on season and conditions.
Should I book private or split?
Private is best for groups and custom trips. Split is best for solo anglers and couples who want to share the cost.
Why fish out of Islamorada?
Islamorada puts you closer to the Gulf Stream, reef, and Humps, which means less running and more time fishing.
Check the Ledger
Select a date below to view all Private and Split charter availability.
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Call to Book
That day's either booked solid or off our regular schedule. Call us — we keep a waitlist for last-minute openings, and we work with a fleet of sister boats that can run if we can't.
📞 Call (305) 209-5594 See Sister-Boat Fleet →