Key West Rebecca

Fishing headquarters

Welcome to the Fishing Headquarters, your ultimate guide to the best fishing charters in Key West! Whether you’re looking for deep-sea fishing, reef fishing, or a private charter experience, we’ve got you covered.  Our featured charters offer unforgettable experiences for anglers of all skill levels—whether you’re after trophy fish or a relaxing day on the water.

Find the perfect trip, book with ease, and get ready to cast your line in the world-famous waters of Key West!

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Ultra Grand Slam

Three Quarter Day Charter

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Above The Cut Charters

Six Hour Fishing Charter

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Flat Out Fishing Charters

Private Backcountry Fishing Trip

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Key West Conchlife Charters

Offshore Fishing Charters

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Key West Conchlife Charters

Inshore Fishing Charters

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Charter SeaClusion

Half Day PM

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Tighten Up Charters

Half Day Charter

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Charter SeaClusion

Full Day Trip

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Ultra Grand Slam

Full Day Charter

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Tighten Up Charters

Full Day Charter

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Above The Cut Charters

Full Day Charter

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Above The Cut Charters

Four Hour Fishing Charter

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Fish Monster Island Jane

FishMonster MAX Private Fishing Trip

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Linda D Sportfishing

Fishing Charter

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Gulfstream Fishing

Fishing – 10 AM Trip

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Tighten Up Charters

Dry Tortugas National Park Trip

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Gulfstream Fishing

Ashes Scattering | Memorial Service

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Tighten Up Charters

3/4 Day Charter

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Nice Guy Charters

3 Hour Fishing Charter

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Sunset Watersports

Sunset Dinner Cruise

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Lagerheads Watersports LLC

Sandbar Boat Rental W/Capt-Guide (up to 10 passengers) 4 Hours

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Sand & Sea Key West Charters

Offshore Fishing

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Sand & Sea Key West Charters

Lobstering & Spearfishing

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Sand & Sea Key West Charters

Combination Fishing Charter

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Pirate Adventure Charters

6 Hour Fishing Trip

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Seabound Charters

Swordfishing

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Seabound Charters

Offshore Fishing

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Seabound Charters

Lobstering

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Spencer’s Boatyard

23′ Sea Fox

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Spencer’s Boatyard

21′ Pathfinder

Featured activities