Key West Charter Fishing Done Right

Come charter fishing in Key West with award winning Capt. Brad Simonds aboard his 43′ custom built charter fishing vessel, SOUTHPAW. We offer Key West fishing charters for up to 6 anglers. Our highly skilled fishing crew is kid friendly and courteous. Capt. Brad Simonds has over 30 years of experience in Florida Keys waters. Your captain is a multiple time winner of both local and international fishing tournaments as well as an Orvis endorsed guide.

We offer Key West Deep Sea Fishing, Key West Bottom Fishing, Key West Wreck Fishing, Key West Kite Fishing, Key West Live Bait Fishing, and Key West Light Tackle Fishing.

Our custom built charter boat SOUTHPAW is clean and well maintained with Key West’s best designed fishing layout. Our boat is quite literally the envy of the fleet. Why settle for less? Fish the best, SOUTHPAWFISHING.

  • Southpaw Features


    Huge stable fishing cockpit
    Large live wells with extra bait capacity
    Tuna Tower for sight fishing
    First class tackle
    Free fish cleaning
    Comfortable seating
    Clean rest room

  • Custom Fishing

    Custom Fishing

    Blue Water Fly Fishing
    Live Bait Kite Fishing
    Night Sword Fishing
    Night Snapper Fishing
    Tournament Sport Fishing
    Tortugas/Long Range Fishing Trips

  • Contact Brad

    Contact Us

    Captain Brad Simonds

    Cell: (305) 393-2306
    Phone: (305) 745-6502

    or Click Here to Email

  • Catch Big Fish on Light Tackle

    Catch Big Fish on Light Tackle

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