Private Key West Charter Boat Fishing aboard The Southpaw - 43’ Custom Torres Sportfish

Fish aboard the 43’ Southpaw - a custom Torres Sportfish for awesome Key West Fishing Charters for up to 6 people; adults and kids welcome.
Florida Keys deep sea charter fishing with Captain Brad Simonds aboard the Southpaw.
Newer Boat - Experienced Captain - Live Bait Fishing at no extra charge.


    Southpaw Equipment

  • 43’ Custom Torres Sportfish
  • Huge Cockpit Space
  • Large Live Well Capacity
  • Tuna Tower
  • 20 Knot Speed
  • Comfortable and Clean
  • First Class Tackle
  • Free Fish Cleaning

  • Custom Fishing:
    • Blue Water Fly Fishing
    • Night SwordFishing
    • Daylight SwordFishing
    • Night Snapper Fishing
    • Tortugas/Long Range Fishing Trips

Flats and Back Country fishing trips available as well, aboard Captain Brads 17’ Maverick


Key West Flats - Back Country Charter Fishing

Key West Charter Fishing - Florida Keys Charter Boat Fishing - Swordfish, Sailfish, Dolphin, Tuna, Grouper, Snapper, Live Bait Fishing

Fish aboard the Key West Charterboat SOUTHPAW with award winning Capt. Brad Simonds. With over 25 years experience charterboat fishing in the Florida Keys, as well as destinations throughout the Caribbean; Capt. Simonds who is an Orvis endorsed fishing guide, brings a wealth of fishing knowledge and experience as well as a keen desire to make each fishing day a success for every charter client.

Our experienced fishing crew is kid friendly and courteous. We believe the SOUTHPAW offers clients the finest charter boat fishing in Key West. Built in 2002, the SOUTHPAW was designed and laid out specifically for Key West fishing. The SOUTHPAW was the 2007 winner of the Key West Challenge fishing Tournament, a charterboat only multi-species event. Don’t settle for less, fish the best, the SOUTHPAW.

Why fish aboard the SOUTHPAW?

charter boat fishing in key west florida

Key West Florida Fishing Charters - deep Sea charter boat fishing with Captain Brad Simonds aboard the Southpaw 43’ Custom Torres Sportfish Charter Boat. Newer Boat, Experienced Captain, Live Bait Fishing at no extra charge.

03-04-2008
March is the time for Spring Cleaning, so we hauled the boat out for yearly hull maintenance. We cleaned the hull and pressure washed the bottom. We scraped and prep’ed, then applied fresh bottom paint and new zincs. We painted the transom with a coat of clear awlgrip. The SouthPaw is ready for fishing.

Kings Point Marina - 5950 Peninsular Ave

Key West, Florida 33040

Phone: (305) 745-6502