High Stakes Charters

5950 Peninsular Ave, Key West, FL 33040

(305) 294-8040

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Deep Sea Charter Fishing Key West with High Stakes Charters

High Stakes Charters delivers an unforgettable deep sea charter fishing Key West adventure. Led by Captain Jason Jonas—winner of the 2024 Sailfish Tournament and the 2013 Key West Drambuie Marlin Tournament—the crew has amassed over $200,000 in prize winnings, underscoring its tournament fishing expertise. The charter targets Sailfish, Marlin, Mahi, Wahoo, and Blackfin Tuna in the clear waters of the Florida Keys.

Operating from Oceans Edge Resort and Marina, High Stakes Charters offers private excursions aboard a 53’ Striker Sport Fisherman upgraded in Fall 2019 with twin 650 HP Caterpillar engines and equipped with a Garmin GPS XSV 12. Each expedition includes bottled water, sodas, tournament-grade tackle, fishing equipment, bait, ice, licensing, fuel, and fish cleaning services. Available options feature 1/2 Day (4 Hours – $1,200), 3/4 Day (6 Hours – $1,600), Full Day (8 Hours – $2,000), Extended Full Day (10 Hours – $2,400), along with specialized Marlin Charters (10 Hrs Summer – $2,800), Swordfish Charters (Per Day – $3,000), and Tournament Charters (Per Day – $3,000). High Stakes Charters ensures an exceptional fishing expedition for both novice and experienced anglers.