The premier fishing charter in the Lower Keys and Key West. High Stakes is a 1977 53 Striker sportfish. We offer several different Key West fishing charters.
Deep Sea, wreck and bottom, shark, live bait and kite fishing. High Stakes is available for full, 3/4 and 1/2 charters. Don't miss out book your trip today!
07/24/2026
Striking distance!!
Day 1 leaderboard is LIVE from the Key West Marlin Tournament.
Pipe Dream leads the pack with 400 points, with Valentine, High Stakes, Contingent Sea, and Just a Lil More all within striking distance.
Plenty of fishing left and anything can happen over the next few days—stay tuned for daily updates.
Blue marlin release! 🔥
This is what offshore fishing in Key West is all about. After an incredible fight, we safely released this beautiful blue marlin to fight another day. Moments like these are why we love what we do.
Ready to chase the fish of a lifetime? Book your trip with High Stakes Charters and experience world-class sportfishing in Key West.
Grab the best performance fishing gear
📍 Key West, Florida
📞 (305) 294-8040
🌐 highstakescharters.com
MarlinFishing
Let’s go!!!
March 26–28 🎣
We’re running it back at the Key West Sailfish Tournament.
2024 Champions. 🏆
If you want to fish a real tournament with a team that knows how to finish, this is your shot.
Tournament info: https://kwst.profishingtournaments.com
Book with us: https://highstakescharters.com
📞 (305) 294-8040
Let’s do it again. 💪🎣
KeyWestFishing OffshoreFishing DefendingChamps
🚨 Last-Minute Opening! 🚨
We just had a cancellation and are available tomorrow for a full or 3/4 day charter.
Prime conditions and ready to fish 🎣
📞 Call (305) 294-8040 or visit highstakescharters.com to grab it.