High Stakes Charters, Key West

5.0
#19 of 41 in Adventure in Key West
High Stakes Charters is located in Key West. Plan to visit High Stakes Charters and other customer-reviewed, writer-recommended Key West attractions using our Key West trip planner.
Create an itinerary including High Stakes Charters
map
© OpenMapTiles © OpenStreetMap contributors
High Stakes Charters Reviews
Rate this attraction
TripAdvisor Traveler Rating
TripAdvisor Traveler Rating 5.0
240 reviews
Google
5.0
TripAdvisor
  • These guys work let me tell you. Today was a slow day of fishing and these guys pushed it to the maximum. Today we caught 5 mahi mahi and one nice amber jack. I had three new anglers with me and they....  more »
  • My family and I recently went on a fishing charter with High Stakes and it was an experience of a lifetime. I have been on a few other deep sea fishing charters in the past but the High Stakes is...  more »
Google
  • These guys were awesome and worked their tails off to get us on some fish! The sea state going out was dicey but that did not deter them or us to brave it and end up catching some nice mahi. Laid back but highly knowledgeable. Thanks for a great time on the water!
  • My wife and I live in south Florida and brought some customers down to Key West to relax. Decided to fish with Captain Jason and his first mate Matt for two days. We had a great time even though the fishing was slow. We did, however, do better than the rest of the fleet both days! My wife and I do a lot of chartered fishing, usually up north a little, so we’ve seen about everything you can see in south Florida. The difference with this team is the high level of professionalism and skill. Matt even served up a plate of wahoo sashimi from my wife’s catch the day before. They were very patient with the novices on the boat and literally coached them to land every fish we hooked, which is critical when the fishing is slow. Matt was good about keeping the seaweed off the lines and they always had 6-7 lines in the water. Some boats barely get 4 lines in the water consistently. Captain Jason and Matt keep the boat clean, and because of its size, you can even sit out front and get some sun. You can’t swing a dead cat anywhere around South Florida without hitting 50 charter fishing boats, so finding the right one is hit or miss if you don’t know what you’re looking for. Make the effort to book with Captain Jason.
Places to stay near High Stakes Charters

Plan your trip to Key West

  • Get a personalized plan

    A complete day-by-day itinerary
    based on your preferences
  • Customize it

    Refine your plan. We'll find the
    best routes and schedules
  • Book it

    Choose from the best hotels
    and activities. Up to 50% off
  • Manage it

    Everything in one place.
    Everyone on the same page.

Popular things to do in Key West

See all ›
4.5
Duration:1 h 30 min
4.7
Duration:3 h
4.4
Duration:2 h 30 min

Side trips from Key West

4.3
Duration:3 h 30 min
4.0
Duration:2 h 30 min
4.3
Duration:2 h

Hidden gems in Key West

4.7
Duration:3 h
4.2
Duration:1 h 30 min
4.2
Duration:30 min

Museums in Key West

See all ›
4.9
Duration:2 h
4.8
Duration:2 h
4.8
Duration:30 min
4.3
Duration:30 min

Shopping in Key West

See all ›
4.6
Duration:2 h
5.0
Duration:2 h
5.0
Duration:1 h 30 min
5.0
Duration:1 h 30 min

Nearby attractions in Key West

4.0
Duration:2 h
4.8
Duration:4 h
3.6
Duration:2 h
4.6
Duration:1 h
4.7
Duration:3 h
4.9
Duration:2 h 30 min
4.6
Duration:2 h
4.2
Duration:1 h