High Stakes Charters runs offshore fishing trips with style. These fishermen have over three decades of combined fishing experience, and can put you on a variety of fish swimming around the waters of Key West.
From novice to pro anglers, anglers fishing with High Stakes Charters come back to the shore with a grin. And rightly so. Here you can find Mahi Mahi, Tuna, Blue Marlin, Snapper, Grouper, Wahoo, Sailfish and many other pelagics and bottom fish. Just one glimpse around the photos, and you will understand why many fishermen come back to fish together with Don and Jason Jonas.
This father/son duo aims to give their guests an exciting and unforgettable day on the water. When he was 16, Don became a diver for a prominent treasure hunter, Mel Fisher, subsequently captaining the crew’s 85’ dive boat. Jason was born and raised in Key West, and decided early on to follow in his father’s footsteps. The crew’s passion and love for fishing saw them discovering and testing the waters of numerous famed fishing destinations, including Belize, Mexico, Dominican Republic, Bahamas and more.
High Stakes is a 53’ Striker Sportfisher powered by twin 650 HP Caterpillars, capable of cruising at 25 mph. She can take up to 6 fishermen. The boat is rigged with an array of navigational and fish finding technology, such as a Garmin 4210 GPS and Sonar, as well as VHF radios. The vessel features two private bathrooms and 4 ACs on board, as well as a spacious seating area, with 3 leather couches. The galley is equipped with a refrigerator, microwave and sink, as well as electric two-burner cooktop. There are two staterooms on board, with one queen and two single beds.
High Stakes Charters is located at Oceanside Marina, on the south side of the island. All fishing gear is provided, as well as the fishing license. Pack your camera, prepare food and snacks, bring sunblock, a cap, sunglasses, and comfortable clothes. Hop on and let High Stakes help you get that fish.
FAQs about High Stakes Charters
- $1,200 per group - Half Day Trip (PM) (4 hours)
- $1,400 per group - Half Day Trip (AM) (4 hours)
- $1,600 per group - 3/4 Day Trip (6 hours)
- $2,000 per group - Full Day Trip (8 hours)
- $2,400 per group - Extended Full Day Trip (10 hours)
- Toilet Two private restrooms
- Air Conditioning
- Fighting Chair Pompanette Pro Series
- GPS Garmin 4212
- Fishfinder
- Bed
- Flybridge
- Live Bait Well
- Kitchen
- Refrigerator
- Multimedia System
- Outriggers
- Ice Box
- Rods, reels & tackle (Shimano)
- Lures
- Catch cleaning & filleting
- Drinks (Bottled water)
- First Mate
- Fishing License
- Nearshore Fishing
- Offshore Fishing
- Reef Fishing
- Wreck Fishing
- Light Tackle
- Heavy Tackle
- Bottom Fishing
- Trolling
- Spinning
- Jigging
- Drift Fishing
- Kite Fishing
- Deep Sea Fishing
- Amberjack
- Barracuda (Great)
- Dolphin (Mahi Mahi)
- Grouper (Black)
- Grouper (Goliath)
- Little Tunny (False Albacore)
- Marlin (Blue)
- Marlin (White)
- Sailfish
- Snapper (Yellowtail)
- Tuna (Blackfin)
- Wahoo
Meet the Captain
ID & License verified |
85 Customer reviews |
Response time 3 hours |
Member since June 2014 |
About this listing
Targeted species












Boat specs
Striker (Offshore sport fishing) originally built in 1977, and restored in 2019. Powered by 2 650HP Caterpillar C8.7 engines, with a maximum cruising speed of 22 knots.
Types of fishing
Fishing techniques
Amenities
Trip includes
Cancellation policy
You can cancel or modify your booking up to 7 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
Listing policies
Payment
When the captain confirms your trip, FishingBooker charges your credit card a 10% deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:



