High Stakes Charters

5950 Peninsular Ave
Key West FL, United States

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 Charters is a 53’ Striker Sportfisher powered by twin Detroit 871 twin turbo diesel engines. 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 (fish finder), 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.

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, ang


Select date to see available trips and rates:

Trip Date:
Days:
Persons:
  • Extended Full Day Trip
    10 hour trip, starts at 7:30 AM
    US$ 1600 private charter
  • Full Day Trip
    8 hour trip, starts at 7:30 AM
    US$ 1350 private charter
  • 3/4 Day Trip
    6 hour trip, starts at 7:30 AM
    US$ 1000 private charter
  • Half Day Trip (AM)
    4 hour trip, starts at 7:30 AM
    US$ 800 private charter
  • Half Day Trip (PM)
    4 hour trip, starts at 1:00 PM
    US$ 800 private charter
  • Sunset Cruise
    3 hour trip, starts at 5:00 PM
    US$ 400 private charter

About this listing

Boat Specs

Striker (Offshore sport fishing) originally built in 1977, and restored in 2017. Powered by 2 1000HP Detroit 8V-71 engines.

Length
53 ft
Capacity
6 persons
Types of Fishing
Nearshore Fishing
Offshore Fishing
Wreck Fishing
Fishing Techniques
Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Jigging
Drift Fishing
Kite Fishing
Targeted Species
 
Amberjack
 
Barracuda (Great)

 
Dolphin (Mahi Mahi)
 
Grouper (Black)

 
Grouper (Goliath)
 
Little Tunny (False Albacore)

 
Marlin (Blue)
 
Marlin (White)

 
Sailfish
 
Snapper (Yellowtail)

 
Tuna (Blackfin)
 
Wahoo
Amenities
Toilet
Two private restrooms
Air Conditioning
Fighting Chair
Pompanette Pro Series
GPS
Garmin 4210
Life Jackets
Fishfinder
Fly Fishing Equipment
bedroom
Flybridge
Snorkeling Equipment
Live Bait Well
Kitchen
Refrigerator
Multimedia System
Wireless Trolling Motor
Outriggers
Tuna Tubes
Spearfishing Equipment
Ice Box
Toilet
Two private restrooms
Air Conditioning
Fighting Chair
Pompanette Pro Series
GPS
Garmin 4210
Life Jackets
Trip Includes
Rods, reels & tackle
mainly Penn and Shimano
Live Bait
Lures
Catch cleaning & filleting
Snacks
Drinks
Soft drinks & water
First Mate
Fishing License Included
Lunch
Fly Fishing Equipment
Policies
FREE Cancellation
You can cancel or change your booking free of charge up to 3 days before the trip date.
Pickup not included
Transfer to/from departure site is not included in trip rates.

Other Policies  
Child Friendly
 
You Keep Catch
 
Catch and Release Allowed
 
Disabled Accessible
Payment

10% deposit charged upfront by FishingBooker 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: Cash, Visa, Mastercard, American Express.

About the Captain

Jason Jonas
Key West, Florida, United States
Member since June 2014
The team behind High Stakes Charters is a father/son pair with several decades of combined fishing experience. Capt. Don became a diver for the world-famous treasure hunter Mel Fisher at an early age of 16. Working with them for two decades, he went on to captain their He 85’ dive boat, JB Magruder. Capt. Jason followed in his dad’s footsteps and earned his captain’s license at 18. They have worked on honing their skills and constantly try to further their fishing techniques. Back in 2008, at the Drambuie Marlin tournament, Capt. Jason landed a 350 lbs Marlin, followed by media coverage, interviews, and articles. The duo is focused, professional, and knows the waters intimately. Whatever your skillset, this crew will give their best to make your trip the unforgettable fishing experience.
Response time: within an hour
Response rate: 100%

Key West Fishing Calendar

Customer Reviews

4.77 out of 5 stars from 26 reviews

Boat
Crew
Overall
5 stars
22
22
4 stars
4
4
3 stars
0
0
2 stars
0
0
1 star
0
0

Captain Jason and Heath were fantastic. The boat was spectacular and my family had fun catching fish and riding the crystal clear blue water.

Fished July 8, 2017
  • Boat
  • Crew
  • Overall
Fished July 3, 2017
  • Boat
  • Crew
  • Overall

Jason & Heath were both very knowledgeable

Fished June 30, 2017
Jason Jonas (The Captain)
Replied to this review on July 2, 2017

Thank you for the great day! Hope to fish with you guys again!

  • Boat
  • Crew
  • Overall