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High Stakes Charters

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Oceanside Marina, 5950 Peninsular Ave Slip #659, Key West, FL 33040
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Review Highlights
Highly recommended

What a great time fishing with the High Stakes charter team. The weather wasn’t great and the... read more

Reviewed 3 weeks ago
Spyke W
via mobile
Beautiful day to fish

Our crew was great for our first time deep sea fishing! I rode out on the bow and got some amazing... read more

Reviewed 3 weeks ago
angnott
,
Lexington, KY
via mobile
Read all 217 reviews
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Treat yourself to a one of a kind fishing experience in Key West Florida. High Stakes Charters offers a 53' Striker Sportfishing vessel. A/C, twin engines, tournament grade tackle, 2 staterooms, 2 bathrooms, full service galley and a spacious lounge area with leather couches. High Stakes is located at Oceanside Marina which is on the south side of the island. This means we are closer to the fishing grounds allowing you more time fishing the beautiful crystal clear blue water of the Gulf Stream. Our professional crew with 35 years combined fishing experience work extremely hard to catch Blue Marlin, Sailfish, Wahoo, Mahi Mahi, Black fin Tuna, Yellowtail Snapper, Grouper, a vast variety of sharks and much, much more.
  • Excellent98%
  • Very good1%
  • Average0%
  • Poor1%
  • Terrible0%
Travellers talk about
“captain jason” (45 reviews)
“wahoo” (23 reviews)
“tuna” (22 reviews)
LOCATION
Oceanside Marina, 5950 Peninsular Ave Slip #659, Key West, FL 33040
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JPMiles / Payback Arrow
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JPMiles / Payback Arrow
Reviews (217)
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All reviews
"captain jason"
in 45 reviews
"wahoo"
in 23 reviews
"tuna"
in 22 reviews
"deep sea fishing"
in 17 reviews
"fishing trip"
in 29 reviews
"these guys"
in 43 reviews
"great fishing"
in 12 reviews
"big fish"
in 7 reviews
"great trip"
in 13 reviews
"beautiful boat"
in 6 reviews
"hammerhead shark"
in 3 reviews
"catching fish"
in 5 reviews
"great company"
in 4 reviews
"sea sickness"
in 3 reviews
"the florida keys"
in 3 reviews
"mate"
in 37 reviews
"trolling"
in 14 reviews
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1 - 10 of 217 reviews

Reviewed 3 weeks ago via mobile

What a great time fishing with the High Stakes charter team. The weather wasn’t great and the quality fish escaped us but Captain Don and mate Heath never once gave up on us. The boat is awesome, the crew professional and they provided us with...More

Thank Spyke W
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 3 weeks ago via mobile

Our crew was great for our first time deep sea fishing! I rode out on the bow and got some amazing sunrise pictures. Within about a half hour my husband and I were catching fish. Unfortunately, I forgot to take Dramamine or Benadryl and a...More

Thank angnott
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 17 March 2018

My two college aged kids and I went out on a 3/4 day afternoon trip on Wednesday March 14th - upshot excellent trip! Jason put us on fish in really tough conditions. Details below. First, I'd like to say that I spoke with 3 charter...More

Thank NewRocMom
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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Reviewed 16 February 2018 via mobile

We had a great day of fishing with Heath and Capt Jason! Caught so much tuna we couldn’t bring it all back after giving some to the crew! Excellent service throughout the day and A+ sashimi 😋Would definitely recommend for anyone wanting to fish out...More

Thank William H
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 14 February 2018 via mobile

My first fishing trip, the crew was on it. They put us on the fish when no other boat s caught anything, all three of us got fish. 5 stars. Thank you Jason and heath.

Thank Mike H
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 9 February 2018 via mobile

We spent a short time with Jason and Heath and had such a good time. The fishing was good and the fellowship was great. I would highly recommend spending time with High Stakes charters. You will not be disappointed.

Thank David P
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 9 February 2018 via mobile

Amazing fishing, great crew, seven other charters out we were the only ones who caught anything, awesome hospitality. I wouldn’t choose any other than these guys

Thank 841codyw
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 7 January 2018 via mobile

We normally fish Islamorada light tackle, and thought we’d give big water, and big fish a shot. Start to finish, Jason & Sean were very nice, professional, and real knew their stuff. Great boat, and tournament grade tackle - all first rate. You can tell...More

Thank David T
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 2 September 2017

The Captain and the First Mate are so nice and funny! We have seen them working hard and returning to Oceans Edge Marina with a boat full of fish, but this was our first time joining. I couldn't believe how they knew exactly where to...More

Thank SarahSnorkel
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 24 August 2017 via mobile

Most awesome experience ever we had the best time caught so many fish, Great guys and made my husbands birthday the best one. Thank you for your great hospitality and made our vacation the best one ever!!!

Thank paulapollnow
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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