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High Stakes Charters

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Key West, FL, USA
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About High Stakes Charters
High Stakes Charters offers a 53’ Striker Sport Fisherman for deep sea fishing in Key West, Florida. You get so much more bang for your buck if you charter us. For starters you get a spacious 53' A/C sportfishing vessel. We can accommodate up to 6 guests. Reclining leather couches, two bathrooms, galley, fighting chair, tournament style tackle and crew with 35 combined years experience. In fall of 2019, High Stakes underwent a major engine room upgrade and restoration. We now have brand new 650 HP Caterpillar engines. This upgrade allows our customers more time fishing and less time traveling. It takes approximately 17 minutes and is a straight shot to the fishing grounds from Oceans Edge Resort and Marina, on the south side of the island. High Stakes is the FASTEST and BIGGEST boat for charter in Key West. Enjoying the magnificant waters off the Keys while catching fish is the perfect vacation! Come join us for your next Key West fishing trip!
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High Stakes Charters
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Amanda R wrote a review Oct 10
2 contributions
Fun experience! We caught a ton of mahi, a skipjack, and a couple of black fin tunas. The guys running the boat make things so easy and are extremely hospitable. The boat is clean as a whistle and you can tell they take great pride in taking care of it. Ladies, the bathroom is clean. Our teenagers had a blast and we highly recommend this charter because you’ll have so much fun!
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Date of experience: October 2021
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Soccermom202 wrote a review Sep 2021
32 contributions9 helpful votes
My friend and I had such a great time on our fishing charter with High Stakes! The crew was so friendly and knowledgeable. We had never done deep sea fishing before and they were very patient and helpful. Captain Jason was an excellent captain. Highly recommend!
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Date of experience: September 2021
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NTG26 wrote a review Aug 2021
Franklin Lakes, New Jersey8 contributions
I looked high and low for a Key West Charter that would fit our needs. I wanted a large enough boat to cater for 3 adults and 3 teenagers. I found it with High Stakes. The Captain and First Mate were terrific. We were novices and they walked us through everything we needed. The boat was well equipped. We cii hi ode a half day because of our inexperience and the Captain located plenty of fish for us. We could not have been happier.
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Date of experience: August 2021
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Dana B wrote a review Jul 2021
4 contributions
Captain Jason and Adam made this trip an exceptional outing. They made our first offshore trip very comfortable and fun. What an incredible catch made possible by the expertise of Jason and Adam. We highly recommend High Stakes Charter!
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Date of experience: July 2021
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Aubrey P wrote a review Jun 2021
4 contributions
Hands down the best fishing trip ever. Captain Jason and first mate Matt did an excellent job finding some fish in not so great fishing conditions.This trip was for my son's senior trip. Jason and Matt's hard work fighting the sea weed and putting us on some fish made his senior trip. He and his friends loved being out on the open sea as well as catching several Mahi Mahi and a few Skipjack tuna, enough to feed a party of 13 for dinner at Hog fish bar and grill. Hope to see you soon for another trip of a Life Time. Thanks, Captain Jason
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Date of experience: June 2021
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