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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
Fishing

This was our 2nd trip and like the 1st one it was awesome. Jason and Don't know their stuff... read more

Reviewed February 4, 2015
John K
via mobile
Jason Jonas is the man!!! Don't call anyone else!

We just finished up a Full Day of fishing (the only way to go) and had a fantastic day landing fish... read more

Reviewed January 17, 2015
UrDaddySC
via mobile
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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%
Travelers 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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101 - 110 of 217 reviews

Reviewed February 4, 2015 via mobile

This was our 2nd trip and like the 1st one it was awesome. Jason and Don't know their stuff. Already planning next years trip. Thank you guys

1  Thank John K
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
HighStakesCharters, Owner/Captain at High Stakes Charters, responded to this reviewResponded February 23, 2015

Thank you for taking the time and sharing your experience. It's greatly appreciated! Definitely looking forward to our next outing. Take care. -High Stakes Charters

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Reviewed January 17, 2015 via mobile

We just finished up a Full Day of fishing (the only way to go) and had a fantastic day landing fish after fish after fish. Highly, highly recommended.

2  Thank UrDaddySC
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
HighStakesCharters, Owner/Captain at High Stakes Charters, responded to this reviewResponded February 2, 2015

Thank you for taking the time and sharing your experience. It was great to get to hang out with you guys again. I'm looking forward to our next trip.

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Reviewed January 7, 2015

Where to start. Chartering a boat is one of those things, you really do get what you pay for. Please, if you really want to catch fish and take anything from this review, burn that sentence into your brain. On High Stakes, you get MORE...More

Thank Paul H
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
HighStakesCharters, Owner/Captain at High Stakes Charters, responded to this reviewResponded February 2, 2015

Thank you for taking the time and sharing your experience. This may be one of the best reviews I've ever received. It was a true pleasure to meet you guys. I can not wait for our next charters in April. I'm really looking forward to...More

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Reviewed January 1, 2015

My first fishing trip to Key West was one of the best fishing experiences of my life thanks to Don and Jason of High Stakes Charters! Don had us on the fish when other boats were not and Jason was a master of the poles...More

Thank Bob H
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
HighStakesCharters, Owner/Captain at High Stakes Charters, responded to this reviewResponded February 2, 2015

Thank you for sharing your experience. I truly appreciate it. It was a real pleasure to have you guys on the boat with us. I can't wait to do it again. Looking forward to it.

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Reviewed December 30, 2014

WOW! Don & Jason were the BEST Father/Son charter fishing professionals ever! If you are considering a fishing excursion anywhere in Florida...Book your trip with High Stakes Charters out of Key West. For my husband's 60th, I booked 3 days and he had a BLAST...More

Thank 35YearsTogether
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
HighStakesCharters, Owner/Captain at High Stakes Charters, responded to this reviewResponded February 2, 2015

Thank you for taking the time and sharing your experience. I really appreciate it. It was a true pleasure to have you guys on the boat with us. I can not wait till the next time we get to go out on the boat together.

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Reviewed December 6, 2014

Don and Jason made this trip so much fun we extended a 3/4 day charter into a full 8 hours! Even though it was our first ever charter trip in Key West they had us reeling them in like pros. We caught more Mahi-Mahi than...More

Thank Penny A
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
HighStakesCharters, Owner/Captain at High Stakes Charters, responded to this reviewResponded February 2, 2015

Thank you for taking the time and sharing your experience. It was a true pleasure to meet you guys and have you on the boat with us. I'm definitely looking forward to our next outing.

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Reviewed December 5, 2014 via mobile

Our team had an amazing day with Captain Jason and Captain Don. We landed a trophy sailfish and had a blast. These guys know what they are doing, kept it fun and the boat is amazing. I highly recommend them to all. We hope to...More

Thank Ann L
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
HighStakesCharters, Owner/Captain at High Stakes Charters, responded to this reviewResponded February 2, 2015

Thank you for taking the time and sharing your experience. It was a pleasure to have you out with us. We most definitely look forward to doing it again.

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Reviewed November 13, 2014

Folks, Jason and Don are the REAL deal!! This father/son duo knows how to put you on fish and ensure everyone has a blast!! Don is a long time treasure hunter, pilot and charter fishing captain and Jason (also a charter fishing captain) has been...More

Thank PMcC5522
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
HighStakesCharters, Owner/Captain at High Stakes Charters, responded to this reviewResponded November 23, 2014

Thank you for your kind words. We greatly appreciate you taking the time an writing us a review. It was a true pleasure to meet you folks. We had a great time out on the water and it even better time eating our catch at...More

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Reviewed September 8, 2014

After making a last minute ring around to try and get a charter for a last minute overnight stay in Key West, Jason got back to me straight away. The guys were patient and helpful regardless of our inexperience. The boat was comfortable and absolutely...More

Thank Rus1l
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
HighStakesCharters, Owner/Captain at High Stakes Charters, responded to this reviewResponded October 3, 2014

Thank you guys for the awesome review. It was a pleasure to spend the day with you folks. Hope you had a great time traveling to our vast and diverse country. Make sure you come back to Key West and fish with us again. I...More

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Reviewed August 8, 2014 via mobile

First time ever chartering a boat and all I can say is wow. Amazing guys who know what they are doing. You want to catch fish, call Jason. Fair pricing and a great time. An amazing experience .

Thank Matteopensa
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
HighStakesCharters, Owner/Captain at High Stakes Charters, responded to this reviewResponded August 27, 2014

Thank you taking the time to share your experience on Trip Advisor. Your feedback is greatly appreciated. It was our pleasure to spend the day with you guys. I look forward to our next adventure on the open ocean! -High Stakes Charters

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