Uncle Bear's Charters
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Uncle Bear's Charters is ran by Captain Kenny. The name of the business is inspired by his niece who has called him Uncle Bear her whole childhood do to his larger bear like appearance.
Captain Kenny wants to offer a fun and friendly charter for families with young kids but also provide experienced anglers a trip that includes our game fish in the area!
Captain Kenny had worked with other captains in the area for years, as well as fished here his whole life. Born and raised in the area and has never left because of his love for fishing!
If you book with Uncle Bears you can expect a fun trip targeting Snook, Reds, and Trout. We also offer near shore trips where we catch fish like Snapper and Grunts and even other near shore species like Tripletail and King Mackerel.
We cant wait to meet you and even more importantly, can't wait to go fishing together!
Uncle Bear's Charters is ran by Captain Kenny. The name of the business is inspired by his niece who has called him Uncle Bear her whole childhood do to his larger bear like appearance.
Captain Kenny wants to offer a fun and friendly charter for families with young kids but also provide experienced anglers a trip that includes our game fish in the area!
Captain Kenny had worked with other captains in the area for years, as well as fished here his whole life. Born and raised in the area and has never left because of his love for fishing!
If you book with Uncle Bears you can expect a fun trip targeting Snook, Reds, and Trout. We also offer near shore trips where we catch fish like Snapper and Grunts and even other near shore species like Tripletail and King Mackerel.
We cant wait to meet you and even more importantly, can't wait to go fishing together!

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We had such a great time on our fishing trip! He was extremely nice, patient, and helpful the whole time and made the whole fishing trip really fun and easygoing. The experience was fun, relaxed, and even better than we expected. He even let us stay out a little longer because he really wanted us to leave happy and hopefully catch something. You can tell he genuinely cares about his guests having a good time. Highly recommend booking with him!
We booked a 2-hour charter with Bear, and I’ll be straight with you—we didn’t catch any fish. But here’s the truth…this was still 100% worth it. First off, Bear is just a genuinely good guy. You can tell right away he cares about the experience, not just the catch. He was upfront, worked hard to get us on fish, and kept moving us to different spots trying to make it happen. It just wasn’t our day—sounds like it was slow for everyone out there. That said, we had absolutely perfect weather, saw massive schools of bait fish, and even a dolphin, which made the trip pretty special. More importantly, this turned into something bigger than fishing. I got two solid hours of uninterrupted time with my two sons—one heading into the Army and the other graduating next year. That kind of time is hard to come by, and this trip gave us exactly what we didn’t even realize we needed. There was a small scheduling hiccup beforehand, but it wasn’t on Bear, and he was ready to go the moment it was our time. He was also incredibly apologetic about the fishing, which honestly says a lot about his character. Fishing isn’t what it was back in the day, especially in Florida—but that’s not on the captain. What matters is effort, attitude, and experience… and Bear delivered on all three. If you’re looking for someone who’s going to give it everything he’s got and make sure you have a great time regardless of the outcome, book with Bear. We’ll be back—and next time, we’ll get ‘em.
My husband, boys and I had a great time with Captain Kenny!! We caught a cool catfish and a 22.5" red fish. If we weren't onto the fish he moved us around and he was very personable. We will definitely be fishing with him when we come back to Clearwater!!

Capt. Kenny was exactly what I was hoping fo in taking my son out on our first salt water fishing trip. He was very patient and extremely helpful with everything. He is willing to move around and find the fish. We will be booking with him again next year without a doubt.
I would definitely book this captain again! Good times!

So captain Kenny and I were talking about the Florida heat, and it was HOT, and the Florida tap water is warm enough to take a straight cold shower on a hot day and that’s what we do so my son gets home and tried to take an all cold shower when we got home hah! We caught fish first spot, Kenny is super knowledgeable of the sport. He had some insane casts into the mangroves and under docks, he knew things and taught us things that were definitely worth the trip for sure aside from just catching fish. He taught us about different species living in the causeway, he was able to identify a manatee by the ripples it was making in the surface of the water. He even kept us looking cause he knew it would surface. I almost hooked Kenny and he was completely chill!! Yeah I was the guy who cast with his bail locked!!! lol but he was completely cool. He helped my son learn and let him be hands on which to me was more than what I could have asked for today. My son has a blast today. Just a day we’ll remember hopefully for a long time. Thank you Kenny best of luck to you and yours!

Had 4 people 2 teenagers that caught a shark and spotted sea bass. My gf caught a spotted sea bass, red fish and snook. Not in season so we thru him back. Great trip. Give him a try. I caught a spotted sea bass, a nice 3 foot black tip shark and a few cat fish.

Captain Kenny was awesome ! Very knowledgeable, friendly and helpful. Got us on fish in less than perfect conditions.(it was a bit windy). Highly recommend and would book with him again ! My 12 yr old son , his friend and I had a blast ! Thanks Uncle Bears Charters !

Kenny was great. He kept us on the fish so we could make the most out of the trip. We caught a variety and we kept the good sized ones for eating! The weather was amazing and perfect for hitting all of the spots. Thanks again

Enjoyed a great time fishing with my son and grandson on Uncle Bear’s Charters! Captain Kenny and Captain Chris were tremendous guides and brought to the action. I would highly recommend Uncle Bear’s Charters!

We had such a great time on our fishing trip! He was extremely nice, patient, and helpful the whole time and made the whole fishing trip really fun and easygoing. The experience was fun, relaxed, and even better than we expected. He even let us stay out a little longer because he really wanted us to leave happy and hopefully catch something. You can tell he genuinely cares about his guests having a good time. Highly recommend booking with him!

trips like this are why I do what I do. thanks for booking cant wait till next time!
We booked a 2-hour charter with Bear, and I’ll be straight with you—we didn’t catch any fish. But here’s the truth…this was still 100% worth it. First off, Bear is just a genuinely good guy. You can tell right away he cares about the experience, not just the catch. He was upfront, worked hard to get us on fish, and kept moving us to different spots trying to make it happen. It just wasn’t our day—sounds like it was slow for everyone out there. That said, we had absolutely perfect weather, saw massive schools of bait fish, and even a dolphin, which made the trip pretty special. More importantly, this turned into something bigger than fishing. I got two solid hours of uninterrupted time with my two sons—one heading into the Army and the other graduating next year. That kind of time is hard to come by, and this trip gave us exactly what we didn’t even realize we needed. There was a small scheduling hiccup beforehand, but it wasn’t on Bear, and he was ready to go the moment it was our time. He was also incredibly apologetic about the fishing, which honestly says a lot about his character. Fishing isn’t what it was back in the day, especially in Florida—but that’s not on the captain. What matters is effort, attitude, and experience… and Bear delivered on all three. If you’re looking for someone who’s going to give it everything he’s got and make sure you have a great time regardless of the outcome, book with Bear. We’ll be back—and next time, we’ll get ‘em.

I’m so happy you guys had a great time. best of wishes to your boy going into the service! I know he will do great things!
My husband, boys and I had a great time with Captain Kenny!! We caught a cool catfish and a 22.5" red fish. If we weren't onto the fish he moved us around and he was very personable. We will definitely be fishing with him when we come back to Clearwater!!

had such a great time with yall! cant wait till next time.
we didnt have alot of tiem on our last day . but , it was well worth it next time we will making ar least a 3 hour trip to do this . the captain was great ! great company , great humor curtious kind and determined wirh the little time we had . Thank you !!

happy to have yall

Capt. Kenny was exactly what I was hoping fo in taking my son out on our first salt water fishing trip. He was very patient and extremely helpful with everything. He is willing to move around and find the fish. We will be booking with him again next year without a doubt.

glad you had fun! excited to see yall again next year!
Belleair Bluffs, Florida, United States
Capt. Kenny runs trips out of Belleair Bluffs aboard 23 ft Nautic star Bay boat. The crew has you covered if you wish to try spinning, or other techniques. The only way to learn is to join them on the water.
If it is unsafe to travel, you may still cancel free of charge or change the date(s) of your booking.
Pickup agreed upon reservation
Transfer to/from departure site may be available and included in price depending on your location and distance from the dock.
When the captain confirms your trip, FishingBooker charges your credit card a 20% 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:
Cash
