Uncle Bear's Charters 

4.8/5 (23 reviews)
 South Belleair Causeway 541S, Belleair Bluffs, FL 33770, United States

Uncle Bear's Charters 

4.8/5 (23 reviews)
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South Belleair Causeway 541S
Belleair Bluffs, FL, United States
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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!

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Rating

4.8
23 reviews
5
20
4
1
3
0
2
1
1
0
4.7
Boat & equipment
5.0
Captain & crew
4.8
Fishing Experience

Anglers' gallery (33)

Heck yeah!
A young boy wearing a colorful life jacket and sunglasses enjoys a sunny day on a boat, with a scenic view of the city skyline in the background.
A young angler proudly displaying a Speckled Trout while fishing on a boat, showcasing a fun day on the water.
A young angler proudly holding a colorful Pufferfish while fishing with an adult on a boat.
Sometimes you win, sometimes you still win when skunked.
Angler smiling while holding a small shrimp on a fishing rod, enjoying a day on the water with a city skyline in the background.
+27

All reviews (23)

Filter
Showing 15 of 23 reviews
Chris Austin
Chris Austin
us
Maine, US
Member since 2026
4.7
Verified
Sometimes you win, sometimes you still win when skunked.
2hr PM on April 2, 20263 adults
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.
Review media 0
Response from Captain
April 3, 2026
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!
0
Timothy Lamond
Timothy Lamond
us
Pennsylvania, US
Member since 2025
5.0
Verified
Father Son Trip Memories with Captain Kenny and Cold Showers!
2 Hour Trip (AM) on August 26, 20251 adult1 child
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!
A young angler watches as an adult prepares to unhook a freshly caught fish on a sunny day out on the water.
A cormorant swimming in calm waters, showcasing the serene fishing environment.
A young angler proudly displaying a Speckled Trout while fishing on a boat in calm waters.
A young angler enjoying a sunny day on a fishing boat, seated comfortably with fishing gear visible in the background.
A young angler proudly displaying a small fish while fishing on a calm day, with a scenic waterfront in the background.
A young angler proudly displaying a Redfish while fishing in calm waters, with a scenic backdrop of buildings and blue skies.
A young angler and an adult are preparing to catch fish on a calm day, showcasing a family fishing experience on a boat.
A father and son smiling together inside a boat, ready for a fishing adventure on calm waters.
A young angler is actively reeling in a fish while an adult assists on a sunny day, showcasing a hands-on fishing experience.
A young angler proudly displays a Redfish while fishing with family on a sunny day, showcasing a fun and engaging fishing experience.
+3
Reported catch:
Redfish
0
Lisa Helget
Lisa Helget
us
Minnesota, US
Member since 2026
5.0
Verified
New
excellent short trip
1hr on April 25, 20263 adults
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 !!
0
Josh Staggs
Josh Staggs
us
Michigan, US
Member since 2026
5.0
Verified
New
Great with my 7 year old son.
2hr PM on April 10, 20261 adult1 child
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.
A young angler proudly holding a colorful Pufferfish while fishing with an adult on a boat.
A young angler proudly displaying a Speckled Trout while fishing on a boat, showcasing a fun day on the water.
A young boy wearing a colorful life jacket and sunglasses enjoys a sunny day on a boat, with a scenic view of the city skyline in the background.
Reported catch:
Spotted Seatrout
Response from Captain
April 11, 2026
glad you had fun! excited to see yall again next year!
0
Matt Keck
Matt Keck
us
Illinois, US
Member since 2026
5.0
Verified
Fantastic trip!
2 Hour Trip (AM) on March 26, 20262 adults2 children
Kenny took out our family of four with two kids 10 and 8 for some intercoastal fishing. He took us to multiple different spots and was great with the kids. Thank you for a great trip out! We would highly recommend and look forward to doing it again the next time we are in the area.
Response from Captain
March 30, 2026
Glad yall had fun excuted to see you again!
0

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
May 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
1hr
Non-refundable
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
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Starting time
1 hour trip starts at 8:00 AM
US $250
Entire boat: 2 people
1hr pm
Non-refundable
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
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Starting time
1 hour trip starts at 12:00 PM
US $250
Entire boat: 2 people
2 Hour Trip (AM)
Non-refundable
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Starting time
2 hour trip starts at 8:00 AM
US $300
Entire boat: 2 people
2hr PM
Non-refundable
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
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Starting time
2 hour trip starts at 12:30 PM
US $300
Entire boat: 2 people
3 Hour Trip (AM)
Non-refundable
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Starting time
3 hour trip starts at 8:00 AM
US $450
Entire boat: 2 people
4 Hour Trip (AM)
Non-refundable
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
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Starting time
4 hour trip starts at 8:00 AM
US $600
Entire boat: up to 3 people
4hr PM
Non-refundable
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
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Starting time
4 hour trip starts at 12:30 PM
US $600
Entire boat: up to 3 people
6 Hour Trip (AM)
Non-refundable
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
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Starting time
6 hour trip starts at 8:00 AM
US $800
Entire boat: 2 people
There are 7 people looking at this charter.

Rating

4.8
23 reviews
5
20
4
1
3
0
2
1
1
0
4.7
Boat & equipment
5.0
Captain & crew
4.8
Fishing Experience

Anglers' gallery (33)

Heck yeah!
A young boy wearing a colorful life jacket and sunglasses enjoys a sunny day on a boat, with a scenic view of the city skyline in the background.
A young angler proudly displaying a Speckled Trout while fishing on a boat, showcasing a fun day on the water.
A young angler proudly holding a colorful Pufferfish while fishing with an adult on a boat.
Sometimes you win, sometimes you still win when skunked.
Angler smiling while holding a small shrimp on a fishing rod, enjoying a day on the water with a city skyline in the background.
+27

All reviews (23)

Filter
Showing 15 of 23 reviews
Chris Austin
Chris Austin
us
Maine, US
Member since 2026
4.7
Verified
Sometimes you win, sometimes you still win when skunked.
2hr PM on April 2, 20263 adults
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.
Review media 0
Response from Captain
April 3, 2026
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!
0
Timothy Lamond
Timothy Lamond
us
Pennsylvania, US
Member since 2025
5.0
Verified
Father Son Trip Memories with Captain Kenny and Cold Showers!
2 Hour Trip (AM) on August 26, 20251 adult1 child
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!
A young angler watches as an adult prepares to unhook a freshly caught fish on a sunny day out on the water.
A cormorant swimming in calm waters, showcasing the serene fishing environment.
A young angler proudly displaying a Speckled Trout while fishing on a boat in calm waters.
A young angler enjoying a sunny day on a fishing boat, seated comfortably with fishing gear visible in the background.
A young angler proudly displaying a small fish while fishing on a calm day, with a scenic waterfront in the background.
A young angler proudly displaying a Redfish while fishing in calm waters, with a scenic backdrop of buildings and blue skies.
A young angler and an adult are preparing to catch fish on a calm day, showcasing a family fishing experience on a boat.
A father and son smiling together inside a boat, ready for a fishing adventure on calm waters.
A young angler is actively reeling in a fish while an adult assists on a sunny day, showcasing a hands-on fishing experience.
A young angler proudly displays a Redfish while fishing with family on a sunny day, showcasing a fun and engaging fishing experience.
+3
Reported catch:
Redfish
0
Lisa Helget
Lisa Helget
us
Minnesota, US
Member since 2026
5.0
Verified
New
excellent short trip
1hr on April 25, 20263 adults
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 !!
0
Josh Staggs
Josh Staggs
us
Michigan, US
Member since 2026
5.0
Verified
New
Great with my 7 year old son.
2hr PM on April 10, 20261 adult1 child
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.
A young angler proudly holding a colorful Pufferfish while fishing with an adult on a boat.
A young angler proudly displaying a Speckled Trout while fishing on a boat, showcasing a fun day on the water.
A young boy wearing a colorful life jacket and sunglasses enjoys a sunny day on a boat, with a scenic view of the city skyline in the background.
Reported catch:
Spotted Seatrout
Response from Captain
April 11, 2026
glad you had fun! excited to see yall again next year!
0
Matt Keck
Matt Keck
us
Illinois, US
Member since 2026
5.0
Verified
Fantastic trip!
2 Hour Trip (AM) on March 26, 20262 adults2 children
Kenny took out our family of four with two kids 10 and 8 for some intercoastal fishing. He took us to multiple different spots and was great with the kids. Thank you for a great trip out! We would highly recommend and look forward to doing it again the next time we are in the area.
Response from Captain
March 30, 2026
Glad yall had fun excuted to see you again!
0

FAQs about Uncle Bear's Charters

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The fish you can target

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What is the boat like?

Boat image
Boat category
Center console boats
Capacity
4 persons
Boat length
23 ft
Year built
2017
Boat manufacturer
NauticStar
Boat type
Bay boat
Engine model
Yamaha
Powered by
1 x 250HP
Max cruising speed
55 knots
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