Uncle Bear's Charters 

5.0/5 (11 reviews)
 
State licensed
 South Belleair Causeway 541S, Belleair Bluffs, FL 33770, United States

Uncle Bear's Charters 

 
State licensed
5.0/5 (11 reviews)
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South Belleair Causeway 541S
Belleair Bluffs, FL, United States
You may qualify for a Loyalty Program discount with Uncle Bear's Charters. To check if you can use a Loyalty Program discount for your selected dates, please sign in.

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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Customer reviews

Rating summary

5.0/5
out of 5 stars from 11 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (27)

Great Trip
Father Son Trip Memories with Captain Kenny and Cold Showers!
Father Son Trip Memories with Captain Kenny and Cold Showers!
+24

Angler rating

10
0
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

91%

Caught fish

100%

Showing 1 - 5 of 11 reviews
Showing: 5 of 11 reviews
Timothy L.
Timothy L.
5.0/5

Aug 26, 2025

2 Hour Trip (AM)

Father Son Trip Memories with Captain Kenny and Cold Showers!

VERIFIED

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!

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...  

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+3
 Timothy L. recommends Uncle Bear's Charters
 Timothy L. recommends Uncle Bear's Charters

David R.
David R.
5.0/5

Sep 25, 2025

2 Hour Trip (AM)

Great Trip

VERIFIED
NEW

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

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...  

Review media 0
 David R. recommends Uncle Bear's Charters
 David R. recommends Uncle Bear's Charters

Sam R.
Sam R.
5.0/5

Aug 1, 2025

2hr PM

Fun Time!

VERIFIED

This was my first fishing charter. My friends and I had a wonderful time- caught a few different kinds of fish, had some laughs, and scooted around across the waters. Captain Kenny was accommodating to my inquisitiveness, and he was very knowledgeable. The waters were lovely. Fun!

This was my first fishing charter. My friends and I had a wonderful time- caught a few different kinds of fish, had some laughs,...  

 Sam R. recommends Uncle Bear's Charters
 Sam R. recommends Uncle Bear's Charters

Terry R.
Terry R.
5.0/5

Jul 11, 2025

4 Hour Trip (AM)

Caught fish with 4 people

VERIFIED

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.

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...  

Review media 0
 Terry R. recommends Uncle Bear's Charters
 Terry R. recommends Uncle Bear's Charters

Rob K.
Rob K.
5.0/5

Jul 10, 2025

3 Hour Trip (AM)

We caught a nice variety of fish

VERIFIED

I took two 14 year olds and they both had a great time. One caught a shark and the other accomplished the inner water slam where you catch a red fish, snook, and trout.

I took two 14 year olds and they both had a great time. One caught a shark and the other accomplished the inner water slam where...  

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 Rob K. recommends Uncle Bear's Charters
 Rob K. recommends Uncle Bear's Charters

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
October 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
1hr
Low rate deposit non-refundable
1 Hour Trip, starts at 8:00 AM
Seasonal trip (Mon, Tue, Wed, Thu, Fri, Sat)
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US $250 
Entire boat: up to 4 people
1hr pm
Low rate deposit non-refundable
1 Hour Trip, starts at 12:00 PM
Seasonal trip (Mon, Tue, Wed, Thu, Fri, Sat)
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US $250 
Entire boat: up to 4 people
2 Hour Trip (AM)
Low rate deposit non-refundable
2 Hour Trip, starts at 8:00 AM
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US $300 
Entire boat: up to 4 people
2hr PM
Low rate deposit non-refundable
2 Hour Trip, starts at 12:30 PM
Seasonal trip (Mon, Tue, Wed, Thu, Fri, Sat)
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US $300 
Entire boat: up to 4 people
3 Hour Trip (AM)
Low rate deposit non-refundable
3 Hour Trip, starts at 8:00 AM
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US $450 
Entire boat: up to 4 people
4 Hour Trip (AM)
Low rate deposit non-refundable
4 Hour Trip, starts at 8:00 AM
Seasonal trip (Mon, Tue, Wed, Thu, Fri, Sat)
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US $600 
Entire boat: up to 4 people
4hr PM
Low rate deposit non-refundable
8 Hour Trip, starts at 12:30 PM
Seasonal trip (Mon, Tue, Wed, Thu, Fri, Sat)
Loading...
US $600 
Entire boat: up to 4 people
6 Hour Trip (AM)
Low rate deposit non-refundable
6 Hour Trip, starts at 8:00 AM
Seasonal trip (Mon, Tue, Wed, Thu, Fri, Sat)
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US $800 
Entire boat: up to 4 people
There are 7 people looking at this charter.

Customer reviews

Rating summary

5.0/5
out of 5 stars from 11 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (27)

Great Trip
Father Son Trip Memories with Captain Kenny and Cold Showers!
Father Son Trip Memories with Captain Kenny and Cold Showers!
+24

Angler rating

10
0
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

91%

Caught fish

100%

Showing 1 - 5 of 11 reviews
Showing: 5 of 11 reviews
Timothy L.
Timothy L.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Father Son Trip Memories with Captain Kenny and Cold Showers!

VERIFIED

2 Hour Trip (AM) on August 26, 2025

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!

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...  

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+3
 Timothy L. recommends Uncle Bear's Charters

David R.
David R.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great Trip

VERIFIED
NEW

2 Hour Trip (AM) on September 25, 2025

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

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  

Review media 0
 David R. recommends Uncle Bear's Charters

Sam R.
Sam R.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Fun Time!

VERIFIED

2hr PM on August 1, 2025

This was my first fishing charter. My friends and I had a wonderful time- caught a few different kinds of fish, had some laughs, and scooted around across the waters. Captain Kenny was accommodating to my inquisitiveness, and he was very knowledgeable. The waters were lovely. Fun!

This was my first fishing charter. My friends and I had a wonderful time- caught a few different kinds of fish, had some laughs, and scooted around across the waters. Captain Kenny was accommodating to my inquisitiveness, and he was very knowledgeable. The waters were lovely. Fun!  

 Sam R. recommends Uncle Bear's Charters

Terry R.
Terry R.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Caught fish with 4 people

VERIFIED

4 Hour Trip (AM) on July 11, 2025

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.

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.  

Review media 0
 Terry R. recommends Uncle Bear's Charters

Rob K.
Rob K.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

We caught a nice variety of fish

VERIFIED

3 Hour Trip (AM) on July 10, 2025

I took two 14 year olds and they both had a great time. One caught a shark and the other accomplished the inner water slam where you catch a red fish, snook, and trout.

I took two 14 year olds and they both had a great time. One caught a shark and the other accomplished the inner water slam where you catch a red fish, snook, and trout.  

Review media 0
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Review media 3
 Rob K. recommends Uncle Bear's Charters

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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