Billy B Charter Services 

5.0/5 (148 reviews)
 80500 Overseas Highway, Islamorada, FL 33036, United States

Billy B Charter Services 

5.0/5 (148 reviews)
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80500 Overseas Highway
Islamorada, FL, United States

Explore an absolute fishing paradise with Billy B Charter Services! The crystal-clear waters of the Florida Keys are bountiful year round and they’re a second home to your guide, Captain Billy. He’s been catching fish in the area his whole life and helped hundreds of people do the same. Whether you’re a seasoned pro or you’re just getting accustomed to this sport, you’re welcome to join.

It all starts on a 24’ Ranger boat that accommodates up to 6 guests. This bay boat is powered by a 300 HP Yamaha engine and also features a remote trolling motor. Besides navigational electronics and safety gear, the boat also has dry storage for personal belongings and a cooler for your food and drinks.

The only decision you need to make is which trip to take. There are specialized trips that target only one species, such as Tarpon, which is a great option if you’re ready to handle a hard fight. If you’re here for the excitement, take a Shark trip instead. For anglers who value precision and patience above all, fly fishing trips are just what you need. Some of the species you can go after are Snook, Redfish, Trout, Snapper, Mackerel, and many more.

All you need to do is pack some snacks and drinks and be at the dock on time. Everything else is covered by the captain - your fishing licenses, rods, reels, lures, and even catch cleaning service. If you have any questions, feel free to get in touch with the captain in advance.

Catch the fish of a lifetime with Billy B Charter Services!

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Customer reviews

Rating summary

5.0/5
out of 5 stars from 148 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (205)

Great Trip with Kids
Great Trip with Kids
Trout and Snook
+202

Angler rating

143
1
0
0
0

Anglers claimed

Good experience

99%

Appropriate for children

99%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

97%

Caught fish

97%

Showing 1 - 5 of 148 reviews
Showing: 5 of 148 reviews
Matthew A.
Matthew A.
5.0/5

Aug 23, 2025

4 Hour Trip – Mixed Species (AM)

Billy B is the Man!

VERIFIED
NEW

My family and I had a tremendous time with Captain Billy! He was everything you’d want in a fishing guide—friendly, knowledgeable, and truly passionate about what he does. He worked hard to put us on the fish even though conditions and the weather weren't optimal. The boat was clean, well-equipped and comfortable. He was great with our kids too, helping them out when needed and celebrating every catch. We caught a bunch of speckled trout and even hooked into a big grouper which was a blast! Whether you’re an experienced angler or just looking for a fun day on the water with your family, this trip is a must.

My family and I had a tremendous time with Captain Billy! He was everything you’d want in a fishing guide—friendly, knowledgeable,...  

 Matthew A. recommends Billy B Charter Services
 Matthew A. recommends Billy B Charter Services

Courtney T.
Courtney T.
5.0/5

Jul 7, 2025

4 Hour Trip – Mixed Species (AM)

Best day catching!!

VERIFIED

We went fishing with our three kids, ages 8, 4, and 2 1/2. Captain Billy was so patient and helpful with our kids so my husband and I could both fish. He did some of the casting for our 8 year old, he gave her fishing tips to help her be successful in catching her fill of trout. She caught a bunch of fish and she was “tired” of catching so many fish and needed a break. Captain Billy gave us options to how far of a ride we could do and what we could catch. After the charter, he cleaned our fish and recommended a local restaurant to go where they cooked it. He explained exactly what to order and what to tell the server!! (The restaurant was amazing too!) I would definitely recommend Captain Billy, he is the best around, is great with kids, and will put you on fish!

We went fishing with our three kids, ages 8, 4, and 2 1/2. Captain Billy was so patient and helpful with our kids so my husband...  

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Captain replied
 Courtney T. recommends Billy B Charter Services
 Courtney T. recommends Billy B Charter Services
undefined (The Captain)
Replied on July 16, 2025
Thank you so much for a great day on the water with your family. It was my pleasure. You have a wonderful family.

Jared S.
Jared S.
5.0/5

Jul 3, 2025

4 Hour Trip – Mixed Species (PM)

Easily best decision we made on vacation!

VERIFIED

Billy was phenomenal with our group and we had 4 children 12 and under with us! Everyone caught multiple fish and his demeanor and patience with the kids was amazing especially the two youngest ones. By the end of the trip he had our 7 year old daughter looking like a professional angler! He makes it really fun and definitely knows how to tailor a trip to your parties needs. I would highly recommend him to any of our friends and I will 100 percent be back to book with him again. If you want to make sure you’re getting the most out of your trip this is the charter to book!

Billy was phenomenal with our group and we had 4 children 12 and under with us! Everyone caught multiple fish and his demeanor...  

Review media 0
Review media 1
Review media 2
Captain replied
 Jared S. recommends Billy B Charter Services
 Jared S. recommends Billy B Charter Services
undefined (The Captain)
Replied on July 16, 2025
Thank you so much forsuch a great day and very nice review. You have a beautiful family. Travel safe.

Michael S.
Michael S.
5.0/5

May 25, 2025

4 Hour Trip – Mixed Species (AM)

Had a blast with Captain Billy!

VERIFIED

The other half of our family had to cancel day of so it was just me and my son. We had a blast with Captain Billy! He took us up to the Everglades and we were able to catch fish the whole time we were up there. It was definitely a memorable experience for my son and I. His equipment and music choices are top-notch! More importantly, he is very patient and positive when helping less experienced anglers learn to fish. Would recommend to anyone!

The other half of our family had to cancel day of so it was just me and my son. We had a blast with Captain Billy! He took us...  

Review media 0
Review media 1
Captain replied
 Michael S. recommends Billy B Charter Services
 Michael S. recommends Billy B Charter Services
undefined (The Captain)
Replied on May 27, 2025
I had a great time with you and your son.... Can't wait for the next trip.

Steve A.
Steve A.
5.0/5

Feb 4, 2025

4 Hour Trip – Mixed Species (AM)

Awesome Trip. Even Better Captain

VERIFIED

I’m not one for typing up many reviews but when you find someone so deserving here it goes. Billy is amazing. Such a good kind person who absolutely knows the Keys and how to fish them - but even more knows how to make the guests on his boat feel welcome. Would recommend him to any and everyone looking to explore the fishing here. We were down from Wisconsin and last minute booked with him - ended the day so grateful we did. Lost count of probably the 40 or more speckled trout we caught along with a few other various species. Billy recommended a local restaurant to take a few fillets to for lunch immediately after and it was some of the best fish we’ve ever had. Would 110% book with him again if we ever get down this way. Great guy. Great fisherman. Great day on the water. Thank you sir!

I’m not one for typing up many reviews but when you find someone so deserving here it goes. Billy is amazing. Such a good...  

Captain replied
 Steve A. recommends Billy B Charter Services
 Steve A. recommends Billy B Charter Services
undefined (The Captain)
Replied on February 5, 2025
It was an amazing day with both of you. You were so kind to write such a great review and I appreciate you and the trip. Safe travels!

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
September 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
4 Hour Trip – Mixed Species (AM)
FREE Cancellation 1 day notice
4 Hour Trip, starts at 8:00 AM
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US $600 
Entire boat: up to 6 people
4 Hour Trip – Mixed Species (PM)
FREE Cancellation 1 day notice
4 Hour Trip, starts at 2:00 PM
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US $600 
Entire boat: up to 6 people
4 Hour Trip – Fly Fishing (AM)
FREE Cancellation 1 day notice
4 Hour Trip, starts at 8:00 AM
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US $700 
Entire boat: up to 6 people
4 Hour Trip – Tarpon (AM)
FREE Cancellation 1 day notice
4 Hour Trip, starts at 8:00 AM
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US $700 
Entire boat: up to 6 people
4 Hour Trip – Fly Fishing (PM)
FREE Cancellation 1 day notice
4 Hour Trip, starts at 2:00 PM
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US $700 
Entire boat: up to 6 people
4 Hour Trip – Tarpon (PM)
FREE Cancellation 1 day notice
4 Hour Trip, starts at 2:00 PM
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US $700 
Entire boat: up to 6 people
6 Hour Family Trip (AM)
FREE Cancellation 1 day notice
6 Hour Trip, starts at 8:00 AM
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US $900 
Entire boat: up to 6 people
6 Hour Trip – Backcountry/Flat (AM)
FREE Cancellation 1 day notice
6 Hour Trip, starts at 8:00 AM
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US $900 
Entire boat: up to 6 people
6 Hour Trip – Shark (AM)
FREE Cancellation 1 day notice
6 Hour Trip, starts at 8:00 AM
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US $900 
Entire boat: up to 6 people
6 Hour Family Trip (PM)
FREE Cancellation 1 day notice
6 Hour Trip, starts at 1:00 PM
Loading...
US $900 
Entire boat: up to 6 people
6 Hour Trip – Backcountry/Flat (PM)
FREE Cancellation 1 day notice
6 Hour Trip, starts at 1:00 PM
Loading...
US $900 
Entire boat: up to 6 people
6 Hour Trip – Shark (PM)
FREE Cancellation 1 day notice
6 Hour Trip, starts at 1:00 PM
Loading...
US $900 
Entire boat: up to 6 people
8 Hour Trip – Backcountry/Flats
FREE Cancellation 1 day notice
8 Hour Trip, starts at 8:00 AM
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US $1,200 
Entire boat: up to 6 people
There are 2 people looking at this charter.

Customer reviews

Rating summary

5.0/5
out of 5 stars from 148 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (205)

Great Trip with Kids
Great Trip with Kids
Trout and Snook
+202

Angler rating

143
1
0
0
0

Anglers claimed

Good experience

99%

Appropriate for children

99%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

97%

Caught fish

97%

Showing 1 - 5 of 148 reviews
Showing: 5 of 148 reviews
Matthew A.
Matthew A.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Billy B is the Man!

VERIFIED
NEW

4 Hour Trip – Mixed Species (AM) on August 23, 2025

My family and I had a tremendous time with Captain Billy! He was everything you’d want in a fishing guide—friendly, knowledgeable, and truly passionate about what he does. He worked hard to put us on the fish even though conditions and the weather weren't optimal. The boat was clean, well-equipped and comfortable. He was great with our kids too, helping them out when needed and celebrating every catch. We caught a bunch of speckled trout and even hooked into a big grouper which was a blast! Whether you’re an experienced angler or just looking for a fun day on the water with your family, this trip is a must.

My family and I had a tremendous time with Captain Billy! He was everything you’d want in a fishing guide—friendly, knowledgeable, and truly passionate about what he does. He worked hard to put us on the fish even though conditions and the weather weren't optimal. The boat was clean, well-equipped and comfortable. He was great with our kids too, helping them out when needed and celebrating every catch. We caught a bunch of speckled trout and even hooked into a big grouper which was a blast!...  

 Matthew A. recommends Billy B Charter Services

Courtney T.
Courtney T.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Best day catching!!

VERIFIED

4 Hour Trip – Mixed Species (AM) on July 7, 2025

We went fishing with our three kids, ages 8, 4, and 2 1/2. Captain Billy was so patient and helpful with our kids so my husband and I could both fish. He did some of the casting for our 8 year old, he gave her fishing tips to help her be successful in catching her fill of trout. She caught a bunch of fish and she was “tired” of catching so many fish and needed a break. Captain Billy gave us options to how far of a ride we could do and what we could catch. After the charter, he cleaned our fish and recommended a local restaurant to go where they cooked it. He explained exactly what to order and what to tell the server!! (The restaurant was amazing too!) I would definitely recommend Captain Billy, he is the best around, is great with kids, and will put you on fish!

We went fishing with our three kids, ages 8, 4, and 2 1/2. Captain Billy was so patient and helpful with our kids so my husband and I could both fish. He did some of the casting for our 8 year old, he gave her fishing tips to help her be successful in catching her fill of trout. She caught a bunch of fish and she was “tired” of catching so many fish and needed a break. Captain Billy gave us options to how far of a ride we could do and what we could catch. After the charter, he cleaned our fish...  

Review media 0
Review media 1
Review media 2
Review media 3
 Courtney T. recommends Billy B Charter Services
undefined (The Captain)
Replied on July 16, 2025
Thank you so much for a great day on the water with your family. It was my pleasure. You have a wonderful family.

Jared S.
Jared S.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Easily best decision we made on vacation!

VERIFIED

4 Hour Trip – Mixed Species (PM) on July 3, 2025

Billy was phenomenal with our group and we had 4 children 12 and under with us! Everyone caught multiple fish and his demeanor and patience with the kids was amazing especially the two youngest ones. By the end of the trip he had our 7 year old daughter looking like a professional angler! He makes it really fun and definitely knows how to tailor a trip to your parties needs. I would highly recommend him to any of our friends and I will 100 percent be back to book with him again. If you want to make sure you’re getting the most out of your trip this is the charter to book!

Billy was phenomenal with our group and we had 4 children 12 and under with us! Everyone caught multiple fish and his demeanor and patience with the kids was amazing especially the two youngest ones. By the end of the trip he had our 7 year old daughter looking like a professional angler! He makes it really fun and definitely knows how to tailor a trip to your parties needs. I would highly recommend him to any of our friends and I will 100 percent be back to book with him again. If you want...  

Review media 0
Review media 1
Review media 2
 Jared S. recommends Billy B Charter Services
undefined (The Captain)
Replied on July 16, 2025
Thank you so much forsuch a great day and very nice review. You have a beautiful family. Travel safe.

Michael S.
Michael S.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Had a blast with Captain Billy!

VERIFIED

4 Hour Trip – Mixed Species (AM) on May 25, 2025

The other half of our family had to cancel day of so it was just me and my son. We had a blast with Captain Billy! He took us up to the Everglades and we were able to catch fish the whole time we were up there. It was definitely a memorable experience for my son and I. His equipment and music choices are top-notch! More importantly, he is very patient and positive when helping less experienced anglers learn to fish. Would recommend to anyone!

The other half of our family had to cancel day of so it was just me and my son. We had a blast with Captain Billy! He took us up to the Everglades and we were able to catch fish the whole time we were up there. It was definitely a memorable experience for my son and I. His equipment and music choices are top-notch! More importantly, he is very patient and positive when helping less experienced anglers learn to fish. Would recommend to anyone!  

Review media 0
Review media 1
 Michael S. recommends Billy B Charter Services
undefined (The Captain)
Replied on May 27, 2025
I had a great time with you and your son.... Can't wait for the next trip.

Steve A.
Steve A.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Awesome Trip. Even Better Captain

VERIFIED

4 Hour Trip – Mixed Species (AM) on February 4, 2025

I’m not one for typing up many reviews but when you find someone so deserving here it goes. Billy is amazing. Such a good kind person who absolutely knows the Keys and how to fish them - but even more knows how to make the guests on his boat feel welcome. Would recommend him to any and everyone looking to explore the fishing here. We were down from Wisconsin and last minute booked with him - ended the day so grateful we did. Lost count of probably the 40 or more speckled trout we caught along with a few other various species. Billy recommended a local restaurant to take a few fillets to for lunch immediately after and it was some of the best fish we’ve ever had. Would 110% book with him again if we ever get down this way. Great guy. Great fisherman. Great day on the water. Thank you sir!

I’m not one for typing up many reviews but when you find someone so deserving here it goes. Billy is amazing. Such a good kind person who absolutely knows the Keys and how to fish them - but even more knows how to make the guests on his boat feel welcome. Would recommend him to any and everyone looking to explore the fishing here. We were down from Wisconsin and last minute booked with him - ended the day so grateful we did. Lost count of probably the 40 or more speckled trout we caught...  

 Steve A. recommends Billy B Charter Services
undefined (The Captain)
Replied on February 5, 2025
It was an amazing day with both of you. You were so kind to write such a great review and I appreciate you and the trip. Safe travels!

FAQs about Billy B Charter Services

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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
6 persons
Boat length
24 ft
Year built
2014
Boat manufacturer
Ranger
Boat type
Bay boat

Engine model
Yamaha F300XCA
Powered by
1 x 300HP
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