Michael O’Brien Charters 

4.8/5 (45 reviews)
 
State licensed
 477 Drost Drive, Cudjoe Key, FL 33042, United States

Michael O’Brien Charters 

 
State licensed
4.8/5 (45 reviews)
map-thumbnail
477 Drost Drive
Cudjoe Key, FL, United States
You may qualify for a Loyalty Program discount with Michael O’Brien Charters. To check if you can use a Loyalty Program discount for your selected dates, please sign in.

Come on down to the Florida Keys and enjoy world-class flats fishing with Michael O’Brien Charters. Going out of Cudjoe Gardens Marina, Michael will show you why fishing in the Keys draws in anglers from all over the country. Whether you’re looking for a quick 3-hour evening trip or a full day adventure, he’ll make sure you get a tailored experience.

Captain Mike’s boat is a 16’ Dolphin skiff that’s powered by a single 70 HP Yamaha engine. A smaller skiff is the kind of boat you want to be on when going out in the flats because it can easily navigate very shallow waters. There’s room for two anglers here, so why not bring a friend along for the ride?

Fishing the Keys is a unique experience, and fly anglers are particularly big fans of the local fishery. Sight casting for the likes of Bonefish and Permit is a great test of your skill, and when Tapon roll in during summertime, the fight is really on!

Captain Mike will provide you with the necessary rods, reels, and terminal tackle you’ll need for the trip. There’s always water and ice aboard, but feel free to bring some drinks of your own if you like. Mike runs a strictly catch and release charter, as he’s all about the sport and joy of fishing itself. Come on down and don’t miss out on an unforgettable time on the water.

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Customer reviews

Rating summary

4.8/5
out of 5 stars from 45 reviews
Boat
4.8/5
Crew
4.8/5
Experience
4.8/5

Photos & videos by reviewers (31)

Half day poon trip
Half day trip with Capt Mike
Tons of fish out. Today!
+28

Angler rating

41
2
0
1
1

Anglers claimed

Good experience

95%

Appropriate for children

72%

Friendly captain

97%

Satisfied with the boat

97%

Recommend this charter

96%

Caught fish

72%

Showing 1 - 5 of 45 reviews
Showing: 5 of 45 reviews
Nicholas S.
Nicholas S.
5.0/5

Mar 21, 2025

3/4 Day Trip

Great Guide

VERIFIED

Flats expert!

Flats expert!  

 Nicholas S. recommends Michael O’Brien Charters
 Nicholas S. recommends Michael O’Brien Charters

David Y.
David Y.

Ventura, CA

4.7/5

Dec 29, 2022

Full Day Trip

Trip was great, but cold snap from prior week chased all the fish away

VERIFIED

Spent all day chasing fish and didn’t even get a bite, Captain Mike was great, and I think if water temps were above 75 would’ve had a better outcome, but caught zero fish at 68-71 degrees, mostly because of the severe cold weather from the prior week, they just didn’t seem to be around anywhere. We did find a honey pot of tarpon, but they wouldn’t bite. Maybe if we were using live bait we could’ve had a better outcome, but Capt Mike prefers using only artificial. Really felt that Captain Mike was doing the best that he possibly could to get us some action but just didn’t happen. I do think that our trip is an extreme outlier, and would highly recommend Capt Mike.

Spent all day chasing fish and didn’t even get a bite, Captain Mike was great, and I think if water temps were above 75 would’ve...  

 David Y. recommends Michael O’Brien Charters
 David Y. recommends Michael O’Brien Charters

Amelia M.
Amelia M.

Miami, Florida

5.0/5

Jun 19, 2023

Half Day Trip (AM)

Half day trip with Captain Mike

VERIFIED

Captain Mike responded quickly to our request and had great communication through the booking process. He took us to all the right spots to put us on fish. Very knowledgeable. Great day on the water, great conversation. Definitely recommend!!

Captain Mike responded quickly to our request and had great communication through the booking process. He took us to all the right...  

 Amelia M. recommends Michael O’Brien Charters
 Amelia M. recommends Michael O’Brien Charters

Drake O.
Drake O.
5.0/5

Jan 15, 2024

Half Day Trip (AM)

January fishing trip

VERIFIED

 

 Drake O. recommends Michael O’Brien Charters
 Drake O. recommends Michael O’Brien Charters

Kenneth D.
Kenneth D.

Springdale, AR

5.0/5

Mar 26, 2021

Half Day Trip (AM)

A little windy, but great day!!

VERIFIED

Had an fantastic experience on the water! I love Deep Sea Fishing, but somewhat inexperienced in the Flats. My Tarpon still eludes me, but not for Mike not trying hard and teaching me new techniques. Caught a couple of Jack Fish, which was a blast on light tackle. Saw Sharks, and spent time trying to catch them, but they didn’t seem hungry. Looking forward to my next trip with this cool dude! Kenneth Davis, Mount Jackass Plantation, NW Arkansas.

Had an fantastic experience on the water! I love Deep Sea Fishing, but somewhat inexperienced in the Flats. My Tarpon still eludes...  

Review media 0
 Kenneth D. recommends Michael O’Brien Charters
 Kenneth D. recommends Michael O’Brien Charters

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...
Father and Son/Daughter Special
Low rate deposit non-refundable
4 Hour Trip, starts at 7:00 AM
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US $700 
Entire boat: up to 2 people
Half Day Trip (AM)
Low rate deposit non-refundable
4 Hour Trip, starts at 7:00 AM
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US $700 
Entire boat: up to 2 people
Half Day Trip (PM)
Low rate deposit non-refundable
4 Hour Trip, starts at 1:00 PM
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US $700 
Entire boat: up to 2 people
3/4 Day Trip
Low rate deposit non-refundable
6 Hour Trip, starts at 8:00 AM
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US $800 
Entire boat: up to 2 people
Full Day Trip
Low rate deposit non-refundable
8 Hour Trip, starts at 8:00 AM
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US $900 
Entire boat: up to 2 people

Customer reviews

Rating summary

4.8/5
out of 5 stars from 45 reviews
Boat
4.8/5
Crew
4.8/5
Experience
4.8/5

Photos & videos by reviewers (31)

Half day poon trip
Half day trip with Capt Mike
Tons of fish out. Today!
+28

Angler rating

41
2
0
1
1

Anglers claimed

Good experience

95%

Appropriate for children

72%

Friendly captain

97%

Satisfied with the boat

97%

Recommend this charter

96%

Caught fish

72%

Showing 1 - 5 of 45 reviews
Showing: 5 of 45 reviews
Nicholas S.
Nicholas S.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great Guide

VERIFIED

3/4 Day Trip on March 21, 2025

Flats expert!

Flats expert!  

 Nicholas S. recommends Michael O’Brien Charters

David Y.
David Y.

Ventura, CA

4.7/5

Experience:

5.0/5

Boat

5.0/5

Crew

4.0/5

Overall

Trip was great, but cold snap from prior week chased all the fish away

VERIFIED

Full Day Trip on December 29, 2022

Spent all day chasing fish and didn’t even get a bite, Captain Mike was great, and I think if water temps were above 75 would’ve had a better outcome, but caught zero fish at 68-71 degrees, mostly because of the severe cold weather from the prior week, they just didn’t seem to be around anywhere. We did find a honey pot of tarpon, but they wouldn’t bite. Maybe if we were using live bait we could’ve had a better outcome, but Capt Mike prefers using only artificial. Really felt that Captain Mike was doing the best that he possibly could to get us some action but just didn’t happen. I do think that our trip is an extreme outlier, and would highly recommend Capt Mike.

Spent all day chasing fish and didn’t even get a bite, Captain Mike was great, and I think if water temps were above 75 would’ve had a better outcome, but caught zero fish at 68-71 degrees, mostly because of the severe cold weather from the prior week, they just didn’t seem to be around anywhere. We did find a honey pot of tarpon, but they wouldn’t bite. Maybe if we were using live bait we could’ve had a better outcome, but Capt Mike prefers using only artificial. Really felt that Captain Mike...  

 David Y. recommends Michael O’Brien Charters

Amelia M.
Amelia M.

Miami, Florida

5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Half day trip with Captain Mike

VERIFIED

Half Day Trip (AM) on June 19, 2023

Captain Mike responded quickly to our request and had great communication through the booking process. He took us to all the right spots to put us on fish. Very knowledgeable. Great day on the water, great conversation. Definitely recommend!!

Captain Mike responded quickly to our request and had great communication through the booking process. He took us to all the right spots to put us on fish. Very knowledgeable. Great day on the water, great conversation. Definitely recommend!!  

 Amelia M. recommends Michael O’Brien Charters

Drake O.
Drake O.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

January fishing trip

VERIFIED

Half Day Trip (AM) on January 15, 2024

 

 Drake O. recommends Michael O’Brien Charters

Kenneth D.
Kenneth D.

Springdale, AR

5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

A little windy, but great day!!

VERIFIED

Half Day Trip (AM) on March 26, 2021

Had an fantastic experience on the water! I love Deep Sea Fishing, but somewhat inexperienced in the Flats. My Tarpon still eludes me, but not for Mike not trying hard and teaching me new techniques. Caught a couple of Jack Fish, which was a blast on light tackle. Saw Sharks, and spent time trying to catch them, but they didn’t seem hungry. Looking forward to my next trip with this cool dude! Kenneth Davis, Mount Jackass Plantation, NW Arkansas.

Had an fantastic experience on the water! I love Deep Sea Fishing, but somewhat inexperienced in the Flats. My Tarpon still eludes me, but not for Mike not trying hard and teaching me new techniques. Caught a couple of Jack Fish, which was a blast on light tackle. Saw Sharks, and spent time trying to catch them, but they didn’t seem hungry. Looking forward to my next trip with this cool dude! Kenneth Davis, Mount Jackass Plantation, NW Arkansas.  

Review media 0
 Kenneth D. recommends Michael O’Brien Charters

FAQs about Michael O’Brien Charters

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The fish you can target

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What is the boat like?

Boat Image
Boat category
Skiffs and flats boats
Capacity
2 persons
Boat length
16 ft
Year built
2000
Boat manufacturer
Dolphin
Boat type
Flats boat

Engine model
Yamaha
Powered by
1 x 70HP
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What’s biting in Cudjoe Key right now

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