Michael O’Brien Charters 

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

Michael O’Brien Charters 

Cudjoe Key, FL, United States
16 ft
2
4.8
(46 reviews)

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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.

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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Trip availability and prices

Trip date:
Group Size:
September 2026
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Group Size
2 adults • 0 children
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Father and Son/Daughter Special
Non-refundable
4 hour trip starts at 7:00 AM
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US $700
Entire boat: 2 people
Half Day Trip
Non-refundable
4 hour trip multiple starting times (7:00 AM, 1:00 PM)
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US $700
Entire boat: 2 people
3/4 Day Trip
Non-refundable
6 hour trip starts at 8:00 AM
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US $800
Entire boat: 2 people
Full Day Trip
Non-refundable
8 hour trip starts at 8:00 AM
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US $900
Entire boat: 2 people
There are 3 people looking at this charter.

Customer reviews

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Rating

4.8
46 reviews
4.8
Boat & equipment
4.8
Captain & crew
4.8
Fishing Experience

Anglers' gallery (32)

What anglers say

95%
Great experience
73%
Family friendly
97%
Friendly captain
97%
Good boat
96%
Recommended
73%
Caught fish

Reviews (46)

  • Kenneth Davis
    Kenneth Davis
    Repeat angler
    us
    Arkansas, US
    Member since 2021
    5 trips
    5.0
    Verified

    A little windy, but great day!!

    Half Day Trip on March 26, 2021 • 1 adult

    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.

  • Gary Schmidt
    Gary Schmidt
    us
    Washington D.C., US
    Member since 2021
    5.0
    Verified

    Tons of fish out. Today!

    Full Day Trip on September 25, 2021 • 1 adult

    Had tons to catch right from the start, me inexperienced but got a few of these fighters in and lost a few after a fight….the Guide / captain caught few more than me all around the same time. Then, we enjoyed some sandbar relaxation in the heat of the day. Great time, will try again someday.

  • Alan R
    Alan R
    Member since 2018
    5.0

    The last flats guide you will ever need

    Full Day Trip on March 14, 2018

    I have been fishing with Captain Mike since early 2010, and over that time period he has taught me so much about saltwater flats fishing I don't have enough room here to even go into how much he has improved my fly fishing ability. Whenever we go out he works hard to put me in front of as many fish as possible so I can take my shot. He is focused, competitive and diligent but also the most fun person I could imagine spending time with on a boat. And that is what fishing is all about...having fun. Mike has basically become a best friend and extended member of our family...and I would never fish with anyone else. If you want to have a great time while chasing a grand slam on spin or fly, I suggest you look no further and book a trip with Captain Mike!

  • Amy Cash
    Amy Cash
    Member since 2021
    5.0
    Verified

    Half day trip with Capt Mike

    Half Day Trip on October 16, 2021 • 2 adults

    We had a great time riding around with Capt. Mike. He was very knowledgeable!!

  • Owen Chambers
    Owen Chambers
    us
    New York, US
    Member since 2021
    5.0
    Verified

    Half Day August Trip

    Sandbar Trip on August 17, 2021 • 2 adults

    Had a great time fishing the flats and landed a nice bonefish would highly recommend

  • Charles Lanzel
    Charles Lanzel
    us
    Arizona, US
    Member since 2021
    5.0
    Verified

    Half day with Captain Mike

    Half Day Trip on February 19, 2021 • 2 adults

    Great day on the water with Captain Mike! He got us on fish!

  • Mark Rhodes
    Mark Rhodes
    Repeat angler
    us
    Granbury, TX, US
    Member since 2020
    4 trips
    5.0
    Verified

    Fishing with Mike

    Half Day Trip on April 9, 2021 • 2 adults
  • Jonathan  Moss
    Jonathan Moss
    Repeat angler
    us
    Arizona, US
    Member since 2020
    2 trips
    5.0
    Verified

    Fishing with Mike

    Sandbar Trip on December 26, 2020 • 2 adults

    Amazing time Mikes very easy to talk to Nice guy, very safe

  • Tom Patti
    Tom Patti
    Repeat angler
    us
    Virginia, US
    Member since 2019
    2 trips
    5.0
    Verified

    Fishing with Mike

    Half Day Trip on October 23, 2019 • 2 adults

    Great fly fishing adventure. Capt. O’Brien provided excellent guiding and was thoroughly knowledgeable of the Waters in the area.

  • Timothy Smith
    Timothy Smith
    Repeat angler
    us
    Connecticut, US
    Member since 2019
    2 trips
    5.0
    Verified

    February fishing trip

    Half Day Trip on February 20, 2019 • 2 adults

    Great experience and Fun

Rating

4.8
46 reviews
4.8
Boat & equipment
4.8
Captain & crew
4.8
Fishing Experience

Anglers' gallery (32)

What anglers say

95%
Great experience
73%
Family friendly
97%
Friendly captain
97%
Good boat
96%
Recommended
73%
Caught fish

All reviews (46)

Frequently mentioned
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Showing 15 of 46 reviews
Evana Vasilj
Evana Vasilj
Repeat angler
us
California, US
Member since 2026
2 trips
5.0
Verified
Fun day out in the Keys
3/4 Day Trip on April 24, 20262 adults

Super fun day out on the water! Michael was great and took us to a bunch of different spots trying to track down the fish. We got a few bites here and there, and then right at the very end we finally got one on the hook — it was a large tarpon perfect way to close out the trip. Would definitely go again!

Reported catch:
Tarpon
David Yovanno
David Yovanno
Repeat angler
us
California, US
Member since 2022
7 trips
4.7
Verified
Trip was great, but cold snap from prior week chased all the fish away
Full Day Trip on December 29, 20222 adults

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.

Nicholas Santoni
Nicholas Santoni
Repeat angler
us
Virginia, US
Member since 2022
7 trips
5.0
Verified
Great Guide
3/4 Day Trip on March 21, 20252 adults

Flats expert!

Amelia Makowski
Amelia Makowski
us
Maryland, US
Member since 2023
5.0
Verified
Half day trip with Captain Mike
Half Day Trip on June 19, 20232 adults

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!!

Reported catch:
Tarpon
Bonefish
Great Barracuda
Drake Oetting
Drake Oetting
us
Missouri, US
Member since 2024
5.0
Verified
January fishing trip
Half Day Trip on January 15, 20242 adults

Reported catch:
Great Barracuda

FAQs about Michael O’Brien Charters

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The fish you can target

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Real catches by this captain

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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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