Michael O’Brien Charters 

4.8/5 (46 reviews)
 
State licensed
 477 Drost Drive, Cudjoe Key, FL 33042, United States

Michael O’Brien Charters 

State licensed
Cudjoe Key, FL, United States
16 ft
2
4.8/5 (46 reviews)

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.

Mike O’Brien
Captain
Mike O’Brien
19 years of experience
ID & credentials verified
responds within an hour

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
August 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
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Father and Son/Daughter Special
Non-refundable
4 hour trip starts at 7:00 AM
Barracuda (Great)
Bonefish
Jack Crevalle
Permit
+4
US $700
Entire boat: 2 people
Half Day Trip
Non-refundable
4 hour trip multiple starting times (7:00 AM, 1:00 PM)
Barracuda (Great)
Bonefish
Jack Crevalle
Permit
+4
US $700
Entire boat: 2 people
3/4 Day Trip
Non-refundable
6 hour trip starts at 8:00 AM
US $800
Entire boat: 2 people
Full Day Trip
Non-refundable
8 hour trip starts at 8:00 AM
US $900
Entire boat: 2 people
There are 2 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

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

Michael O’Brien Charters offers the following trips to customers:
  • US $700 per group - Father and Son/Daughter Special (4 hours)
  • US $700 per group - Half Day Trip (4 hours)
  • US $700 per group - Half Day Trip - 1:00 PM (4 hours)
  • US $800 per group - 3/4 Day Trip (6 hours)
  • US $900 per group - Full Day Trip (8 hours)
When you book a trip with Michael O’Brien Charters, you can expect the following amenities onboard:
  • GPS
  • Fishfinder
  • Ice box
Trips booked with Michael O’Brien Charters include:
  • Rods, reels & tackle
  • Lures
  • Drinks (water and ice)
  • Fishing license
  • Fly fishing equipment
Michael O’Brien Charters offers the following types of fishing:
  • Flats fishing
  • Backcountry fishing
Michael O’Brien Charters offers the following fishing techniques:
  • Light tackle
  • Spinning
  • Fly fishing
Top targeted fish species with Michael O’Brien Charters include:
  • Barracuda (Great)
  • Bonefish
  • Jack Crevalle
  • Permit
  • Shark (Blacktip)
  • Shark (Bonnethead)
  • Shark (Lemon)
  • Tarpon

Your captain

Mike O’Brien
Mike O’Brien
Mike O’Brien

Cudjoe Key, Florida, United States

5 Fishing Reports
ID & license verified
46 Customer reviews
Typical response within an hour
Member since April 2018

Captain Mike O'Brien is not just a charter captain. He's also a photographer with a masters degree in Art. He got very involved in the fly fishing scene for Tarpon, Permit, and Bonefish, and took it to the next level to help other people excited about saltwater fly fishing by becoming a Guide.

5 Fishing Reports
ID & license verified
46 Customer reviews
Typical response within an hour
Member since April 2018

Captain Mike O'Brien is not just a charter captain. He's also a photographer with a masters degree in Art. He got very involved in the fly fishing scene for Tarpon, Permit, and Bonefish, and took it to the next level to help other people excited about saltwater fly fishing by becoming a Guide.

The fish you can target

Great Barracuda
Great Barracuda
Bonefish
Bonefish
Jack Crevalle
Jack Crevalle
Permit
Permit
Blacktip Shark
Blacktip Shark
Bonnethead Shark
Bonnethead Shark
Lemon Shark
Lemon Shark
Tarpon
Tarpon
Great Barracuda
Great Barracuda
Bonefish
Bonefish
Jack Crevalle
Jack Crevalle
Permit
Permit
Blacktip Shark
Blacktip Shark

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

What kind of fishing will you do?

Flats Fishing
Backcountry Fishing

Which fishing techniques you can try

Light Tackle
Spinning
Fly Fishing

Which amenities are available onboard

GPS
Fishfinder
Ice box
What's included in the trip price
Rods, reels & tackle
Lures
Drinks
water and ice
Fishing license
Fly fishing equipment

How cancellations work

Deposit non-refundable

If it is unsafe to travel, you may still cancel free of charge or change the date(s) of your booking.

More details

What the listing policies are

Pickup agreed upon reservation

Transfer to/from departure site may be available and included in price depending on your location and distance from the dock.

Child friendly
min 12 years old
Catch and release mandatory

How you can pay

Pay online in full

Pay online in full through FishingBooker and save on credit card fees at the dock.

No additional fees.

Book with 15% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 15% deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

 Cash

 Visa

 Mastercard

 American Express

 PayPal

 Checks

When paying the remaining balance with a credit card, an additional 3% charge will apply.

What’s biting in Cudjoe Key right now

Barracuda (Great)Barracuda (Great)
BonefishBonefish
Jack CrevalleJack Crevalle
PermitPermit
TarponTarpon

Compare similar fishing charters

Current
Michael O’Brien Charters
Michael O’Brien Charters
State licensed
4.8
(46)
16 ft
Group size 1 - 2
1 - 2
Fish 1
Fish 2
+6
4 hour trip • 2 persons
US $700