Underwater Cowboy 

4.9
(119 reviews)
 
Federally permitted
 Caribbean Drive 522, Key Largo, FL 33037, United States

Underwater Cowboy 

Key Largo, FL, United States
36 ft
6
4.9
(119 reviews)

Running angling trips out of Key Largo, Underwater Cowboy invites you to check out the local fishery in style.

Come on aboard with Capt. Dan, whose main priority is to get you on some fish. Expect to use techniques like light tackle, heavy tackle, bottom fishing, trolling, big game fishing, drift fishing, jigging, kite fishing, spearfishing, based on the species you're targeting. Speaking of which, you have the option of 4 to 8-hour trips, where you'll be fishing for the likes of Dolphin, Snapper, Sailfish, Wahoo, Amberjack, Swordfish, depending on the specific season and the day's weather.

Your private boat for the day will be a 36' Contender that fits up to 6 anglers at any one time. The boat comes with an ice box and flushing bathroom in center console.

When it comes to rods, reels, and terminal tackle, everything you need is included in the price.

The captain will supply all the needed fishing licenses for your trip.

You're welcome to keep all legal species caught during the trip.

Here to help you with anything you need, the first mate will be on hand during the trip. Leaving a tip for a job well done is much appreciated.

You'll find water, ice and cooler space and you are always welcome to pack your own drinks and snacks.

Children are welcome aboard so you're good to get the young ones started early.

Book your trip now and hit the water with Underwater Cowboy.

Running angling trips out of Key Largo, Underwater Cowboy invites you to check out the local fishery in style.

Come on aboard with Capt. Dan, whose main priority is to get you on some fish. Expect to use techniques like light tackle, heavy tackle, bottom fishing, trolling, big game fishing, drift fishing, jigging, kite fishing, spearfishing, based on the species you're targeting. Speaking of which, you have the option of 4 to 8-hour trips, where you'll be fishing for the likes of Dolphin, Snapper, Sailfish, Wahoo, Amberjack, Swordfish, depending on the specific season and the day's weather.

Your private boat for the day will be a 36' Contender that fits up to 6 anglers at any one time. The boat comes with an ice box and flushing bathroom in center console.

When it comes to rods, reels, and terminal tackle, everything you need is included in the price.

The captain will supply all the needed fishing licenses for your trip.

You're welcome to keep all legal species caught during the trip.

Here to help you with anything you need, the first mate will be on hand during the trip. Leaving a tip for a job well done is much appreciated.

You'll find water, ice and cooler space and you are always welcome to pack your own drinks and snacks.

Children are welcome aboard so you're good to get the young ones started early.

Book your trip now and hit the water with Underwater Cowboy.

Dan Yergey
Captain
Dan Yergey
24 years of experience
ID & credentials verified
responds within an hour

Select date to see availability

Trip availability and prices

Trip date:
Group Size:
September 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
Change
Almost there...
Yellowtail Fishing
FREE Cancellation 3 days notice
3 hour trip starts at 7:00 AM
Snapper (Yellowtail)
US $900
Entire boat: up to 6 people
Half Day Trip
FREE Cancellation 3 days notice
4 hour trip starts at 7:00 AM
US $1,000
Entire boat: up to 6 people
3/4 Day Trip
FREE Cancellation 3 days notice
6 hour trip starts at 7:00 AM
US $1,200
Entire boat: up to 6 people
Full Day Trip
FREE Cancellation 3 days notice
8 hour trip starts at 7:00 AM
US $1,400
Entire boat: up to 6 people
Full Day Trip – Swordfish
FREE Cancellation 3 days notice
8 hour trip starts at 7:00 AM
Swordfish
US $2,100
Entire boat: up to 6 people

Customer reviews

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Rating

4.9
119 reviews
5.0
Boat & equipment
4.9
Captain & crew
4.9
Fishing Experience

Anglers' gallery (201)

What anglers say

96%
Great experience
96%
Family friendly
99%
Friendly captain
100%
Good boat
97%
Recommended
98%
Caught fish

All reviews (119)

Frequently mentioned
Showing 15 of 119 reviews
Sam Steck
Sam Steck
us
Florida, US
Member since 2025
5.0
Verified
Hell Yeah to Capt Dan
Full Day Trip on May 23, 20266 adults

Capt Dan was the recommendation from a few different friends that we have down in the Keys, and he definitely did not disappoint. It was easy to book the charter, and he was very communicative after booking. He was on time and ready to roll right at 7:00 am the day of our trip. We went out and conditions were a little rough. Despite the choppy seas, we quickly got some lines in the water. While I bet most boats did not catch fish, we ended up having a pretty damn good day and had a ton of fun with my buddies and Capt Dan. He fit right in with the group, and we appreciated him getting us out there and putting us on some fish. Already looking forward to the next trip with him. Thanks, Capt Dan. Appreciate ya! 10/10 would recommend!

Dan Yergey
Response from Captain

you guys were great. hope to have you back soon.

Daniel Nigri
Daniel Nigri
us
Ohio, US
Member since 2024
5.0
Verified
Amazing Private Fishing Experience
3/4 Day Trip on February 18, 20262 adults

Yesterday we went on a 6-hour private fishing trip with Captain Dan, and it was an awesome experience from start to finish. We caught tuna and wahoo and had an incredible time on the water. Captain Dan is extremely professional, clearly knows what he’s doing, and uses different fishing techniques to make sure you have the best possible chance of success. Beyond the fishing itself, he was great to spend the day with — very friendly, knowledgeable, and easy to talk to. The trip never felt rushed, and you can tell he truly cares about giving his guests a great experience. At the end of the trip, he filleted and vacuum-sealed all of our fish so we could easily take it back home, which was all included in the price — a huge bonus. Highly recommend Captain Dan to anyone looking for a top-quality fishing trip. I would definitely come back again.

Reported catch:
Wahoo
Blackfin Tuna
Dan Yergey
Response from Captain

it was a great time. cannot wait for your next trip.

Austin LaVullis
Austin LaVullis
Repeat angler
us
Indiana, US
Member since 2025
3 trips
5.0
Verified
BOOK NOW! YOU WONT REGRET IT
Half Day Trip on June 17, 20262 adults

The Underwater Cowboy was five star! Captain Dan is super knowledgeable and defintely puts you on the fish! We have been on many fishing charters throughout Florida and have to say this one was our favorite by far. Our plan was to catch Mahi and he definitely put us on them. Do yourself a favor and book him now. You won't be disappointed. Thank you, Captain Dan for a great trip that we wont forget-we will definitely be back soon.

Reported catch:
Dolphin (Mahi Mahi)
Blackfin Tuna
Dan Yergey
Response from Captain

Thanks for the kind words. It was a great time and can’t wait to see you next time!

Neil  Quinlan
Neil Quinlan
Repeat angler
us
Kentucky, US
Member since 2019
5 trips
5.0
Verified
Blackfin, Mahi, Wahoo… and a Whole Lot of Laughs
Full Day Trip on February 13, 20262 adults

We fished today with Underwater Cowboy (Cptn Dan), and it was an awesome experience. The conditions weren’t easy, but he worked nonstop to get us on fish. We ended up catching blackfin tuna, mahi, and a really nice wahoo. Even when things slowed down, he kept us entertained with great stories and made the whole trip fun and memorable. It felt like fishing with someone who genuinely cares about your experience, not just the catch. If you’re heading to the Keys, don’t hesitate — book with Underwater Cowboy. We’ll definitely be back.

Reported catch:
Dolphin (Mahi Mahi)
Wahoo
Blackfin Tuna
Dan Yergey
Response from Captain

You guys were great. Get back down here and we will go get some swordfish to knock them off your list. Until next time.

Bric Garrett
Bric Garrett
us
Texas, US
Member since 2025
5.0
Verified
WHAT A GREAT DAY OF CATCHING !!!
Full Day Trip on November 15, 20252 adults

WOW!!! What a great day of CATCHING fish and not jus fishing!!!! We got started early laying into the Blakfin Tuna while trolling for a wahoo. After all most no tome at all, we had nearly met our limit of blackfin.. Then it happened, a slam of of a top water jig, and the wahoo fight was on.. He definitely did not want to conw into the boat but after a couple good runs of the reel that is where he ended up. It was an amazing day of fishing and the 51 inch wahoo is going to look great on the wall.. and yes it was excellent eating as well !!!!

Reported catch:
Mutton Snapper
Wahoo
Blackfin Tuna
Dan Yergey
Response from Captain

you guys were great. had a good day with alot of fun and got fish.

FAQs about Underwater Cowboy

Underwater Cowboy offers the following trips to customers:
  • US $900 per group - Yellowtail Fishing (3 hours)
  • US $1,000 per group - Half Day Trip (4 hours)
  • US $1,200 per group - 3/4 Day Trip (6 hours)
  • US $1,400 per group - Full Day Trip (8 hours)
  • US $2,100 per group - Full Day Trip – Swordfish (8 hours)
When you book a trip with Underwater Cowboy, you can expect the following amenities onboard:
  • Toilet Fully functional and clean to include hand sanitizer.
  • GPS
  • Fishfinder
  • Live bait well
  • Outriggers
  • Spearfishing equipment
  • Ice box
  • Radar
Trips booked with Underwater Cowboy include:
  • Rods, reels & tackle
  • Live bait
  • Lures
  • Catch cleaning & filleting (No charge all included. We also will pack your fish for a small fee. )
  • Snacks
  • Drinks (We have a cooler for you with Ice and we have bottled water. )
  • First mate
  • Fishing license (We have a charter license so you do not need one. )
Underwater Cowboy offers the following types of fishing:
  • Nearshore fishing
  • Offshore fishing (We go from 7-30 miles offshore. Most trips are witching 15-20 off shore. Swordfish trip are our furthest off shore at 27-32 miles. )
  • Reef fishing
  • Wreck fishing
Underwater Cowboy offers the following fishing techniques:
  • Light tackle
  • Heavy tackle (Two LP electric reels.)
  • Bottom fishing
  • Trolling (Two LP electric reels for high-speed trolling.)
  • Jigging
  • Drift fishing
  • Kite fishing
  • Spearfishing
  • Deep sea fishing
Top targeted fish species with Underwater Cowboy include:
  • Dolphin (Mahi Mahi)
  • Grouper (Black)
  • Sailfish
  • Snapper (Mutton)
  • Snapper (Yellowtail)
  • Swordfish
  • Tuna (Blackfin)
  • Wahoo

Your captain

Dan Yergey
Dan Yergey

Key Largo, Florida, United States

ID & license verified
119 Customer reviews
Typical response within an hour
Member since December 2022
Angler's Choice

The Angler's Choice Award is given to listings that consistently deliver a high-quality service and earn great reviews from customers.

Captain Dan was nicknamed by one of his students as the 'underwater cowboy,' because he grew up ranching in Kansas before joining the military. After serving his country overseas, Captain Dan worked in corporate America for nearly 20 years prior to moving to Key Largo. During that time, he enjoyed traveling to dive but left the corporate world to spend more time with family. He is both the owner and captain of the Underwater Cowboy. Before going out on his own, he worked at the largest dive shop in the US as the lead captain. When he is not driving the Underwater Cowboy, he is often training captains or running large fishing boats. Captain Dan enjoys teaching both students and dive professionals and takes pride in ensuring his diving and fishing customers are safe and happy. He is an exceptional guide, fisherman, and boat captain that will show you to the best spots in the keys! He lives in Key Largo with his fiancé, their doodle, and a couple of parrots.

Our Team
Kindra B.

Kindra B.

Business partner

Dan Y.

Dan Y.

Captain

Dan Yergey
Dan Yergey
Fully verified
Angler's Choice
119
reviews
2022
member since
~1h
response
Captain Dan was nicknamed by one of his students as the 'underwater cowboy,' because he grew up ranching in Kansas before joining the military. After serving his country overseas, Captain Dan worked in corporate America for nearly 20 years prior to moving to Key Largo. During that time, he enjoyed traveling to dive but left the corporate world to spend more time with family. He is both the owner and captain of the Underwater Cowboy. Before going out on his own, he worked at the largest dive shop in the US as the lead captain. When he is not driving the Underwater Cowboy, he is often training captains or running large fishing boats. Captain Dan enjoys teaching both students and dive professionals and takes pride in ensuring his diving and fishing customers are safe and happy. He is an exceptional guide, fisherman, and boat captain that will show you to the best spots in the keys! He lives in Key Largo with his fiancé, their doodle, and a couple of parrots.
The crew
Kindra B.
Kindra B.
Business partner
Dan Y.
Dan Y.
Captain

The fish you can target

Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Black Grouper
Black Grouper
Sailfish
Sailfish
Mutton Snapper
Mutton Snapper
Yellowtail Snapper
Yellowtail Snapper
Swordfish
Swordfish
Blackfin Tuna
Blackfin Tuna
Wahoo
Wahoo
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Black Grouper
Black Grouper
Sailfish
Sailfish
Mutton Snapper
Mutton Snapper
Yellowtail Snapper
Yellowtail Snapper

Real catches by this captain

  • Hell Yeah to Capt Dan
    Sam S.
    Sam S.
  • great captain and a great time
    Christopher R.
    Christopher R.
  • Amazing Private Fishing Experience
    Daniel N.
    Daniel N.
  • Blackfin, Mahi, Wahoo… and a Whole Lot of Laughs
    Neil Q.
    Neil Q.
  • Fishing with Dan
    Andy S.
    Andy S.
  • Great family day with Underwater Cowboy
    Ryan K.
    Ryan K.
  • WHAT A GREAT DAY OF CATCHING !!!
    Bric G.
    Bric G.
  • Fantastic trip with an amazing crew!
    Bill B.
    Bill B.
  • 10 stars!
    Najla M.
    Najla M.
  • Great first experience
    Lindsey A.
    Lindsey A.

What is the boat like?

Boat image
Boat category
Center console boats
Capacity
6 persons
Boat length
36 ft
Year built
2018
Boat manufacturer
Contender
Boat type
Center console
Engine model
Yamaha
Powered by
2 x 350HP
Max cruising speed
50 knots

What kind of fishing will you do?

Nearshore Fishing
Offshore Fishing
We go from 7-30 miles offshore. Most trips are witching 15-20 off shore. Swordfish trip are our furthest off shore at 27-32 miles.
Reef Fishing
Wreck Fishing

Which fishing techniques you can try

Light Tackle
Heavy Tackle
Two LP electric reels.
Bottom Fishing
Trolling
Two LP electric reels for high-speed trolling.
Jigging
Drift Fishing
Kite Fishing
Spearfishing
Deep Sea Fishing

Which amenities are available onboard

Toilet
Fully functional and clean to include hand sanitizer.
GPS
Fishfinder
Live bait well
Outriggers
Spearfishing equipment
Ice box
Radar
What's included in the trip price
Rods, reels & tackle
Live bait
Lures
Catch cleaning & filleting
No charge all included. We also will pack your fish for a small fee.
Snacks
Drinks
We have a cooler for you with Ice and we have bottled water.
First mate
Fishing license
We have a charter license so you do not need one.

How cancellations work

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

More details

What the listing policies are

Pickup not included

Transfer to/from departure site is not included in trip rates.

Child friendly
We love kids. No age limit. Size might require to ware life jacket.
You keep catch
Catch and release allowed

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 30% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 30% 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

When paying the remaining balance with a credit card, an additional 1.5% charge will apply.

What’s biting in Key Largo right now

Dolphin (Mahi Mahi)Dolphin (Mahi Mahi)
SailfishSailfish
Snapper (Mutton)Snapper (Mutton)
Snapper (Yellowtail)Snapper (Yellowtail)
SwordfishSwordfish
Tuna (Blackfin)Tuna (Blackfin)

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