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 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.

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 free snacks, drinks on the boat for your convenience, but you’re always welcome to pack your own drinks and snacks should you want to.

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.



Select date to see available trips and rates:

  • Private trip
    Half Day Trip
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 7:00 AM
    Price for up to 6 persons
    US $950
    4 hour fishing charter with a flexible start time.
  • Private trip
    3/4 Day Trip
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 7:00 AM
    Price for up to 6 persons
    US $1,150
    6 hour fishing trip for up to 6 guests with a flexible start time.
  • Private trip
    Full Day Trip
    In demand! Last booked: 1 day ago
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 7:00 AM
    Price for up to 6 persons
    US $1,350
    8 hour fishing trip for up to 6 guests with a flexible start time.
  • Private trip
    Full Day Trip – Swordfish
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 7:00 AM
    Price for up to 6 persons
    US $1,850
    Full Day of fishing offshore.
    Targeted fish
    Swordfish
    Swordfish
There are 14 people looking at this charter.

Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 66 reviews
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (117)
Family
Family
Great Fishing Experience!
+114
Angler rating
65
0
0
0
0
Anglers claimed
Good experience
98%
Friendly captain
100%
Recommend this charter
98%
Appropriate for children
98%
Satisfied with the boat
100%
Caught fish
98%
Sort by:
Featured  
Showing:
5 of 66 reviews
John L.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Underwater cowboy

VERIFIED   Full Day Trip on April 5, 2024
Capt Dan, is the man. His boat is awesome, super sound system. Well let’s get down to brass tax. The dude is legit. I’m...
John L. recommends Underwater Cowboy
Mark review as helpful
You found this review helpful
  Dan Yergey Captain replied

Dan D.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Reel Deal here!

VERIFIED   3/4 Day Trip on December 28, 2023
Our fishing trip with Capt. Dan from Underwater Cowboy was absolutely unforgettable! Despite some tricky weather, Captain Dan...
Dan D. recommends Underwater Cowboy
Mark review as helpful
2 persons find this review helpful
You and 2 people found this review helpful
  Dan Yergey Captain replied

Houston S.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Splendid!

VERIFIED   Full Day Trip on December 19, 2023
First and foremost, Captain Dan is a gentleman and scholar with a wealth of knowledge of all things life. Yes, offshore fishing...
Houston S. recommends Underwater Cowboy
Mark review as helpful
You found this review helpful
  Dan Yergey Captain replied

Danny W.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Incredibly fun day at sea!

VERIFIED   Half Day Trip on October 5, 2023
I’ve booked several fishing charters over the years so I had certain expectations. Underwater Cowboy went ABOVE AND BEYOND! ...
Danny W. recommends Underwater Cowboy
Mark review as helpful
You found this review helpful
  Dan Yergey Captain replied

Bobby R.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Family

VERIFIED   NEW  3/4 Day Trip on July 11, 2024
When you get a chance on vacation, you never know what to expect. I was truly impressed. I felt like I was fishing with a long...
Bobby R. recommends Underwater Cowboy
Mark review as helpful
You found this review helpful
  Dan Yergey Captain replied

FAQs about Underwater Cowboy

Underwater Cowboy offers the following trips to customers:
  • US $950 per group - Half Day Trip (4 hours)
  • US $1,150 per group - 3/4 Day Trip (6 hours)
  • US $1,350 per group - Full Day Trip (8 hours)
  • US $1,850 per group - Full Day Trip – Swordfish (8 hours)

When you book a trip with Underwater Cowboy, you can expect the following amenities onboard:
  • Toilet
  • GPS
  • Fishfinder
  • Snorkeling Equipment
  • Live Bait Well
  • Outriggers
  • Spearfishing Equipment
  • Ice Box
  • Radar

Trips booked with Underwater Cowboy include:
  • Rods, reels & tackle
  • Live Bait
  • Lures
  • Catch cleaning & filleting
  • Snacks
  • Drinks
  • First Mate
  • Fishing License

Underwater Cowboy offers the following types of fishing:
  • Nearshore Fishing
  • Offshore Fishing
  • 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

Meet the Captain

Dan Yergey
Key Largo, Florida, United States
ID & license verified
66 Customer reviews
Response time 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 and their dogs.
Our Team
Brenton B.
First mate

About this listing

Targeted species

Dolphin (Mahi Mahi) Dolphin (Mahi Mahi)
Grouper (Black) Black Grouper
Sailfish Sailfish
Snapper (Mutton) Mutton Snapper

Boat specs

Contender (Center console) originally built in 2018. Powered by 2 350HP Yamaha engines, with a maximum cruising speed of 50 knots.

Length
36 ft
Capacity
6 persons

Types of fishing

Nearshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing

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

Amenities

Toilet
GPS
Fishfinder
Snorkeling Equipment
Live Bait Well
Outriggers

Trip includes

Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
Snacks
Drinks
First Mate
Fishing License

Cancellation policy

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.

Listing policies

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed

Payment

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

Key Largo Fishing Calendar

Loading Fish Calendar!
Please Wait...