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 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.



Trip availability and prices

  • Private trip
    Yellowtail Fishing
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 7:00 AM
    Price for up to 6 persons
    US $800
    Join us for a 4 hour yellowtail trip at the Reef. Great trip for all ages!
    Types of fishing
    Reef Fishing
    Fishing techniques
    Light Tackle
    Targeted fish
    Snapper (Yellowtail)
    Yellowtail Snapper
  • 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 starting at 7am. Max guests 6.
  • 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 a max of 6 guests.
  • Private trip
    Full Day Trip
    In demand! Last booked: 3 days 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 a max of 6 guests.
  • 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 6 people looking at this charter.

Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 77 reviews
Boat
Excellent
4.9 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (148)
Capt. Dan delivers. In all aspects. Perfectly planned day with the conditions and season.
Capt. Dan delivers. In all aspects. Perfectly planned day with the conditions and season.
Capt. Dan delivers. In all aspects. Perfectly planned day with the conditions and season.
+145
Angler rating
75
0
1
0
0
Anglers claimed
Good experience
96%
Friendly captain
100%
Recommend this charter
97%
Appropriate for children
98%
Satisfied with the boat
100%
Caught fish
99%
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Showing:
5 of 77 reviews
Daniel G.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall
Captain Dan delivers in all aspects of a perfect trip. Great communication prior to, during and after. When back in Key Largo...
Daniel G. recommends Underwater Cowboy
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  Dan Yergey Captain replied

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
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  Dan Yergey Captain replied

John N.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Wonderful day for our family!

VERIFIED   3/4 Day Trip on December 30, 2024
Highly recommend this boat and the Underwater Cowboy! We had First Mate Mike helping and he was so helpful and explained everything...
John N. recommends Underwater Cowboy
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  Dan Yergey Captain replied

William E.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Captain Dan the Man

VERIFIED   NEW  Half Day Trip on January 17, 2025
Great trip with Captain Dan and his first mate.  We had a group of six and all passengers were satisfied with the trip. ...
William E. recommends Underwater Cowboy
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  Dan Yergey Captain replied

Stephanie P.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

What a great time!!!!

VERIFIED   3/4 Day Trip on April 6, 2024
If you want a relax, chill, and fun trip then this is the guys for you. Captain Dan and Mate Brent are the best!! They are...
Stephanie P. recommends Underwater Cowboy
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  Dan Yergey Captain replied

FAQs about Underwater Cowboy

Underwater Cowboy offers the following trips to customers:
  • US $800 per group - Yellowtail Fishing (4 hours)
  • 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
  • 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

Your captain

Dan Yergey
Key Largo, Florida, United States
ID & license verified
77 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.

The fish you can target

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

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
Reef Fishing
Wreck Fishing

Which fishing techniques will you 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
GPS
Fishfinder
Live Bait Well
Outriggers
Spearfishing Equipment

What’s included in the trip price

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

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.

What the listing policies are

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

What’s biting in Key Largo right now

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