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
    $800
    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
    $1,000
    6 hour fishing trip for up to 6 guests with a flexible start time.
  • Private trip
    Full Day Trip
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 7:00 AM
    $1,250
    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
    $1,800
    Full Day of fishing offshore.
    Targeted fish
    Swordfish
    Swordfish
There are 9 people looking at this charter.

FAQs about Underwater Cowboy

Underwater Cowboy offers the following trips to customers:
  • $800 per group - Half Day Trip (4 hours)
  • $1,000 per group - 3/4 Day Trip (6 hours)
  • $1,250 per group - Full Day Trip (8 hours)
  • $1,800 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:
  • Amberjack
  • Dolphin (Mahi Mahi)
  • Sailfish
  • Snapper (Mutton)
  • Snapper (Yellowtail)
  • Swordfish
  • Tuna (Bluefin)
  • Wahoo

About the Captain

Dan Yergey
Key Largo, Florida, United States
ID & License verified
9 Customer reviews
Response time within an hour
Member since December 2022
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.

About this listing

Targeted species

Amberjack Amberjack
Dolphin (Mahi Mahi) Dolphin (Mahi Mahi)
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 20% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 20% 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

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Customer reviews

Rating Summary
Excellent
5.0 / 5
out of 5 stars from 9 reviews
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (7)
Fishing with Dan
Fishing with Dan
Diving\/Fishing with Capt Dan ***** stars
+4
Angler Rating
9
0
0
0
0
Anglers Claimed
Good experience
89%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
100%
Satisfied with the boat
100%
Catch intended fish
44%
Sort By:
Featured  
Showing:
5 of 9 reviews
Natalie G.
Miami, Florida
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

3/4 Day trip

VERIFIED   NEW  3/4 Day Trip on May 13, 2023
Capt. Dan and the first mate were amazing. Very friendly, kind and caring people. Capt. Dan warned us about choppy waters...
Natalie G. recommends Underwater Cowboy
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Natalie G. recommends Underwater Cowboy
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Otto B.
Rapid City, MI
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great Experience with an even greater crew

VERIFIED   3/4 Day Trip on March 2, 2023
I can’t say enough about Captain Dan and First Mate Hunter.  They took our inexperienced family out in some challenging...
Otto B. recommends Underwater Cowboy
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Otto B. recommends Underwater Cowboy
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Will M.
Herriman, UT
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

May fishing trip

VERIFIED   NEW  Full Day Trip on May 12, 2023
The captain and mate are awesome.  They will do everything possible to find the fish.
Will M. recommends Underwater Cowboy
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Will M. recommends Underwater Cowboy
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Mike P.
Heathrow, FL
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Dan

3/4 Day Trip on March 12, 2023
Great day with Captain Dan, Mike and Kendra. Great people, Nice boat and quality gear. We trolled for the first half trip and...
Mike P. recommends Underwater Cowboy
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  Dan Yergey Captain replied

Jennifer H.
Kansas City, Missouri
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Half Day fishing Trip with Dan

3/4 Day Trip on January 16, 2023
Dan and Hunter took us out for a half day charter. We had an excellent time. They were very accommodating and great hosts trying...
Jennifer H. recommends Underwater Cowboy
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Jennifer H. recommends Underwater Cowboy
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You found this review helpful