Cowboy Charters – Blue Cowboy 

4.7/5 (8 reviews)
 6000 Peninsular Avenue, Stock Island, FL 33040, United States

Cowboy Charters – Blue Cowboy 

4.7/5 (8 reviews)
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6000 Peninsular Avenue
Stock Island, FL, United States

There’s no place like Key West to fulfill your fishing dreams and if you’re looking for a company to lead the charge, Cowboy Charters is at your service! Captain Daniel Hawkins and his skilled crew know the ways of the fish and are happy to share the knowledge with their customers.

It will all start on a comfortable 34’ Contender with plenty of space to sit up to 6 adventurous anglers and twin 300 HP Yamaha engines. The vessel is rigged with the top-notch navigational equipment to keep you on your prey and a live bait well. If you’re going on a longer expedition, there’s a private porta potty on board, so you can fish without a worry in the world.

But the top-of-the-line boat is only one of many perks Cowboy Charters has to offer. The professional crew makes it their mission to put you on the bite. Chase Billfish superstars like White Marlin and Sailfish, or land sizeable Mahi Mahi, Mutton Snapper, and Amberjack. If your thrill is chasing apex predators, targeting Sharks is another specialty of Capt. Daniel. The waters around Key West are as plentiful as they are varied.

Feel free to come fishing with your kids, all ages are welcome aboard. The crew will have safety jackets for everyone. You’ll find all the fishing gear you need on the boat, including reliable Venspaal and Penn spinning rods. At the end of the day, you will get your catch cleaned and filleted for your convenience.

Everything will be provided for your next fishing escapade, just remember to bring your favorite food and drinks for the trip, and leave everything else in the capable hands of Cowboy Charters! New fishing horizons await!

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Customer reviews

Rating summary

4.7/5
out of 5 stars from 8 reviews
Boat
5.0/5
Crew
4.6/5
Experience
4.6/5

Photos & videos by reviewers (10)

January fishing trip
January fishing trip
January fishing trip
+7

Angler rating

6
0
1
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

75%

Caught fish

50%

Showing 1 - 5 of 8 reviews
Showing: 5 of 8 reviews
Anthony Russo
Anthony Russo
Naples, FL
5.0
Verified
3/4 day wirh Capt. Jake
3/4 Day Trip on December 22, 20212 adults
Had some sporty conditions, but Capt. Jake made it as comfortable as possible. Perfect boat outfitted for fishing in Key West and Jake put us on the meat. I am a current Captain myself of a yacht and Jake took great care of the guests I brought aboard the charter. First class guy and he knows the area well. Highly recommend!
1
Logan  Heaps
Logan Heaps
San Juan, Puerto Rico
5.0
Verified
3/4 trip with Captain Phil
3/4 Day Trip on May 15, 20214 adults
Phil was an awesome captain with cowboy charters. Phil went above and beyond, he worked his butt off making sure we had as many lines out as possible and fresh bait. We caught about 12-15 dolphin. We did this as a last minute thing and it couldn't have been better decision! I highly recommend getting phil as your offshore charter guide
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0
John Preiss
John Preiss
United States
5.0
Verified
January fishing trip
3/4 Day Trip on January 8, 20224 adults
Review media 0
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0
Karen Tingler
Karen Tingler
San Juan, Puerto Rico
5.0
Verified
October fishing trip
Half Day Trip (AM) on October 31, 20204 adults
0
James Schulenberg
James Schulenberg
Fort Lauderdale, FL
5.0
Verified
Fishing with Michelle
3/4 Day Trip on March 19, 20202 adults1 child
0

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
November 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
Half Day Trip (AM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 8:00 AM
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US $1,000 
Entire boat: up to 6 people
Half Day Trip (PM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 1:00 PM
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US $1,000 
Entire boat: up to 6 people
3/4 Day Trip
FREE Cancellation 3 days notice
6 Hour Trip, starts at 8:00 AM
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US $1,300 
Entire boat: up to 6 people
Full Day Trip
FREE Cancellation 3 days notice
8 Hour Trip, starts at 8:00 AM
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US $1,500 
Entire boat: up to 6 people

Customer reviews

Rating summary

4.7/5
out of 5 stars from 8 reviews
Boat
5.0/5
Crew
4.6/5
Experience
4.6/5

Photos & videos by reviewers (10)

January fishing trip
January fishing trip
January fishing trip
+7

Angler rating

6
0
1
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

75%

Caught fish

50%

Showing 1 - 5 of 8 reviews
Showing: 5 of 8 reviews
Anthony Russo
Anthony Russo
Naples, FL
5.0
Verified
3/4 day wirh Capt. Jake
3/4 Day Trip on December 22, 20212 adults
Had some sporty conditions, but Capt. Jake made it as comfortable as possible. Perfect boat outfitted for fishing in Key West and Jake put us on the meat. I am a current Captain myself of a yacht and Jake took great care of the guests I brought aboard the charter. First class guy and he knows the area well. Highly recommend!
1
Logan  Heaps
Logan Heaps
San Juan, Puerto Rico
5.0
Verified
3/4 trip with Captain Phil
3/4 Day Trip on May 15, 20214 adults
Phil was an awesome captain with cowboy charters. Phil went above and beyond, he worked his butt off making sure we had as many lines out as possible and fresh bait. We caught about 12-15 dolphin. We did this as a last minute thing and it couldn't have been better decision! I highly recommend getting phil as your offshore charter guide
Review media 0
Review media 1
Review media 2
Review media 3
Review media 4
Review media 5
Review media 6
0
John Preiss
John Preiss
United States
5.0
Verified
January fishing trip
3/4 Day Trip on January 8, 20224 adults
Review media 0
Review media 1
Review media 2
0
Karen Tingler
Karen Tingler
San Juan, Puerto Rico
5.0
Verified
October fishing trip
Half Day Trip (AM) on October 31, 20204 adults
0
James Schulenberg
James Schulenberg
Fort Lauderdale, FL
5.0
Verified
Fishing with Michelle
3/4 Day Trip on March 19, 20202 adults1 child
0

FAQs about Cowboy Charters – Blue Cowboy

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The fish you can target

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What is the boat like?

Boat Image
Boat category
Center console boats
Capacity
6 persons
Boat length
34 ft
Year built
2018
Boat manufacturer
Contender
Boat type
Center console

Engine model
Yamaha
Powered by
2 x 300HP
Max cruising speed
35 knots
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