Cowboy Cowgirl 36 Ft Hatteras--Since 1965 

4.5/5 (392 reviews)
 
Federally permitted
 1801 N Roosevelt Blvd, Key West, FL 33040, United States

Cowboy Cowgirl 36 Ft Hatteras--Since 1965 

 
Federally permitted
4.5/5 (392 reviews)
map-thumbnail
1801 N Roosevelt Blvd
Key West, FL, United States

Captain of Cowboy Charters has been guiding people to fish in the Florida Keys. These waters are famous worldwide for their unusually diverse game fishery, and with two fully equipped Hatteras boats at his disposal, he has an offshore fishing trip to suit every type of angler.

Cowboy is the smaller of the company’s 6 boats. A well-appointed 36' Hatteras sportfishing yacht, vessel makes for a comfortable ride for groups of up to six people plus the crew. The boat features a head, as well as outriggers, downriggers, and a fighting chair for a professional and comfortable fishing experience. With a large deck area, everyone will be able to get involved in the offshore action.

The captain is well known for his ability to put his guests on fish, whatever their prior experience. He and his first mate will guide you across the offshore waters, providing all the know-how and equipment you need to catch species such as Mahi Mahi, Sailfish, Marlin, Wahoo, and many more. Cowboy and Cowgirl Charters’ trips usually involve a combination of trolling and bottom fishing, and you may be able to try kite fishing for Sailfish and other exciting pelagic fish when conditions allow.

Want to make your trip extra special? Click on the charter operator’s bio below and check out Cowboy’s bigger – and even more luxurious – sister. You won’t regret it!

Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading

Customer reviews

Loading
Loading
Loading
Loading
Showing 1 - 1 of 1 review
Showing: 1 of 1 review
Loading
Loading
Loading

Loading
Loading
Loading

Loading
Loading
Loading

Loading
Loading
Loading

Loading
Loading
Loading

Loading...
Loading...Loading...Loading...
Loading...Loading...Loading...

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
September 2025
SuMoTuWeThFrSa
Loading...
Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
Half Day Trip – Shared Charter (AM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 8:00 AM
Loading...
US $400 
Shared tour: for 2 people
Half Day Trip – Shared Charter (PM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 1:00 PM
Loading...
US $400 
Shared tour: for 2 people
3/4 Day Trip – Shared Charter (AM)
FREE Cancellation 3 days notice
6 Hour Trip, starts at 8:00 AM
Loading...
US $500 
Shared tour: for 2 people
3/4 Day Trip – Shared (PM)
FREE Cancellation 3 days notice
6 Hour Trip, starts at 1:00 PM
Loading...
US $500 
Shared tour: for 2 people
Full Day Trip – Shared Charter
FREE Cancellation 3 days notice
8 Hour Trip, starts at 8:00 AM
Loading...
US $600 
Shared tour: for 2 people
Inshore Shark Trip (3 hrs) (PM)
FREE Cancellation 3 days notice
3 Hour Trip, starts at 12:00 PM
Loading...
US $600 
Entire boat: up to 6 people
Inshore Shark Trip (3 hrs) (AM)
FREE Cancellation 3 days notice
3 Hour Trip, starts at 2:00 PM
Loading...
US $600 
Entire boat: up to 6 people
Inshore Shark Trip (3 hrs) (PM)
FREE Cancellation 3 days notice
3 Hour Trip, starts at 4:00 PM
Loading...
US $600 
Entire boat: up to 6 people
Reef Shark Trip (4 hrs) (AM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 7:00 AM
Loading...
US $800 
Entire boat: up to 6 people
Reef Shark Trip (4 hrs) (PM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 12:00 PM
Loading...
US $800 
Entire boat: up to 6 people
1/2 Day Trip – Private Charter (AM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 7:00 AM
Loading...
US $850 
Entire boat: up to 6 people
1/2 Day Trip – Private Charter (PM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 1:00 PM
Loading...
US $850 
Entire boat: up to 6 people
Sunset Tuna Trip 4 hrs
FREE Cancellation 3 days notice
4 Hour Trip, starts at 2:00 PM
Loading...
US $850 
Entire boat: up to 6 people
Full Day Trip – Private Charter
FREE Cancellation 3 days notice
8 Hour Trip, starts at 7:00 AM
Loading...
US $1,350 
Entire boat: up to 6 people
10 HR Day Trip – Private Charter
FREE Cancellation 3 days notice
10 Hour Trip, starts at 7:00 AM
Loading...
US $1,550 
Entire boat: up to 6 people
12 HR Day Trip – Private Charter
FREE Cancellation 3 days notice
12 Hour Trip, starts at 7:00 AM
Loading...
US $1,750 
Entire boat: up to 6 people
12 HR Trip – Private Swordfishing
FREE Cancellation 3 days notice
12 Hour Trip, starts at 7:00 AM
Loading...
US $2,200 
Entire boat: up to 6 people
There are 11 people looking at this charter.

Customer reviews

Loading
Loading
Loading
Loading
Showing 1 - 1 of 1 review
Showing: 1 of 1 review
Loading
Loading

Loading
Loading

Loading
Loading

Loading
Loading

Loading
Loading

Loading...
Loading...Loading...Loading...
Loading...Loading...Loading...

FAQs about Cowboy Cowgirl 36 Ft Hatteras--Since 1965

Loading
Loading
Loading
Loading
Loading
Loading
Loading

The fish you can target

Loading
Loading
Loading
Loading
Loading

What is the boat like?

Boat Image
Boat category
Sportfishing boats
Capacity
6 persons
Boat length
36 ft
Year built
2000
Boat manufacturer
Hatteras
Boat type
Sportfishing

Engine model
Catepillar
Powered by
2 x 700HP
Max cruising speed
18 knots
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading

What’s biting in Key West right now

Loading

Compare similar fishing charters

Loading...
Loading...
Loading...

Recent fishing reports


Loading
Loading
Loading
Loading
Loading