Cowboy Cowgirl Sportfishing - Cowboy

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Popular Features:

  • Fishing License Included
  • Fish Cleaning Included
  • Toilet On Board
  • Children Welcome
  • Fishing Tackle Included
  • First Mate
  • Fishing Trips with Cowboy Cowgirl Sportfishing - Cowboy start at: $400.00

    View Trips
  • Your Captain will provide:

    • Catch Cleaning & Filleting
    • Fishing License
    • Fresh or Live Bait
    • Lures
    • Rods Reels Terminal Tackle

    You’ll need to bring drinks (no glass bottles), snacks, weather appropriate clothing, sunglasses, sunscreen, etc.

  • Weather cancellations are at your Captain’s discretion, your safety is their number one priority! You will receive a refund for any weather cancellation, or you can choose to reschedule your trip for a different date.

  • 1801 North Roosevelt Boulevard Key West, FL

    • Amberjack
    • Lesser Amberjack
    • Mahi Mahi
    • Black Grouper
    • Snowy Grouper
    • King Mackerel
    • Blue Marlin
    • Sailfish
    • Mutton Snapper
    • Red Snapper
    • Blackfin Tuna
    • Wahoo
    Your Captain will have you targeting the species biting most frequently on the days leading up to your trip!

Trips:

You will have the opportunity to select backup dates in checkout (if applicable)
Shared Trip

Half Day Trip

$400.00

Price includes up to 2 guests

+$220.00 per additional guest, max 6 guests

8:00am - 12:00pm EST (4 hours)
Deposit refundable up to 3 Days before the trip
Trip Details
This trip will usually involve trolling nearshore for species such as King Mackerel and Mahi Mahi. Shared charters are perfect for smaller groups who are happy to split the cost of hiring a boat with other people.
Shared Trip

3/4 Day Trip

$500.00

Price includes up to 2 guests

+$275.00 per additional guest, max 6 guests

8:00am - 2:00pm EST (6 hours)
Deposit refundable up to 3 Days before the trip
Trip Details
The choice is yours: troll, bottom fish, or combine the two as you fish for Mahi Mahi, Sailfish, Marlin, Tuna, Groupers, Snappers, and more.
Shared Trip

Full Day Trip

$600.00

Price includes up to 2 guests

+$330.00 per additional guest, max 6 guests

8:00am - 4:00pm EST (8 hours)
Deposit refundable up to 3 Days before the trip
Trip Details
Trolling and/or bottom fishing for Tuna, Mahi Mahi, Sailfish, Snappers, and more. Shared charters are perfect for smaller groups who are happy to split the cost of hiring a boat with other people.

Half Day Trip (AM)

$850.00

Price includes up to 6 guests

7:00am - 11:00am EST (4 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

This trip will usually involve trolling nearshore for species such as King Mackerel and Mahi Mahi. Special requests are welcomed, i.e. Tarpon, Shark etc.

3/4 Day Trip (AM)

$1,150.00

Price includes up to 6 guests

7:00am - 1:00pm EST (6 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

The choice is yours: troll, bottom fish, or combine the two as you fish for Mahi Mahi, Sailfish, Marlin, Tuna, Groupers, Snappers, and more.

$150 fuel surcharge is extra charge

Full Day Trip

$1,350.00

Price includes up to 6 guests

7:00am - 3:00pm EST (8 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

The choice is yours: troll, bottom fish, or combine the two as you fish for Mahi Mahi, Sailfish, Marlin, Tuna, Groupers, Snappers, and more.

$150 fuel surcharge is extra charge

Half Day Trip (PM)

$850.00

Price includes up to 6 guests

1:00pm - 5:00pm EST (4 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

This trip will usually involve trolling nearshore for species such as King Mackerel and Mahi Mahi. Special requests are welcomed, i.e. Tarpon, Shark etc.

3/4 Day Trip (PM)

$1,150.00

Price includes up to 6 guests

1:30pm - 7:30pm EST (6 hours)
Deposit refundable up to 3 Days before the trip
Trip Details

The choice is yours: troll, bottom fish, or combine the two as you fish for Mahi Mahi, Sailfish, Marlin, Tuna, Groupers, Snappers, and more.

12 Hour Trip

$1,750.00

Price includes up to 6 guests

7:00am - 7:00pm EST (12 hours)
Deposit refundable up to 7 Days before the trip
Trip Details

The choice is yours: troll, bottom fish, or combine the two as you fish for Mahi Mahi, Sailfish, Marlin, Tuna, Groupers, Snappers, and more.

Customer Reviews
Average Review
5
(16)
(0)
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Loved The Charter!
Sean and Taylor were legit, fun, and experienced! Loved the charter, everyone caught a fish plus a bunch of bonus wildlife experiences. Go Cowgirl!! 🧜🏻‍♀️🤠
Sean and Taylor were legit, fun, and experienced! Loved the charter, everyone caught a fish plus a bunch of bonus wildlife experiences. Go Cowgirl!! 🧜🏻‍♀️🤠
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Best Guide There is!
Best there is!!! You will never be disappointed with them and their customer service is the best!
Best there is!!! You will never be disappointed with them and their customer service is the best!
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8 Hour Trip!
We experienced an 8 hour deep sea fishing charter with Captain James and 1st Mate Tom on the Cowboy Cowgirl Sport Fishing Charter this week and had an amazing time! James and Tom were very professional, personable and also very knowledgeable fisherman. We were in rough seas the entire trip but we all persevered and came home with an awesome catch! We caught 4 beautiful Mahi, a large Black Grouper, Mackerel, and a Yellowtail Snapper! We also caught 2 Barracuda and a smaller Black Grouper that were catch and release. We highly recommend their charter services if you are searching for a great couple of guys to take you on an amazing and very memorable fishing trip! Thanks again to James and Tom for their expertise and great company on our trip! We hope to return and do this all again in the future!
We experienced an 8 hour deep sea fishing charter with Captain James and 1st Mate Tom on the Cowboy Cowgirl Sport Fishing Charter this week and had an amazing time! James and Tom were very professional, personable and also very knowledgeable fisherman. We were in rough seas the entire trip but we all persevered and came home with an awesome catch! We caught 4 beautiful Mahi, a large Black Grouper, Mackerel, and a Yellowtail Snapper! We also caught 2 Barracuda and a smaller Black Grouper that were catch and release. We highly recommend their charter services if you are searching for a great couple of guys to take you on an amazing and very memorable fishing trip! Thanks again to James and Tom for their expertise and great company on our trip! We hope to return and do this all again in the future!
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Additional Features:

  • Saftey Equipment

  • Life Jackets
  • Fire Extinguishers
  • First-aid Equipment
  • Cpr-trained Crew
  • Epirb
  • Flares
  • Vhf Radio
  • Navigation

  • Gps
  • Fish Finder
  • Price Includes

  • Catch Cleaning & Filleting
  • Fishing License
  • Fresh Or Live Bait
  • Lures
  • Rods Reels Terminal Tackle
  • First Mate

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