Cowboy Cowgirl Sportfishing Charters

Cowboy Cowgirl Sportfishing Charters

Cowboy Cowgirl Sportfishing Charters
4.5
Boat ToursWater SportsFishing Charters & Tours
7:00 AM - 11:00 PM
Monday
7:00 AM - 11:00 PM
Tuesday
7:00 AM - 11:00 PM
Wednesday
7:00 AM - 11:00 PM
Thursday
7:00 AM - 11:00 PM
Friday
7:00 AM - 11:00 PM
Saturday
7:00 AM - 11:00 PM
Sunday
7:00 AM - 11:00 PM
About
For over 55 years, our family-owned charter boat business has been providing the best fishing experiences in Key West, Fl. We are a third-generation business, providing customers with a unique blend of knowledge, experience, and passion for fishing. Our crew is professionally trained and certified, offering a variety of fishing trips, from deep-sea to reef fishing and many more. We offer both Private and Shared charters to accommodate all price ranges. We believe in providing our customers with the utmost care and attention, ensuring they have the best possible experience while out on the water. We strive to create an unforgettable experience that customers will want to come back. Thank you for choosing us for your fishing experience.
Key West, Florida
Meets animal welfare guidelines

Awards
Travelers' Choice
2023

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Travelers talk about
(59 reviews)
(22 reviews)
(35 reviews)

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

Popular mentions

4.5
4.5 of 5 bubbles330 reviews
Excellent
296
Very good
10
Average
4
Poor
6
Terrible
14

Jeff S
Interlochen, MI14 contributions
1.0 of 5 bubbles
Dec 2023 • Business
Was super disappointed with this charter company. Booked the trip several weeks prior for a shared full day. We were supposed to fish at 8am the following morning and received a text at 830pm that we could either pay more or they would cancel the trip. I try to understand needing to make a profit to run your boat. Can’t imagine 800, plus another 300 in tip wouldn’t cover your expenses but that’s just me.

My main frustration is waiting until the last second to back me into a corner for more money. I was at a conference with over 200 other people. Had you called me earlier in the day, I probably could have completely filled the boat and maybe even a second boat.

After they cancelled my trip I had to make several calls and wait nearly two weeks to get my money back. Explained as human error.

In the world of business and competition there are plenty of other options out there. I would highly encourage you to explore other charter companies.
Written December 27, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thank you for sharing your feedback. We sincerely apologize for the inconvenience and disappointment you experienced with the cancellation of your trip. We understand how frustrating this must have been, especially given the anticipation and planning that goes into such an outing. Please allow us to clarify the situation. The shared charter model relies on a certain number of participants to operate cost-effectively. Unfortunately, the unexpected last-minute cancellation by the other party put us in a challenging position. We aimed to provide alternatives rather than leaving you without any options, hence the offer for a private charter at a discounted rate. This was intended as a gesture to accommodate your plans while also covering our operational costs. We regret that this solution was not satisfactory and acknowledge that the timing of our communication was not ideal. Your feedback highlights the importance of timely updates, and we are actively working on improving our communication protocols to ensure our guests are informed well in advance of any potential changes to their bookings. Regarding the delay in the refund, we understand the frustration this caused and want to assure you that we have addressed the issue internally to prevent such occurrences in the future. It was an unfortunate oversight, and we are committed to ensuring more prompt and efficient processes. We truly value your business and would appreciate the opportunity to regain your trust. While we respect your decision to explore other options, we would be grateful for the chance to welcome you aboard again, perhaps under circumstances that better demonstrate the high standards of service and reliability we strive to uphold. Please feel free to reach out to us directly if you would like to discuss this matter further or if there is anything specific we can do to assist you. Your satisfaction is paramount, and we are committed to making things right.
Written March 1, 2024
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Becky A
1 contribution
5.0 of 5 bubbles
Nov 2023 • Couples
This was the 2nd time we used Cowboy Cowgirl charters. My boyfriend and I first went in April for my birthday and I caught a 50 pound Amberjack that we now have mounted on the wall. In November we went for my boyfriend's birthday and we requested Sharkie (Mark) and Cole to take us out again. I cannot say enough about what a fabulous experience we had! Michelle is so great and helpful and just a text or phone call away to answer any questions you might have about the trip. Sharkie is hilarious and he knows his stuff! My boyfriend and Cole hit it off. Such a great, knowledgeable and awesome kid! He's got great things coming for him! We caught 6 fish in total. Highlights were 2 huge tuna and my boyfriend caught his rare sailfish on his birthday. We took some tuna filet and went to a restaurant in Key West that Michelle recommended and we got 3 tuna dishes made from our freshly caught tuna! Such a great experience you are missing out if you dont use Cowboy Cowgirl Charters!!+
Written December 2, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thank you immensely for your glowing review and for choosing us again! We’re overjoyed to hear about your amazing catches and unforgettable experiences with Sharkie, Cole, and Michelle. Your kind words truly mean the world to our team. It’s fantastic that the celebrations brought such remarkable catches, especially the rare sailfish for your boyfriend’s birthday! We’re glad you enjoyed the tuna dishes recommended by Michelle and look forward to many more memorable trips with you both. Feel free to reach out anytime, and here’s to more great adventures with Cowboy Cowgirl Charters!
Written March 1, 2024
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Anne
4 contributions
4.0 of 5 bubbles
Nov 2023 • Couples
We didn't choose the greatest day to go fishing as there was a cold front coming through and it was late November, so the fish didn't cooperate, but our captain gave it his best shot. He was fun to visit with. We did catch a mackerel that we took to a restaurant in town to cook for us (delish!) but that was our only fish of the day. We paid a pretty penny for that one fish. The bathroom on the boat (the Cowgirl) was not very pleasant. Terrible smell and didn't flush right.
Written December 2, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thank you for taking the time to share your experience with us. We’re glad to hear that you enjoyed the company of our captain and that the mackerel you caught was a tasty highlight of your trip, despite the challenging weather conditions and the fish being less cooperative. We sincerely apologize for the inconvenience you faced with the restroom facilities on the Cowgirl. We strive to ensure all aspects of our charter are comfortable and pleasant, and clearly, we fell short in this area. Please know that we’ve taken immediate steps to address this issue by enhancing our guidelines on what should not be disposed of in the toilet, to prevent any future occurrences of this nature. We’re committed to providing our guests with a clean and fully functional onboard experience, and we’re grateful for your feedback as it helps us improve. We hope this incident won’t deter you from joining us again; we’d love the opportunity to provide you with a true Cowboy Cowgirl Charters experience, where all elements of your trip meet your expectations.
Written March 1, 2024
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Erica
Waxahachie, TX1 contribution
5.0 of 5 bubbles
Nov 2023 • Couples
We walked onto the charter dock midday looking to fish without prior booking. Almost every boat was already out and another captain turned us down. What a lucky break to see Chris and Mark cleaning the Cowboy! We ask if they were available for hire that day and they said sure! What a treat! We paid for 1/2 day and they actually spent about 6 hours with us. They were friendly and we had a super time fishing together. It was slow for the first maybe 30 minutes then captain Mark took us to a rocky artificial area of the open ocean he knew where the fish like to be and immediately we caught 2 bull dolphins and a tuna. The experience knowing those areas plus their friendly demeanor made for a great day. I highly recommend Cowboy Cowgirl charters for a friendly fun time. We can’t wait to go back and take our kids next time! Five stars all the way!
Written November 19, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Ray V
5 contributions
4.0 of 5 bubbles
Aug 2023 • Couples
The trip was fun. Based on the cost of everything else in Key West the price was reasonable . The Captain, Nell’s, and First Mate Wahoo Willie did everything in their power to put us on Fish. We caught some Barracuda, 1 mahi and a couple of tuna which they used for bait to catch an 8 ft shark… we fought it for an hour. Got it to the surface and boat, got pics and released it. All and all it was a very good trip. I’d go with them again…
Written August 3, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Kevin P
4 contributions
5.0 of 5 bubbles
Apr 2023 • Family
Had a great time on Sanctuary with AJ and Nels. By a stroke of luck our split charter had a cancellation, so my boys and I had the boat and the fish to ourselves. The guys were very proficient and worked together really well to get us each a big fish.they cleaned and filleted the fish and AJ had a fantastic recommendation on where to go to get it cooked right
Written July 14, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Brogan16
Missouri City, TX77 contributions
2.0 of 5 bubbles
Jun 2023
We had a trip scheduled with Cowboy Cowgirl Charters for several months, and several days before we arrived, they sent a text that the people we were supposed to go out with had cancelled and couldn't run with just two people. Completely understanding, we sent a text back and didn't hear anything until my husband called the day before we were leaving. They answered and said to call them when we got there. We did, and noone answered, but sent a text that they were on the phone and would be a while, to please text. I did, but still got no response until we actually went by the boat to see if someone would be there in person. We spoke to the captain, and he called his wife, and she said they'd get us out in the morning. Got a text the night before, telling us to find the Reef Runner II the next morning. We did, and we only wish we hadn't. It was a horrible experience! The captain was less than personable, and the mate was extremely unpleasant. He seemed to become irritated when we weren't catching anything. This led to him either speaking very shortly to us, or not at all, slamming things around, mumbling, and whipping chairs around (with people in them) angrily if they were in his way. The few conversations he had were about the lighthouse, turtle eggs, how smart cero mackerel are, someone vomiting and such on themselves, and bachelorette parties with girls taking their clothes off. We understand that some days out there fishing will not be successful, but we should not have been miserable during half of the trip because of the mate's behavior. Cowboy Cowgirl charters, please be better with your communication, and please do NOT work with Reef Runner II again. To others, other experiences that we've had with Cowboy Cowgirls were good ones, but them handing us off to another charter didn't work out well.
Written June 4, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

realjeff
New Brunswick, NJ3 contributions
5.0 of 5 bubbles
Apr 2023 • Solo
Always a great trip on one of the Cowboy boats. Thanks to Russa and Wahoo we were in Mahi mania yesterday, along with action on other fish
Written April 18, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Gerry E
2 contributions
5.0 of 5 bubbles
Mar 2023 • Couples
Cowboy Cowgirl gave my wife and i the best fishing experience of our lifetime!!! Highly recommend!! We came down from Pennsylvania and the owner Michele was incredible to deal with!! She really treats her customers like family!! Shout out to captain Jake and wahoo willy!! Incredible captain and mate duo!! Thanks guys!! We will be back!!
Written March 30, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Me Pi
1 contribution
1.0 of 5 bubbles
Mar 2023 • Couples
Save your money or use someone else. In prime fishing season, beautiful weather. Hungover mate from his night after night behavior. Captain says "we tried" to excuse a boat ride for hundreds of dollars paid to catch fish that didn't get caught. Worse than rookie mistakes made
Written March 23, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
As the owner, I am disappointed to hear about this negative experience. We strive to provide the best service possible and I apologize that we fell short in this instance. We will investigate the matter further and take necessary actions to ensure that such incidents do not occur again in the future. As a professional, I understand that there may have been factors outside of our control that may have impacted the fishing trip. However, it is our responsibility to communicate effectively with our clients and manage their expectations. We will take steps to improve our communication and ensure that our clients are aware of any potential factors that may impact their fishing experience. As the devil's advocate, it is important to consider that fishing is a sport that is dependent on various factors such as weather conditions, fish migration patterns, and other natural occurrences. While we do our best to provide a positive experience, we cannot guarantee that fish will be caught every time. We will take this feedback into consideration and continue to improve our services to provide the best possible experience for our clients.
Written March 25, 2023
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

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Cowboy Cowgirl Sportfishing Charters - All You Need to Know BEFORE You Go (2024)

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