THREE GENERATIONS OF KEY WEST FISHING — THE OLDEST FAMILY-OWNED CHARTER IN KEY WEST
Meet Mark Baumgarten – The Heart of Cowboy Cowgirl Sportfishing
A lifetime on the water, sharing the best of Key West fishing.
With saltwater in his veins and a legacy built on the docks of Key West, Mark Baumgarten is more than an owner — he is the soul behind Cowboy Cowgirl Sportfishing. As the leader of a three-generation family business, Mark brings decades of hands-on experience, deep local knowledge, and an unwavering passion for the ocean.
Our Story Began in 1965
For over six decades, Cowboy Cowgirl Sportfishing Charters has been part of the heartbeat of Key West fishing.
The story began in 1965, when Hans Baumgarten founded a charter operation that would become one of the longest-running fishing charter businesses in Key West.
Today, Hans’ son Mark, along with his wife Michelle, continues that legacy. Their children, Chris and Kristin, now form the third generation—each playing a major role in guiding the business forward.
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Chris works hands-on with captains, crew, and daily operations, ensuring every trip meets the Cowboy Cowgirl standard.
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Kristin strengthens the business through administration, marketing, and expanding the family brand.
This is more than a business.
It’s a family story—still being written with every trip offshore.
Why Choose Cowboy Cowgirl Sportfishing?
✔ Three Generations of Experience
60+ years of local fishing knowledge passed down through the Baumgarten family.
✔ The Longest Family-Run Fishing Charter in Key West
A legacy of trust, quality, and unmatched experience.
✔ A Growing Fleet for Every Adventure
From offshore sportfishing to light tackle and inshore trips.
✔ Tournament-Winning Captains
Proven expertise with trophy catches and competitive results.
✔ Personalized, Family-Owned Service
You’re not booking a trip — you’re fishing with a family.
✔ Trips for All Skill Levels
From first-timers to seasoned anglers, every trip is tailored to you.
Our Fleet & Fishing Trips
We offer one of the most diverse ranges of fishing experiences in Key West:
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Deep-Sea Sportfishing – Sailfish, marlin, wahoo, mahi-mahi.
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Light Tackle & Inshore – Snapper, grouper, tarpon, permit.
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Shark Fishing Adventures – Bull sharks, hammerheads, blacktips.
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Reef & Wreck Fishing – Yellowtail, muttons, amberjack.
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Fishing & Sandbar Combo Trips – A uniquely Key West experience.
The Cowboy Cowgirl Difference
At Cowboy Cowgirl Sportfishing, tradition meets innovation.
What sets us apart is simple:
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A multi-generation family legacy
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A fleet built for every type of angler
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A team that treats guests like family
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A story rooted in Key West history
When you fish with us, you become part of that story.
Our Community
We proudly support the local fishing community, conservation groups, and Key West events. From sponsoring tournaments to promoting sustainable fishing practices, we are committed to protecting the waters we’ve called home since 1965.
Our Guarantee
We can’t guarantee the fish will always bite — but we do guarantee:
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professionalism
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expertise
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safety
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and a memorable experience on every trip
That’s the Cowboy Cowgirl promise.
Contact Us
Have questions or need help preparing for your trip?
We’re always here to help. Call, email, or message us anytime.
📞 (305) 304-2946
📧 [email protected]
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Greetings, fellow fishing enthusiasts! I’m here to share a treasure trove of insights from my 50+ years on the bountiful waters of Key West. Whether you’re a first-timer or a seasoned angler, this guide is your ticket to an unforgettable charter fishing experience in one of the world’s premier fishing destinations.
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The Unique Charm of Key West Waters
Nestled at the southernmost tip of the Florida Keys, Key West is an angler’s dream. The waters here teem with a diverse range of fish species, promising thrilling catches year-round. Remember the thrill of reeling in a giant Sailfish one winter? Unforgettable!
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A Veteran’s Advice Finding the Perfect Fit
Your charter choice can make all the difference. Consider the size of the boat and the type of fishing you prefer. Our charters cater to all – families, groups seeking luxury, or anglers on a budget.
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Targeted Species Adventures: For those with specific goals in mind, we offer trips focusing on particular species, enhancing your chances of landing your desired catch.
Eco-Conscious Angling: We’re committed to sustainable fishing practices, ensuring the preservation of Key West’s marine life for future generations. -
Local knowledge is key. Our guides, deeply familiar with Key West waters, will offer tips and tricks to boost your chances of a great catch.
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Key West Explore the Best Spots
Discover the best fishing spots in Key West, from bustling piers to secluded offshore waters. My top pick? The waters near Dry Tortugas – always teeming with fish.
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Key West fishing is about the experience as much as the catch. The thrill of the chase, the beauty of the ocean, and the stories you’ll share are what make it truly special. So, come on down, cast your line, and get ready for the adventure of a lifetime!
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Welcome to Cowboy Cowgirl Charter’s Fishing Adventures!
As a seasoned captain with over five decades on the majestic waters of Key West, I, Mark Baumgarten, along with my dedicated crew, am delighted to introduce you to our array of exceptional fishing charters. Our goal is to provide you with an unparalleled fishing experience, whether you’re a novice or an experienced angler.
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Fun and Affordable Fishing: Our shared charters are ideal for solo travelers, couples, or small groups. Enjoy the camaraderie of fellow fishing enthusiasts as you explore Key West’s bountiful waters.
Diverse Group Dynamics: With a maximum of six passengers, these trips are not only budget-friendly but also offer a chance to meet new people and share in the joy of fishing. -
A good charter is more than just a boat; it’s about expertise and experience. Our guides are seasoned pros, well-versed in all local fishing regulations, ensuring a safe, legal, and enjoyable trip for everyone.
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Large Group Accommodations: Perfect for corporate events, large family gatherings, or group celebrations. Our multi-boat packages allow larger parties to experience fishing together.
Custom T-Shirt Competitions: Add an extra layer of fun to your group adventure with our custom t-shirt package, fostering team spirit and friendly competition among participants. -
Hassle-Free Compliance
Don’t worry about the details – all fishing licenses are included in our charters. Plus, our knowledgeable guides are always on board to ensure compliance with all local regulations.
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Beyond Fishing
After a day at sea, we recommend local spots for a ‘hook and cook’ style dinner or lunch. Enjoy your catch freshly prepared – there’s nothing quite like it.
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Ready to experience the magic of Key West fishing? Book your charter today and prepare for an adventure filled with excitement and unforgettable memories. And when you land that big one, remember – every catch has a story. Share yours with us! Happy fishing!
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At Cowboy Cowgirl Sportfishing Charters, each of our vessels is outfitted with top-of-the-line, tournament-grade tackle, ensuring you’re equipped for any fishing adventure, from deep-sea giants to agile inshore fighters. We pride ourselves on staying ahead of the curve with state-of-the-art electronics, providing precise navigation and fish-finding capabilities. Our commitment to excellence in gear and technology ensures you have the best possible experience on the water, making every trip not just a fishing expedition but an unforgettable adventure.
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Customized Fishing Trips: Catering to families, groups, or individuals seeking a more personalized experience. Whether it’s a half-day, there fourth’s day , full-day, or an extended trip, we tailor each journey to your preferences.
Versatile Fleet for All Needs: Our fleet, including boats like the ‘Cowboy’, Irish Cowboy,’Cowgirl II’, Cowgirl, and ‘Sanctuary’, offers a range of options for your perfect sea escapade. -
Techniques and Tips Mastering Key West Fishing
Key West fishing styles range from thrilling trolling adventures to the patience-testing bottom fishing. Our guides are adept at all local techniques, ensuring you get the most out of your fishing trip.
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Simple and Transparent Process
We value your time and trust. Our straightforward booking process ensures ease and clarity, while our transparent pricing model means no unexpected costs. We’re here to make your fishing trip planning as smooth as the calm waters at dawn.
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Join the Excitement
Key West is renowned for its exciting fishing tournaments. Interested in participating? We’ve got you covered. Our boats, like the Sanctuary and Cowgirl, have clinched top spots in prestigious tournaments like the Key West Marlin and Tuna divisions.
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As a fisherman, I urge you to respect our oceans. Practice responsible fishing and help us preserve Key West’s marine beauty for future generations.
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Gallery of Memories: Our gallery showcases the thrilling experiences and happy faces of our previous guests. From spectacular catches to serene sunsets, each image tells a story of adventure and joy.
Hear from Our Guests: Don’t just take our word for it. Our customer testimonials reflect the memorable experiences and satisfaction of our guests. Your next great story could be among them.
Your Queries Answered: Our FAQ section addresses common questions and concerns, providing you with the confidence and knowledge needed for a rewarding fishing trip.
We at Cowboy Cowgirl Charters are excited to welcome you aboard and share the beauty and thrill of fishing in Key West. Get in touch with us to book your adventure or to ask any questions you may have. Let’s set sail for an unforgettable fishing experience!
OUR COMMUNITY
At Cowboy Cowgirl Sport Fishing Charters in Key West, Florida, we’re proud to support the local fishing community and ocean conservation efforts. We actively sponsor fishing tournaments and local events, and partner with trusted conservation organizations to help protect the waters we fish. Our team also provides anglers with valuable fishing tips, techniques, and sustainable practices to help them catch more fish while preserving the marine environment for future generations.
OUR GUARANTEE
At Cowboy Cowgirl Sport Fishing Charters in Key West, Florida, we’re committed to delivering the best possible fishing experience. While we can’t guarantee you’ll catch fish every time—that’s why it’s called fishing, not catching—we do guarantee that our crew will go above and beyond to provide exceptional service, expert guidance, and a fun, memorable day on the water.
CONTACT US
Have a question or need help with something? Our customer service team is always here to help. You can reach us by phone, email, or through our website. We’re happy to answer any questions you may have, and we’re always looking for ways to improve our products and services.