Key West Fishing Reports & Stories

Things to Do in Key West – A Local’s Guide to the Best Activities & Attractions in 2026 Key West is full of history, wildlife, beaches, and world-class boating experiences. As a family that has lived and fished here for many years, we created this local’s guide to the best things to do…

This group met as strangers on a shared charter but left as friends—thanks to great vibes and a cooler full of wahoos from their Key West fishing trip. Affordable Fishing Charter Options in Key West With Great Reviews Finding an affordable fishing charter in Key West doesn’t have to mean settling for less….

Gift Certificates for Fishing Charter in Key West Give the gift of a true Key West adventure with a Cowboy Cowgirl Sportfishing Gift Certificate. You can use our gift certificates for any of our fishing charters. It doesn’t matter if your recipient likes offshore fishing, family-friendly reef trips, or shark fishing. They can enjoy a private or shared experience. It’s the perfect gift for anglers, vacationers, and anyone celebrating a birthday or holiday. It’s great for anyone who wants to enjoy top fishing in the Florida Keys. Our gift certificates never lose value. They are easy to buy and can be used on all our boats. This includes large offshore boats with A/C and light-tackle inshore fishing vessels. If you want a unique Key West gift that creates memories on the water, this is it. Why…

Key West Corporate Fishing Charters for Large Groups Planning a corporate retreat, conference outing, incentive trip, or team-building event in the Florida Keys? Key West is a top spot in the country for great water experiences. Fishing charters are a popular way to bring teams together. But when your group has many employees, teams, executives, or clients, you need a charter that can handle more than six people at once. Cowboy Cowgirl Sportfishing Charters is one of the few companies in Key West. They can host large corporate groups of 20 to over 75 guests. They do this with private vessels and a party boat that holds 35 to 40 passengers. We have six private charter boats that can hold up to six passengers each. We also have a large-group vessel. This allows us to plan and run a…

  Last Minute Fishing Charters in Key West – Your Guide to Same-Day Trips If you woke up this morning, looked out at that flat blue water and thought,“We should be on a boat by lunch…”this page is for you. Here at Cowboy Cowgirl Sportfishing, we handle plenty of last minute fishing charters in Key West. Families, couples, solo anglers, and bachelor groups all come to us. We’ve seen it all, and we’re ready to help. Hit play on the sailfish video above to see the kind of action a “let’s just go today” decision can turn into. Can You Really Book a Last Minute Fishing Charter in Key West? Short answer: Yes.Slightly longer answer: Yes… but don’t wait until the boat is leaving the dock. Key West is a busy fishing…

Reel in adventure with Cowboy Cowgirl Sportfishing Charters — Key West’s legendary family-run fleet since 1965. Experience deep sea excitement, reef fishing, and unforgettable memories on the turquoise waters of the Florida Keys. Discover the Thrill of Key West Fishing Charters on Cowboy Cowgirl Sportfishing Charters Embark on an unforgettable adventure with Key West fishing charters on Cowboy Cowgirl Sportfishing Charters. This experience offers a unique blend of excitement and relaxation. Whether you’re a seasoned angler or a beginner, there’s something for everyone. Imagine the thrill of reeling in a mahi-mahi or the challenge of deep sea fishing. The vibrant waters of Key West are teeming with life, waiting for you to explore. Guided by experienced professionals, you’ll learn about local fish species and fishing techniques. The charters are designed to provide a safe and enjoyable experience for all ages. With Cowboy Cowgirl Sportfishing Charters, you can customize your trip to suit your preferences. Enjoy the beauty of the Florida Keys while creating lasting memories with family and friends. Introduction to Cowboy Cowgirl Sportfishing Charters Cowboy Cowgirl Sportfishing Charters stands out as a premier choice for Key West fishing charters. With a reputation for excellence, they cater to both novices and seasoned anglers. Their charters provide an immersive experience in the vibrant waters of Key West. Each adventure is led by a knowledgeable and friendly crew. The guides possess years of experience in the local waters. They ensure that guests not only catch fish but also gain a deeper understanding of the marine ecosystem. Cowboy Cowgirl offers a range of fishing opportunities. From deep sea challenges to serene shallow water trips, there’s something for every preference. Their personalized service ensures that each outing meets the unique desires of their guests. Highlights of Cowboy Cowgirl Sportfishing Charters include: Expert guides familiar with local fish species Flexible trip customization to suit all needs A fun, safe environment for family adventures Choose Cowboy Cowgirl for an unforgettable Key West fishing experience. Enjoy the beauty of the ocean while pursuing the thrill of the catch. Overview of the Charters Offered Cowboy Cowgirl Sportfishing Charters offers a variety of fishing experiences. Each trip is designed to provide guests with the best fishing opportunities in Key West. Whether you seek adventure or family fun, their charters accommodate all….

When Conditions Change: Why Flexibility Matters on a Key West Fishing Trip Every fisherman knows — the ocean makes the rules. When you book a fishing charter, you might have your heart set on shark fishing, trolling offshore for mahi, or dropping anchor for snapper. But weather and sea conditions can shift the plan, and…

Captain aboard Cowboy Cowgirl Sportfishing tosses a banana overboard — because everyone in Key West knows better. No bananas, no bad luck! Banana superstitions from the Key West Docks! You ever hear someone say “good luck” before a fishing trip… and then not catch a single thing all day? Yeah — that’s why we don’t…

When it comes to fishing in Key West, you’ve got options. For many visitors, tossing a line off one of the island’s scenic piers sounds like paradise. And it is—if you’re after a peaceful afternoon with ocean breezes and a cooler full of cold drinks. But if your goal is to actually

There’s nothing quite like a day on the water in Key West. From the moment you step onto the dock until your last fish is reeled in, every minute aboard a Key West charter boat is packed with excitement, ocean breeze, and the chance to create memories that last a lifetime. Whether you’re…

Why the Marquesas Keys Are the Hidden Gem of Key West Fishing Most visitors to Key West do not travel 30 miles west to the Marquesas Keys. This is why they are so special. The Marquesas are untouched and uninhabited. They are full of natural beauty and rich history. This makes them one of the most mysterious and rewarding places in the Florida Keys. At Cowboy Cowgirl Sportfishing, we provide a private trip called the Marquesas Key Historical Fishing Tour. This tour is only available on our 34′ Blue Cowboy Contender. This trip combines great light tackle fishing with stories, history, and exploration. It is a rare chance to see a world that very few people experience. What Are the Marquesas Keys? The Marquesas Keys form a rare natural circular atoll, the only one…

A proud angler shows off a quality mutton snapper while the crew reps the Cowgirl UV gear—just another great day on the water in Key West. As March comes to a close in Key West, the last of the winter cold fronts fade, bringing calmer winds and warming waters. April marks the start of some…