Key West Fishing Charters & Fishing Trips

Fish for the mahi-mahi, tuna, and king fish found in Key West’s offshore waters, on a small-group fishing trip with coaching from an expert captain and mate. Up-to-date knowledge of local fishing grounds maximizes your odds of reeling in a big one, using gear and bait tailored to the season. The small group size means one-on-one help, whether you’re an experienced angler or fishing for the first time.

Cruise from Key West into deeper waters where you can fish for tuna, mahi-mahi, and kingfish—species you won’t see in coastal areas. The small group size allows for plenty of one-on-one coaching from the captain and mate, with tips on how to make the most of provided gear. That means the experience will be tailored to you, whether you’re a lifelong angler or fishing for the first time.

Key West is the Southernmost Point of the Continental United States and is surrounded by sparkling blue water teeming with fish. Get out on the water and reel in a big catch during this private half-day inshore fishing charter. This customizable trip lets you decide how often you drop a line. Head to multiple fishing holes or kick it on the sandbar while letting the lure and bait do the work.

Experience the Thrill of Offshore Fishing in Key West Join us for a 4-hour shared deep-sea fishing adventure aboard a top-tier 6-passenger sportfishing boat(max is 6 on a boat)! This trip is perfect for solo anglers or small groups looking to target some of the most exciting offshore species in the waters off Key West. What to Expect Target Species: Depending on the season, you’ll chase Mahi-Mahi, Tuna, Wahoo, Sailfish, Kingfish, and more! Expert Crew: Our experienced captain and mate will guide you every step of the way. Top-Notch Gear: High-quality rods, reels, and tackle are provided! Comfort & Convenience: With a max of 6 guests, you'll have plenty of space to fish and enjoy the experience. Trip Details: Duration: 4 hours Departure: Leaves from Key West Group Size: Max 6 anglers (shared trip) Languages: English Whether you're a seasoned fisherman or a first-timer, this is your chance to experience world-class offshore fishing in Key West! Book your spot now!

We provide some of the best inshore and offshore fishing key west has to offer. All of our excursions are specialized to our customers satisfaction. We provide half day 3/4 day and full day fishing charter excursions in key west florida. We catch almost every species of fsih key west has to offer, form the beginner to the expert we take everyone for a great day of fishing on the water.

While you’re in Key West, head out on the deep blue waters on this sportfishing charter. The saltwater fishing boat holds up to six anglers, and is rigged with state-of-the-art navigational electronics and safety equipment, outriggers, a fighting chair, a live bait tank, and ice boxes. Plus, it features two private restrooms, a kitchen, flybridge, beds, and air conditioning.

On your 4-hour backcountry charter, we’ll fish the local waters within 13 miles of Key West, exploring grassy flats, mangrove islands, and shallow wrecks that hold an impressive variety of species. Depending on the season, expect to target tarpon, jacks, permit, barracuda, sharks, snappers, and cobia. This trip is the perfect amount of time to get a feel for the rich fishing grounds of Key West’s backcountry. What makes it different? You’ll be fishing with Captain Ryan—a lifelong angler and veteran who runs every trip himself. With a max of four anglers, you’ll have plenty of room to cast, relax, and get personalized insight into the area’s changing tides and seasonal patterns. It’s an easygoing trip with serious fishing potential—and a local’s perspective you won’t find on a bigger boat.

Great for families. Customizable. Not a crusty old fishing charter by any means! Lots of sea life in the Florida keys! We can pull stone crab traps (Oct 15-May 1st). Or get in and go for a swim or stop in at a sandbar! Captain has almost 20 years fishing experience. Take your catch to a restaurant to be cooked! Snorkel gear is available. Lobster diving charters are available in season (Aug 6-March 31). Pets are welcome

Escape the Florida Keys crowds by heading into the backcountry on this private fishing charter. In the company of just your party and the crew, you'll enjoy undivided attention as you fish for species such as tarpon, bonefish, permit, barracuda, snapper, and sea trout in the shallows and flats. Most likely, you'll be fishing depths of two to eight feet.

Going fishing while in Key West is a must, and this deep-sea fishing tour takes you on a comfortable boat for an easy day out. Whether you’re a beginner or an experienced angler, your captain and crew assist with your fishing skills. Fish for reef species like snapper, grouper, and mackerel. A fishing license and all bait are included, and the boat features restrooms, shaded seating, and a small galley with snacks and drinks for your convenience.

Sail across the beautiful waters of the Florida Keys for a day of reef fishing. Charter a private boat for up to four people and cast your line as you try to catch Wahoo, Mahi Mahi, Snapper, Grouper, King Mackeral, and more. Tours are suitable for beginner and experienced anglers so everyone can have a good time catching fish and enjoying a beautiful day out on the water.

Florida Keys Fishing Experience for the entire family. Serious fishing serious fun! Located in Marathon Key Florida, Wet Tails Charter will give you the charter fishing experience of a lifetime. It doesn’t matter if you are looking for a sunset cruise or to land the fish of a lifetime, Wet Tails Charters is here to make it happen. We offer 4,6,8 and 10hr fishing trips. Please remember if you had a great time to take care of your deck hand who works solely for tips.

1 Traveler is equivalent to reserving the entire boat. (Up to 6 Guests) Explore the vibrant waters of Key West on a fully custom private charter designed for up to 6 guests. Enjoy family-friendly bottom fishing, where all bait and equipment are provided, ensuring a fun-filled fishing experience. We will be targeting grouper, barracuda, yellowtail snapper, mangrove snapper, sharks & much more. After reeling in your catch, choose between relaxing at a stunning sandbar or go on a reef snorkeling adventure in crystal-clear waters with our expert captain guiding you to the best spots. Dive into this unforgettable adventure that caters to families and ocean lovers alike, complete with all necessary gear for both activities. Highlights - Private 4-hour charter for up to 6 guests - Family-friendly bottom fishing with included bait and equipment - Choose between a beautiful sandbar experience with lily pad float or snorkeling - All snorkeling gear provided for your convenience

Experience Key West’s dark side on this fun yet frightening haunted bar crawl. Hear tales of known paranormal activity from your local guide and visit the most eerie bars in Old Town Key West – located in two haunted mansions and repurposed morgue. By the end of the 2‐hour tour, you’ll see ‘Bone Island’ in a different (and profoundly spookier) light.

Watch the sun set and the moon rise off the coast of Key West on this relaxing sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer, and soft drinks are included.

Eat your way around Key West on a food tour of “mom and pop” eateries in the Old Town historic district. Taste seafood, Cuban cuisine, and delicious key lime pie. The walking tour route takes you off typical touristy streets so you can see Key West like a local, listening to insights about the city's food, architecture, and history along the way. Tastings are enough for a hearty lunch.

Spend six hours fishing the waters of Key West aboard Sanctuary, our spacious 47-foot Hatteras with an air-conditioned cabin. Depart from Oceans Edge Resort & Marina with Cowboy Cowgirl Sportfishing Charters, a family-owned Key West fishing business since 1965. This private charter gives your group more time than a half-day trip to explore fishing grounds and enjoy the action. Your captain selects fishing locations and techniques based on the weather, seasonal conditions, and what’s biting. Depending on conditions, you may target mahi-mahi, wahoo, tuna, sailfish, or other local species. Whether you’re bringing first-time anglers, family, friends, or experienced fishermen, our crew offers hands-on guidance and a relaxed, welcoming atmosphere. Between bites, cool off in the air-conditioned cabin and enjoy your time on the water. Fishing opportunities vary with conditions, and catches are never guaranteed.

We are a professional team of local fishermen that know when and where to find the fish. The Gulfstream has been a local staple since 1947. The vessel is stable and provides for a comfortable ride even in the roughest of seas.

Paddle a kayak through mangrove creeks and shallow water on a Key West kayaking tour that offers an up-close look that this unique coastal environment. This guided tour is the perfect way to spot Florida wildlife in a natural habitat.

Watch Key West's sunset — a main island attraction — on an evening dinner cruise. Feast on a tropical-themed buffet dinner and sip provided cocktails, beer, wine, and soft drinks as you take in views of the sea, the waterfront, and the sky's warm glow. Live music provides a festive atmosphere, and a cash bar is also available for premium drinks.

Explore deep waters off Key West on a half-day private fishing charter that takes care of all the planning—from permits to gear and the best offshore spots. With a captain and mate to coach you through techniques, you can try strategies including trolling and bottom fishing. And their up-to-date knowledge of local conditions maximizes your chance of catching iconic species such as mahi-mahi, tuna, and king fish.

Taste your way through Key West's Historic Seaport on a gourmet walking tour with a local guide. You'll stroll from the docks into some of the most colorful neighborhoods in Key West, pausing to sample locally caught pink shrimp, spiny lobster, or other just-as-delicious non-seafood options, learning about Key West history along the way. Don't forget to save room for a refreshing glass of white wine and our famous key lime pie! Exploring Key West on foot is an ideal way to soak up the vibrant atmosphere.

Experience the best of both worlds with our Island Fishing Tour, exclusively offered by Cowboy Cowgirl Sportfishing Charters. Unlike typical fishing charters, this unique excursion combines thrilling fishing action with serene island exploration. Cast your line in prime fishing spots, then hop between picturesque islands where you can take a break and enjoy your own picnic. Perfect for those who love both adventure and relaxation, this tour offers an unparalleled opportunity to catch the big one and discover the hidden gems of our beautiful coastline. Whether you're an avid angler or simply looking to enjoy a day on the water, our Island Fishing Tour promises an unforgettable experience.