Key West Fishing Charters & Fishing Trips - page 2

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.

Explore the best that Key West has to offer on this narrated, hop-on, hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions, with an expert guide who takes you through the history of the city. Enjoy free admission to the Sails to Rails Museum for extra sightseeing fun.

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.

Cruise through mangrove forests and along brackish waters on this Florida backcountry fishing trip. In addition to beautiful scenery, a backcountry fishing trip offers calm waters—perfect for those who are prone to seasickness or nervous about heading out on open ocean. This tour includes all of the instruction and equipment you need for a successful trip looking for bonefish, tarpon, and more.

On your 4-hour sunset tarpon charter, we’ll focus on targeting migrating tarpon during one of the most active feeding windows of the day. Sunset is prime time to hook into these powerful fish, and there’s often a chance to catch bonus dinner species along the way. This seasonal trip runs from April 20 to June 20 and offers a short but incredible window to connect with the fish of a lifetime. We are especially passionate about tarpon fishing—chasing these giants is what we look forward to all year. With a limit of four anglers, you'll have the space, attention, and strategy you need to make every shot count. From dialing in your presentation to managing long, high-adrenaline fights, this trip is all about making the most of a brief and unforgettable season on the water.

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.

Discover some of Key West’s deepest, darkest secrets on a ghost-themed trolley tour. The Trolley of the Doomed explores the darker side of what is said to be one of the most haunted cities in the US. Travel down the narrow, dark streets of the Old Town at night. The wooden houses still bear the secrets of their former inhabitants. This tour is narrated by an actor playing a gravedigger.

Get ready for an exhilarating adventure on the vibrant waters of Key West with our private deep sea fishing charters. Led by the skilled and experienced Captain, our team is dedicated to making your fishing trip unforgettable. Target a Diverse Catch: Reel in the fight of a lifetime as you battle magnificent mahi, king mackerel, sailfish, and more. Our knowledgeable captain and mate will guide you to the sharky hotspots and employ various techniques, including trolling and bottom fishing, to maximize your chances of landing a trophy catch. Personalized for You: We believe in providing personalized service. Whether you're a seasoned angler or a curious first-timer, we'll tailor the experience to your skill level and preferences. Choose from our flexible charter options, with half-day, full-day, and multi-day trips available. Comfort & Safety First: We offer well-equipped vessels, clean facilities, and essential safety gear for a smooth journey

Discover the spooky side to one of the country's most haunted cities on a 90-minute walking tour. Listen to hair-raising local legends as you follow your guide down the hidden alley's of Key West. See where Robert the Doll lived, learn about Count Von Cosel, and keep your eyes peeled for the ghost at La Concha. Learn how to attract spirit activity with dowsing rods and how to capture it with your camera.

Our full-day backcountry charter gives you the time and range to dive deeper into the fishing opportunities surrounding Key West. With 8 hours on the water, we can go beyond the usual grounds—working the flats, channels, and mangrove edges at your pace, with the flexibility to follow the bite wherever it’s best. Depending on conditions, we may even venture west toward the remote Marquesas Keys, known for their rich marine life and pristine beauty. Our captain is a lifelong angler and Army veteran who brings both local knowledge and a steady, thoughtful approach. There’s no set route or rigid schedule—just a focus on giving you the best possible day on the water. With a max of four guests, you’ll fish comfortably and get personalized insight into the backcountry’s changing tides and seasonal patterns. It’s a full day built for anglers who want to go further and get more from their time on the water.

Set sail for a thrilling morning on the Atlantic with this shorter offshore fishing trip. Departing at 8 AM, you'll head into the deep blue, fishing in depths exceeding 1500 feet. This adventure targets popular species like Mahi Mahi, Tuna, Wahoo, and Sailfish, allowing you to cast your line in some of the best fishing grounds in the state. Plus, if you land a trophy catch, arrangements can be made to have it beautifully mounted for display.

Get out on the water and experience what Key West has to offer away from the bars. Beautiful waters in the backcountry, many types of fish, wildlife, and lasting memories. Shallow water fishing won't get you seasick!

We love what we do ! We cater to private groups and families. We have one of the best fisheries in the world and we pride ourselves on giving customers a unique experience here in the beautiful Florida Keys. Let us help you create some great memories.