Islamorada
Deep Sea Fishing Charters
- Child & Pet-Friendly Fishing Trips
- Custom Trips & Packages
- Experienced Second-Gen Captain
- Local Family-Owned Business
Drew knows where the fish are and how to find them any time of the day — best guide in the Keys.
Brian Reams
Deep Sea Charters for the Ultimate Fishing Experience
Book one of our Islamorada deep-sea fishing charters for an unforgettable adventure! Fishing in the Florida Keys is unlike any other experience. Explore our beautiful shorelines with the amazing Captain Drew where you’ll get to catch big game and enjoy the magnificent scenery of Islamorada.
What You’ll Catch
When to Catch Them
What We Provide
- Rods, reels, tackle & bait
- Ice to store your catches
- Water
- Fishing licenses
- Safety equipment
- Fish cleaning, fileting & bagging
What to Bring
- Lunch & drinks
- Sunscreen
- Comfortable clothes
- Hats & polarized sunglasses
- Rain jackets
- A good attitude & camera
- No bananas on board!
Welcome Aboard!
Whether you’re a seasoned pro or a first-time fisherman, all experience levels are welcome on board. Captain Drew is here to guide you on your fun-filled fishing expedition.
Book Your Adventure
A Unique Islamorada Fishing Experience
Whether you’re going solo or bringing the whole family, get ready for an amazing adventure.
Kid & Pet-Friendly Boats
Our state-of-the-art fishing boats are perfect for the whole family! Welcome aboard our stealthy 22′ Pathfinder tournament edition powered by a 200 Yamaha 4-stroke engine, Garmin electronics, and a 10 ft. Power pole blade with a Minn Kota trolling motor.
Local Family-Owned Business
We are a family-owned company with a passion for deep-sea fishing and creating amazing memories. Captain Drew’s father was an experienced guide who helped develop his talent and enthusiasm for fishing.
Passionate & Experienced Captain
Captain Drew is a lifelong fisherman and a native of Islamorada. He is a dedicated second-generation Captain who has fished around the county and is proud to call Islamorada his home.
Tailored Fishing Trips
We specialize in deep-sea fishing trips for guests of all ages! Choose from our selection of deep-sea, reef, and backcountry fishing trips depending on what kind of experience you’re looking for.
Deep Sea Fishing Trips in Islamorada
Based out of the sport fishing capital of Islamorada, our flats and inshore fishing trips never disappoint! Although the fishing game is excellent, guests can also experience other wildlife encounters like manatees and crocodiles.
There is always a diverse range of fish to catch in the Florida Keys including but not limited to tarpon, snook, redfish, trout, snapper, grouper, black drum, tripletail, and sharks.
A Day of Fishing in the Florida Keys
Enjoy a day of fishing in beautiful Monroe County with our Islamorada family fun fishing charters and tours led by the unforgettable Captain Drew! We are located close to several Islamorada landmarks and attractions including Cheeca Lodge & Spa, Green Turtle Inn, Kon-Tiki Resort, Islamorada Moose Lodge, The Caribbean Resort, Islander Resort, The Moorings, Theater of the Sea, History of Diving Museum, Florida Keys Brewing Company, Islamorada Brewing Company, and Islamorada Art Gallery.
Book a Deep Sea Fishing Charter
Book a deep sea fishing charter for yourself, your friends, or your family. Everyone is welcome aboard our boat including experts and beginners. Captain Drew has spent his entire life fishing and enjoys guiding new clients to isolated locations for an authentic and exciting backcountry fishing experience.
Flats and backcountry fishing are ideal for advanced anglers looking to land the catch of a lifetime or new beginners who are keen to learn. We have several different trip options including Islamorada deep sea fishing charters and Islamorada tarpon and shark fishing charters. Give us a call to ask any questions and book your fishing adventure!
Book Your AdventureSee What Guests Are Saying About Us
I went fishing for the first time ever with Captain Drew, and had the time of my life! I caught more fish than I could’ve ever imagined and he exceeding all my expectations! He was very motivational and kept me in high spirits throughout the whole experience. I highly recommend Captain Drew to anyone looking for a great charter in the Florida Keys.
I’ve gone out twice with Fishy Business Islamorada, and both times, we landed the fish we intended to catch. We did the bait fishing, then headed out for trout, mangrove snapper, and tarpon. Drew has great patience and is a good instructor for those wanting to learn and improve their fishing. The boat setup was great for small groups.
Captain Drew made my Keys weekend the trip a lifetime. It seemed as though every time we cast a line, we had a bite within 30 seconds and a fish in the boat within a minute. This can be attributed to Captain Drew’s unparalleled knowledge of the best fishing spots Islamorada has to offer.
