Backcountry, Inshore & Flats Fishing Charters & Tours

  • Child & Pet-Friendly Fishing Trips
  • Experienced Second-Gen Captain
  • Local Family-Owned Business
  • Multiple Trip Options & Packages

Drew knows where the fish are and how to find them any time of the day — best guide in the Keys.

Brian Reams

The Ultimate Backcountry Fishing Adventure

Embark on an exciting backcountry fishing adventure with our Islamorada backcountry, inshore, and flats fishing charters and tours. Join Captain Drew for an unforgettable fishing charter on the southern edge of the Everglades featuring shallow water flats, mangrove islands, and several different breeds and sizes of fish.

The Ultimate Backcountry Fishing Adventure

What You’ll Catch

Man and Woman in water with Shark caught
Man holding Snook
Man and woman holding Goliath Grouper
Goliath Snapper
Man and woman holding a Barracuda
Man holding Mutton Snapper
Mutton Snapper

When to Catch Them

What you'll catch chart What you'll catch chart

What We Provide

  • Rods, reels, tackle & bait
  • Ice to store your catches
  • Water
  • Fishing licenses
  • Safety equipment
  • Fish cleaning, fileting & bagging
Captain Drew helping hold a fish with woman

What to Bring

  • Lunch & drinks
  • Sunscreen
  • Comfortable clothes
  • Hats & polarized sunglasses
  • Rain jackets
  • A good attitude & camera
  • No bananas on board!
Two male teenagers posing on the water with fish

Shallow Reef & Wreck Fishing

Explore some of the most beautiful coral reefs and artificial wrecks on a monumental reef and wreck fishing trip.

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An excellent trip for those looking to bring home fish for dinner.

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Easy fishing for first time anglers to have a successful day.

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A visual experience of beautiful coral, turtles, rays along the way.

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.

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A Unique Islamorada Fishing Experience

Whether you’re going solo or bringing the whole family, get ready for an amazing adventure.

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Kid & Pet-Friendly Boats

Our family-friendly boats are perfect for bringing along your children or fur babies. Captain Drew loves taking little ones on their first fishing excursions!

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Local & Family-Owned

Our team is passionate about all things fishing and Islamorada! As proud long-time locals, we know everything there is to know about the area and what it has to offer.

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Passionate & Knowledgeable Captain

Captain Drew is a passionate and experienced captain born and raised in Islamorada. His father was a seasoned backcountry guide who taught him a great love and talent for fishing.

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Tailored Fishing Trips

We want every guest to have the best possible experience. That’s why we provide tailored trips for all ages to make your fishing dreams come true, regardless of experience level.

Flats & Inshore 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 including manatees and crocodiles.

There is always a diverse range of fish to catch in the Florida Keys including but not limited to tarpon, yellowtail snapper, goliath grouper, red grouper, black grouper, snook, spotted seatrout, mutton snapper, crevalle jack, black drum, tripletail, blacktip shark, king mackerel, and cobia.

A Day of Fishing in the Florida Keys Backcountry

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 local 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 Backcountry Fishing Charter

Book a backcountry 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!

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See What Guests Are Saying About Us

Michelle Castellanos
Michelle Castellanos

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.

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Denise Friou
Denise Friou

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.

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Charles Castagna
Charles Castagna

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.

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Frequently Asked Questions

All private and group charters will have their deposits returned if cancelled 7 days prior to their charter reservation date. Any cancellations within 7 days of the trip will be charged a $250 cancellation fee. Any cancellation within 24 hours of the trip will be charged full price.

Unfortunately, I do not have a bathroom on board but typically we will be fishing within 15 minutes of a bathroom wherever we are so just ask the captain if you need to go!

Some parts of the year (April-September) we run into mosquitos and horse flies when fishing near Islands. Although it’s not common to get swarmed by bugs, I always suggest that people wear pants instead of shorts in case we come across them. I also keep a can of bug spray in the boat at all times if we need it.

During times of inclement weather we may be forced to reschedule or cancel charter trips. If this occurs, we will contact you personally to make further arrangements.