Family Fishing Charters & Tours

  • Custom Trips & Packages
  • Experienced Second-Gen Captain
  • Kid & Pet-Friendly Fishing Boats
  • 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

Family Fishing Charters for All Ages & Experience Levels

Treat the whole family to a fun-filled adventure with our Islamorada family fishing charters and tours!

From seasoned anglers to first-time beginners, our family-friendly fishing guides are perfect for a relaxing day on the water where you can catch a wide range of fish and get a closeup glimpse of Islamorada’s famous beaches, wildlife, and scenery.

Fishing in the Florida Keys - Fishy Business

What You’ll Catch

Goliath Grouper
Goliath Grouper
Mangrove Snappers
Mangrove Snappers
Yellow Bar Jack fish
Yellow Bar Jack

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

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.

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Kid & Pet-Friendly Boats

Our boats have plenty of room for pets and little ones so the whole family can be included in the adventure. Children under six must wear a life jacket!

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Local Family-Owned Business

We are a tight-knit family-owned business that is passionate about living life, making great memories, and giving customers the best possible fishing experience.

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Passionate & Experienced Captain

Captain Drew’s father was an experienced backcountry guide who instilled in him a unique love and talent for professional fishing.

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Tailored Fishing Trips

Depending on your needs, Captain Drew can recommend one of our specialty fishing trips based on the weather, tides, and time of year.

Enjoy a Day of Fishing & Family Fun!

From your first cast to your biggest catch, our family fishing charters in Islamorada will make your fishing dreams come true! Teach your little ones the way of the water with the help of our very own Captain Drew.

Drew is a second-generation fishermen who inherited his love of fishing from his dad. As a born-and-raised island local, he takes great pride in carrying on his father’s legacy and sharing the beauty of Islamorada with visitors.

Book a Family Fishing Trip in Islamorada, FL

Book a family fishing trip in Islamorada to make your vacation even more memorable! With crystal-clear waters teeming with diverse marine life, Islamorada is known as the Sport Fishing Capital of the World. Fishy Business provides safety equipment, fish cleaning and storage, and licenses for everyone on board. Captain Drew is an expert in all things fishing and makes even first-time beginners feel like pros with guidance for all skill levels.


Islamorada Family Fishing Charters

Our fishing boat has plenty of ice and storage space for beverages, snacks, personal items, and all your catches. Spend time together on the beautiful ocean where you’ll work together to catch different species of local fish including tarpon, yellowtail snapper, goliath grouper, red grouper, black grouper, snook, spotted seatrout, mutton snapper, gag grouper, crevalle jack, black drum, tripletail, blacktip shark, king mackerel, and cobia. We also offer Islamorada deep sea fishing charters for more experienced fishermen who enjoy the thrill of the chase!

From laid back family trips to intense deep sea excursions, Fishy Business has something for everyone. Whether you prefer offshore fishing or hanging close to the beach, our Islamorada backcountry fishing charters provide everything you need for an amazing, one-of-a-kind experience. Looking to catch some even bigger game? We’re also known for our Islamorada tarpon and shark fishing charters.

Child & Pet-Friendly Fishing Trips

If you are looking for child and pet-friendly fishing trips, call or submit a form to book a charter! We are located near several hotels including Cheeca Lodge, Green Turtle Inn, Kon-Tiki Resort, Islamorada Moose Lodge, Caribbean Resort, Islander Resort, and the Moorings. We are also close to Theatre of the Sea, History of Diving Museum, Florida Keys Brewing Company, Islamorada Brewing Company, and Islamorada Art Gallery.

Book Your Adventure

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.