Fly Fishing The Florida Keys

Starting at $700 | 4 Hour | Flats, Inshore | 4 People | Trip #2022

About Your Trip

Like living life on the fly? Are you a precision kind of angler? Then you won’t be disappointed because Islamorada, Florida, is the mecca for saltwater fly fishing.

This rewarding and demanding form of fishing is a true sport that takes finesse to lure a fish into taking an artificial ... Read More

About Your Boat

Boat Type
Bay Boat
Boat Manufacturer
Year Built
Boat Length
Engine Manufacturer
Yamaha F300XCA
Total Horsepower
Number of Engines
Additional Amenities
GPS, Fishfinder, Live Bait Well, Multimedia System, Wireless Trolling Motor

About Your Guide

Captain Billy, as everyone knows him by, should have been born with gills.

Since his youth, Billy has been fishing in the bass ponds of Maryland and all along the Eastern Shore. He remembers fondly navigating out of Ocean City, Maryland as a teenager, catching Bluefish by the 55-gallon drum. ... Read More

Start Location

80500 Overseas Highway, Islamorada, FL 33036, United States | Bodies of water fished: Florida Keys

Amenities and Information

Water Type

Inshore, Flats

Skill Levels

Advanced, Beginner, Intermediate


All rods, reels, and tackle are included.

Fish Cleaning

This guide will clean your catch for you.


Feel free to enjoy responsibly, but please no glass.

Live Bait

Yes, Included


You will get a refund if the trip is canceled due to weather.

Boat Restroom

No, this boat does not have a bathroom on board.


Blacktip Shark, Bonefish, Cobia, Ladyfish, Permit, Spanish Mackerel, Speckled Trout, Tarpon


Fly Fishing

Packing / Extras

Everything you'll need for your trip
All you need to do is pack some snacks and drinks and be at the dock on time. Fishing License, Rods, reels & tackle included.
Where to Buy a Fishing License
No license needed for this trip.

Things to Keep in Mind

Payment & Tipping
We use a cashless autopay system. We'll send you a boarding pass, and on the day of the trip, your guide will scan your boarding pass to automatically transfer the remaining balance. The only cash needed is to tip your guide (we recommend 20%).
Cancellation/Refund Policy
Cancel for free up to 7 days before the trip.

Pricing & Availability

To check pricing, please select a trip date, duration, group size and start time.

Select a date to view pricing.

Cancel for free up to 7 days before the trip.


Teri J.


Billy was so accommodating. We had a day booked with him but wanted to also snorkel. He switched days with us so we were able to do both. Very laid back, good conversation, very clean and nice boat ride. Would book anytime with captain Billy. ...Read More

Chris B.


Billy had us on fish with the very first cast. Seriously THE FIRST CAST!!! We had first time fishers and some experienced. He knew exactly where the the action was. We had to decide which to keep to be within the rules and which to let get ...Read More

Alex T.


Our trip was a absolute blast! After the ride out, we were catching snapper and mackerel in no time. After 2 hours we had enough for dinner plus leftovers. Originally we had booked for 4 hours but decided to extend it to 6 after we got out there. Asked Billy ...Read More

Dana R.


Captain Billy took us to some of his favorite fishing spots putting us on trout and the elusive triple tail. Boat and fishing gear was in excellent shape. He did everything he could to make sure we had the best opportunities to catch our limit. He was so focused on ...Read More

Shawn D.


Captain Billy was an incredible guide for us he got us on the fish and he kept us on the fish for four hours straight. We only did a half a day but in that half day we brought home about 20 pounds of fish meat. And then we stopped ...Read More

Salvatore M.


We had a wonderful day fishing with Captain Billy. We were hooking fish all day and came home with some really nice sea trout. Captain Billy is knowledgeable, calm and patient. He taught my daughters how to cast like a pro. A highlight of our vacation.

Dan C.


We really enjoyed our chartered fishing trip with Billy! We couldn’t have asked for a better Captain and experience. Captain Billy took great care of us to ensure we were on the fish! He made us feel very comfortable, taught us a lot about the area as well as fishing. ...Read More

Cham J.


We had an amazing time with Capt Billy. Went with our three young kids and he was patient and eager to teach them fishing techniques. Took us to his secret spot which was a ways out but well worth. We were catching huge trout, Ladyfish and catfish constantly. Catching these ...Read More

First Time Booking with Us?

Captain Experiences is the home of over 1000 Damn Good fishing and hunting guides. Our mission is to unlock the outdoors for everyone, and we want to help you get out there through our no-hassle online booking experience and our team of outdoors experts.
We vet our guides to make sure they are the best of the best. We want guides who not only put you on 'em, but show you a great time, keep you safe, and give you a memorable experience with your group.
Once you've paid your deposit at checkout, we'll send you a boarding pass. Just show your guide your boarding pass on the day of the trip, they'll scan it, the remaining balance will transfer automatically, and you'll be all set to get out there. Just make sure you bring a cash tip for the guide!
In the case of inclement weather, our guides will make the call and we'll work with you to reschedule your trip or issue a full refund. Your safety is our top concern.
Once you book the trip, we will connect you directly with the guide to go over any additional details. In the meantime, our location specialists are always available to answer your questions via email, text, chat, or call!