Flyin' High Charters

Fly Fish the Florida Keys
with Capt. Jesse Register

Chasing tarpon, permit, and bonefish across the Everglades, Biscayne Bay, and all of the Florida Keys. 

5.0

100s of happy clients

Highly reviewed & equipped with some of the best gear in the industry.

Capt. Jess Register

A LIFE ON THE WATER

For as long as I can remember, I’ve loved fishing — but once I discovered fly fishing, it became an obsession. I grew up on Florida’s east coast in New Smyrna Beach, and eventually left a corporate job to chase a life on the water.

Now, after seven years guiding full-time in the Florida Keys, I get to share what I love most: watching an angler connect with a fish that changes them forever.

Available Trips

ADAPTABILITY IS THE NAME OF THE GAME IN THE KEYS

Each trip is tailored to tides, conditions, and your experience level. Whether you’re hunting a single trophy fish or spending a laid-back day exploring new water, every charter is built around your goals.

Happy Customers

I take pride in giving every client an unforgettable day on the water, whether it’s their first time casting a fly or their annual Keys pilgrimage.

Request Your Dates

Let’s get your trip on the books. Send over a few details and I’ll reach out personally to lock in your dates.