Pricing & Availability

To check pricing, please select duration and group size.

Please fill out Trip Date, Duration, Group Size, and Start Time before proceeding.


Barracuda, Black Drum, Bonefish, Jack Crevalle, Permit, Redfish, Snook, Tarpon


Fly Fishing

About Your Boat

Boat Type: Skiff
Boat Manufacturer: Maverick HPX-V
Boat Length: 17 ft
Engine Manufacturer: Yamaha
Number of Engines: 1
Total Horsepower: 90 hp
Additional Amenities: GPS, Fishfinder, Live Bait Well, Wireless Trolling Motor, Ice Box

About Your Guide

Located in Islamorada, Florida, Captain Josh Checkeroski offers fly fishing and light tackle fishing charters for Tarpon, Bonefish, Permit, Snook, Redfish, Jack Crevalle, Snapper, and more!

...Read More



November 5, 2020


Verified Review

We had a great start to the day with some early action and a nice redfish in the boat (see photo) but then the weather and conditions turned against us. Despite that Capt Josh worked really hard to find fish, was great company and we had a super day. ...Read More

Jeff V.

December 30, 2019

Having fished with Capt. Checkeroski over the last five years between Florida, Idaho, and Mexico, I have come to know him as a hardworking guide and friend. Each time I step in his boat I’m always impressed with his level of professionalism and determination to make the most out of ...Read More

Tabetha R.

December 3, 2020

Captain Josh took us fishing in the Everglades. He is an obvious Type A and was highly motivated to make sure the trip was a success. He knows the water and fish extremely well and was dead accurate on where the fish were and how to catch them. He has ...Read More

Arg .

February 10, 2020

I’ve known the captain from my time out West where he outperformed others in the fresh. In heading to the Florida Bay with the kids for a day, I made the call and with no hesitation Josh customized my day to maximize the good times. Showed up promptly, clean boat, ...Read More

Amenities and Information

Water Type

Inshore, Flats

Skill Levels

Beginner, Intermediate, Advanced


All rods, reels, and tackle are included.


Feel free to enjoy responsibly, but please no glass.


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

Fish Cleaning

No cleaning service provided.

Boat Restroom

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


No meal provided.

Gear & Packing


All tackle, rods and reels, live bait as needed and a cooler full of ice and water

At an Additional Rate

No added costs.

Recommended Packing

Beverages beyond water and any food. Sunscreen. SPF clothing. Hat, polarized sunglasses.

Required Items

Nothing additional needed.

Things to Keep in Mind

Payment & Tipping

After paying the deposit, a QR Code will be emailed to you. On the day of the trip, your guide will scan your QR code to automatically transfer the remaining balance. The only cash needed is for a customary tip (we recommend 20%).

Cancellation/Refund Policy

Yes, cancel for free up to 14 days before the trip.

Where to Buy a Fishing License

No license needed for this trip.

Start Location

Islamorada, FL, USA