We booked the half day trip with Captain Gary and had a blast!! It was a great time on the water even though the fishing was tricky. We still made the best of it an caught: tarpon: ✔️ trout: ✔️ snook: ✔️ black drum: ✔️. The black drum on the flats was something we didnt expect to run into but they were a blast to sight cast at and hook into! Captain Gary was a great guide and I will definitely be booking with him again when I come back to the keys.

If you’re looking for the real deal in Islamorada, your search ends here. Captain Gary and his son deliver exactly what you’d hope for—and more. As the owner of a booking platform myself, I’ve seen it all, and this father-and-son duo is exactly the kind of team I’d be proud to have representing our brand.

Gary is the definition of a true guide. He’s not just a guy with a boat and a rod—he’s friendly, real, deeply knowledgeable, and fully committed to giving you the best experience possible. From the moment we stepped aboard, it was clear we were in expert hands.

Islamorada is known as the Sportfishing Capital of the World, and Gary lives up to that legacy. Whether you’re an experienced angler or new to the water, he brings the right energy, insight, and work ethic to make your trip unforgettable.

If you’re dreaming of landing a Florida Keys Grand Slam, this is your guy. Don’t settle for just a boat ride—fish with someone who truly cares.

Book your trip. You’ll leave with a full cooler, a bigger smile, and zero regrets.

Captain Gary was awesome! I’ve gotten to fish in Puerto Rico, Bahamas, Mexico and various places in the U.S. this past year and I would venture to say he’s the most knowledgeable captain I’ve had, he was great with teaching my son some tips on casting. He was great. I cannot say enough good things about him. Definitely recommend booking with him!

Had a great time on the water with Capt Gary. Great job helping us older, unexperienced fishermen have an enjoyable outing. He tried his best to get us on fish, but the wind got the best of us. Will try again next trip. Thanks Capt Gary!

Capt. SKIP brings incredible experience to your backcountry fishing charter, he was very patient with my son and two newbies and helped teach and coach them and caught some nice fish on a windy day. He also had a good sense of humor and wit that added to the trip.  I’ve been fishing and coming to the keys for 35 years and lived here for 20, Capt. Skip is a real pro.  Thank you!