Meet Our Captain – Jon Reynolds

Hi, I'm Captain Jon Reynolds, proud husband, father of three and owner of Drop Back Charters. Please join us aboard the Drop Back for an unforgettable Florida Keys fishing adventure with the most passionate and hard-working crew you'll ever meet! I've spent my life on the water mastering the art of fishing and love sharing my knowledge with anglers of all ages and experience levels.

A Lifelong Passion for Fishing

Jon’s fishing journey began at the age of 8 when his family moved to Miami. From that moment on, his life revolved around fishing. His after-school activities and weekends were spent on offshore fishing trips from Miami to Islamorada with his family. By the time he was 11, he had landed his first job at Burt’s Place Bait and Tackle, where he learned invaluable skills from local captains.

Becoming a Captain

Determined to pursue a career on the water, Jon prepared for his first job as a mate at Holiday Isle Marina in 2001. In the evenings, he studied Chapman’s Book of Seamanship, earning his USCG Captain’s License in 2002. Since then, Jon’s career has taken him on an exciting journey, participating in victorious tournament crews from Islamorada to Bermuda and beyond.

A Love for Teaching and Family

Captain Jon loves teaching others how to fish and spending time on the water with family. He takes pride in sharing his expertise with anglers of all ages, especially children. Whether it’s teaching his cousins, nieces, nephews, or his own children, Jon is always eager to pass on his passion for fishing. Young anglers are always welcome aboard the Drop Back!

About the Boat

The Drop Back is a 40-foot custom sport fishing boat with a 12-foot beam, designed specifically for reef, wreck, and offshore fishing in the Florida Keys. Built by a seasoned boat builder with a deep understanding of what captains and their customers need, the Drop Back is known for its strength, stability, and sleek design.

A Custom-Built Boat for Comfort

We’ve enhanced the original design to give our crew and customers the best experience possible. The boat is equipped with Furuno electronics, Simrad navigation, and beautifully crafted interior furniture for comfort and style. Powered by twin 450 Cummins turbo diesel engines, the Drop Back is fast, nearly silent, and ensures you’ll reach the fishing grounds ahead of the fleet.

Top-Quality Gear

Once we arrive at Islamorada’s offshore fishing grounds, our professional crew will help you land your trophy catch using tournament-grade fishing tackle. We offer a wide range of high-quality equipment, including Shimano conventional and high-speed jigging combos and the world-renowned Daiwa Black Gold Series spinning tackle. At Drop Back Charters, we focus on aggressive fishing, having fun, and staying patient with all our customers. Whether you’re an experienced angler or a first-timer, we’re here to ensure you feel comfortable, confident, and excited throughout your fishing adventure.

Come Fish With Us

Join us for a memorable day of fishing in the beautiful Florida Keys. From reef and wreck fishing to offshore excursions, Drop Back Charters is ready to help you create lasting memories.

Let’s Get Fishing