Fishing charters

Tailwalker

Tailwalker Charters at Hawks Cay Resort offers the premier Florida Keys offshore fishing experience with direct access to some of the richest fishing grounds in the world. Within minutes of stepping aboard our top-notch vessel, you will be fishing clear blue waters of the Atlantic Ocean for trophy game fish, hard-fighting bottom dwellers, and delectable table fare species.

Whether you’re vacationing in the Florida Keys with your family and just want to venture out for a fun day at sea, or you're on a non-stop fishing adventure with your friends and seek constant rod-bending action, our locally-respected captain and crew will go out of their way to ensure you catch fish and have a great time while doing so. From “dinner and a show” half-day trips where we take you to the reef to catch fish for the table and then offshore to pursue the big trophies, to full-day swordfishing excursions out to the ledge, we’ll be happy to customize your trip to the style of fishing you wish to accomplish and the types of species you desire to catch.

Give us a call today and book your Florida Keys fishing experience of a lifetime!

Swordfishing in the Florida Keys

Tailwalker Charters at Hawks Cay Resort offers full-day swordfishing excursions. This big, challenging trophy fish requires a lot of work and expertise to land but is well worth the battle. We’ll help with the details, including questions about what equipment and bait are typically used on swordfishing charters.

Captain Brandon Simmons of Tailwalker Charters is participating in the Billfish Foundations Tag and Release program.

About the Boat

The Tailwalker is an air-conditioned 44’ Custom Sunny Briggs that is fast, smooth, comfortable and built to fish. The Tailwalker is fully rigged with top-of-the-line electronics and modern tackle and comes equipped with a 35-foot tuna tower, large baitwells, and the expertise of Managing Capt. Brandon Simmons. It also has all the tools onboard for a memorable day of catching trophy fish in the Florida Keys.

For a real challenge, head for deep waters. Most blue-water hunters target the superstar of the Florida Keys, the legendary Blue Marlin, an open-ocean predator known for its epic trans-Atlantic migrations.

Learn more