Meet The Legends Behind Orange Beach Sailing Charters
Founded in 2007 by Captain Ryan Rayfield, Orange Beach Sailing Charters isn’t just a business—it’s a Gulf Coast obsession born from salt, sun, and a relentless love for the water. These aren’t just captains; they’re your guides to the wild, wondrous Alabama shores.
Captain Ryan: The Gulf Coast Native Who Conquered the Waves
Ryan’s roots run deep in the coastal waters of Gulf Shores and Orange Beach, Alabama. Raised under the Gulf’s endless sky, he’s a man forged by its tides—a true native whose heart beats for the outdoors. In 2006, he ditched the corporate grind, fueled by a rebel’s vision: to rule the sailing charter game on the Alabama Gulf Coast by creating Orange Beach Sailing Adventures. Ryan’s not just about sailing—he’s a guardian of its lost art, a champion of quality living.
In 2015, he became the proud owner of Libra, a 60′ custom ketch, and is living his dream of offering offshore sailing adventures in the Caribbean and Atlantic oceans. Please visit him at SailLibra.com, or on his YouTube channel, and be sure to tell him you heard about him while visiting Orange Beach!
Captain Randy: From Kansas Plains to Ocean Reigns
Randy’s story starts far from the sea—on a Kansas wheat farm, dust in his boots, horizon in his eyes. But after college, San Diego’s waves called, and he answered hard. Trading suits for shorts, traffic for tacking, he fell headlong for the wind and water. Weekends became a ritual of sails and flip-flops, until he turned his wildest dream—living on a sailboat—into his everyday truth.
Thousands of miles later, Randy’s a seasoned titan of the seas—crossing the Atlantic, mastering the Gulf of Mexico, carving paths through the Caribbean and Pacific. Now docked in Orange Beach, Alabama, he’s living his bucket-list life, helm in hand, grin on lock. With Attitude as his vessel, he brings global swagger to your Gulf Coast adventure.
Why They Matter To You
Ryan and Randy aren’t just captains—they’re the pulse of Orange Beach Sailing Charters. One’s a homegrown Gulf warrior, the other a far-flung voyager turned local legend. Together, they’ve built a fleet and a promise: every sail’s a story, every trip a triumph. Book with them, and you’re not just a passenger—you’re part of their Gulf Coast legacy.
Book Now—sail with the best, live the legend!
