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About Us

Orange Beach Sailing Charters...

was founded by Captain Ryan Rayfield in 2007.  Ryan is a Gulf Coast native who grew up on the Alabama coastal waters around Gulf Shores and Orange Beach, Alabama.  His love for the outdoors and being on the water is apparent in everything he does.

a man standing in front of a boat

Captain Ryan: When Ryan decided to leave corporate America in 2006, he took with him a vision of becoming the best in the sailing charter business on the Orange Beach and Gulf Shores, Alabama Gulf Coast. He purchased his sailing yacht three years earlier and took her through a complete upgrade and restoration project.  The nine month endeavor was completed in March 2007 and the Sailob Sailing Charter yacht was launched.

Ryan really cares about quality of life and preserving the lost art of sailing.  You will see him sailing by on his yacht, Sailob most any day you are on the beaches of Alabama.  With the wind in his sails and the sun in his face, you will see him cruising along with satisfied customers of all ages along the Gulf Shores.

Captain Randy: Growing up on a wheat farm in Kansas may not be the typical starting port for a sailboat captain, but Randy made his way to San Diego after college and instantly fell in love with the wind and water.  Each weekend, he would change his suit and dress shoes for shorts and flip-flops, and trade stop-and-go traffic for tacking and jibing.  Most importantly, turning the dream of living on his sailboat into his new reality.

Thousands of miles later, with experience crossing the Atlantic and the Gulf of Mexico, as well as cruising the Caribbean and the Pacific, Capt. Randy is now at port in Orange Beach, Alabama and living his “bucket list” lifestyle.

a close up of a man wearing a hat