About Us

At Chronic Sailing we believe in two things, quantity and quality. We think you can and should have both. Once you’ve sailed with us, sailing will be with you for the rest of your life. And it is our responsibility to provide this by offering hospitality and service of the utmost quality. It’s why we chose this for our name. We want to introduce you to, in our opinion, the highest quality of lifestyle choices and the passion for life that comes with it. Life is just better on a boat. Whether tucked away in your own private cove with all the luxuries one can be afforded or screeching across open blue water with the wind as your provider and the sky as your guide, life is just perfect.

Chronic Sailing is the passion and brainchild of Annapolis’ own Captain Shawn Owen. Many Annapolitans know Owen from his extensive career as a performing musician around Annapolis and throughout the east coast of the United States and the Bahamian & Caribbean Islands but many are starting to recognize him "making waves" in the local and regional sailing community. Beginning his teaching career as an ASA sailing instructor under the legendary Tom Tursi at the Maryland School for Sailing & Seamanship, Owen also teaches at The Annapolis School of Seamanship as a Safe Boating instructor with Boat U.S. and the USCG 6-Pack OUPV & Master Captain License courses. His mission now is to provide Annapolis and the surrounding Chesapeake Bay area with a boutique-esque charter and learning experience, focused on customization and quality service.