We are a sailing school and charter boat company based in Annapolis. We offer daysails, sunset cruises and overnight stays on our fleet of luxury sailboats. Enjoy an outing on the beautiful Chesapeake aboard one of our catamaran or monohull options.
Hours See website for hours.
7082 Bembe Beach Road
Suite 204
Annapolis, MD
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Rated 5 by mollygC7361TD

June 12, 2023


Bachelorette boat trip!

I had the amazing please of using Chronic Sailing for a 4-hour boat trip for a bachelorette trip. Captain Shawn was awesome off the bat with communication and planning our trip. He detailed all of...

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Rated 5 by shawnowen

June 12, 2023


Awesome boat and super fun captain!!!

We chartered one of the catamarans for a dual birthday and it was incredible! Captain Shawn took great care of us! The boat was amazing and we had the best time at Stan and Joe’s Riverside! Can't...

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