Chronic Sailing
Categories
Sports and RecreationBoat InstructionBoatingTourism & Sightseeing
Hours:
7 Days a week, 9:00am-5:00pm
Driving Directions:
Inside Port Annapolis Marina above Black Market Bakers
About Us
Based in Annapolis, we provide Sailboat Charters, Captain Services, Yacht Management & Professional Offshore Yacht Delivery. As an ASA Affiliate Sailing School, we offer expert Sailing Instruction.
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Events

Annapolis Sailboat Show
- Discover the Annapolis Sailboat Show in downtown Annapolis—an internationally acclaimed event showcasing sailboats, gear, and services for sailors of all levels
- Thursday Oct 9, 2025 - Sunday Oct 12, 2025
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