Boat Show · Updated August 28, 2026
Listings of public events. Master Mariner Directory is not affiliated with, endorsed by, or involved in organizing this event. Information is compiled from publicly available sources; confirm dates and entry details with the organizer directly.
- Dates
- October 15–18, 2026
- Venue
- City Dock / Annapolis Harbor
- Address
- 1 Dock Street, Annapolis, MD 21401
Getting there
Sailboats and show tents line City Dock and the Annapolis waterfront on the Chesapeake Bay. From US 50/301, follow signs to downtown Annapolis and City Dock; preview day and gate details are on the organizer’s site.
About the event
Advertised as the largest in-water sailboat show in the world, the Annapolis Sailboat Show brings multihulls, monohulls, and cruising boats to the city dock each October, with shore-side tents for gear, schools, and charter companies.