Raw States

Annapolis Sailboat Show

Annapolis, MD · Festival

When

October 15–18, 2026

Where

City Dock, 1 Dock St · Annapolis · MD

Cost

Not confirmed

Status

Confirmed from the organizer's published schedule

In water sailboat show held along the Annapolis waterfront since the 1970s, drawing exhibitors and buyers from across the country to City Dock each October, with a companion powerboat show at the same venue.

The history within reach

• Annapolis Sailboat Showsame spot

  In water sailboat show held along the Annapolis waterfront since the 1970s, drawing exhibitors and buyers from across the country to City Dock each October, with a companion powerboat show at the same venue..

• The Naval Academy0.4 mi

  Founded at a disused army fort to replace training at sea, where midshipmen had been taught aboard ship since the Revolution.

• Anne Arundel County Fair6.5 mi

  County fair running since the 1950s with livestock exhibits, tractor pulls, carnival rides and agricultural competitions at the county fairgrounds in Crownsville..

• Maryland Renaissance Festival7.1 mi

  A permanent 27-acre village near Annapolis that opens for nine autumn weekends and is one of the largest of its kind in the country..

• The Coast Guard builds all of its own ships at Curtis Bay16 mi

  The Coast Guard Yard on Curtis Bay is the service's only shipbuilding and major repair facility, which makes it the single industrial base behind every cutter and buoy tender in the fleet.