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About the Event

The Annapolis Sailboat Show, a premier in-water event, returns to Annapolis City Dock in Annapolis, MD. This annual showcase brings together new sailboat models, boating accessories, and marine services, drawing enthusiasts and industry professionals. Attendees can explore a wide array of monohulls and catamarans, attend educational seminars, and connect with fellow sailors right on the historic waterfront. The event offers a unique opportunity to immerse oneself in the sailing world. All showtimes are at 10:00 AM.

  • October 15, 2026
  • October 16, 2026
  • October 17, 2026
  • October 18, 2026
  • April 23, 2027
  • April 24, 2027
  • April 25, 2027
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Annapolis Sailboat Show in Annapolis

The Annapolis Sailboat Show is renowned as one of the largest and most prestigious in-water sailboat shows globally. This annual event transforms Annapolis City Dock into a dynamic marketplace and exhibition, featuring hundreds of new and brokerage sailboats from leading manufacturers. Visitors can board vessels, compare models, and discover the latest advancements in sailing technology and equipment. Educational opportunities and daily demonstrations further enhance the experience for both seasoned sailors and those new to the sport.

Annapolis City Dock Event Guide

Attending the Annapolis Sailboat Show at Annapolis City Dock offers a distinct waterside experience in historic Annapolis, MD. The outdoor venue allows for direct access to the sailboats on display. Plan your visit by checking local parking options, as downtown Annapolis can be busy; off-site parking garages with shuttle services are often recommended. Wear comfortable shoes suitable for walking along the docks and be prepared for varying weather conditions given its waterfront location. The area surrounding Annapolis City Dock also provides numerous dining and shopping opportunities. Buy your tickets now.