Annapolis Boat Show | Annapolis

59º North Sailboat Show events!

Meet us at Tent O-8 -or- on the dock at Schooner Woodwind! 

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• 2026 Sailor’s Social - our annual boat show party on Friday 5-9 pm, $25 pp!
• Women’s Happy Hour - Friday 1100-1300 up at Ram's Head OnStage, Free to attend!
• World Cruising Club Panels: World ARC on the Friday, then Atlantic Circuit on the Saturday. Andy & Mia will be at one of them, maybe both! Federal House restaurant next to Market House in town.
• Heavy Weather Sailing Seminar, FREE: Hosted by Andy inside the show on Saturday at 1145.
• Sail with us on Schooner Woodwind! Sunday Oct. 18, 1030-1200 is the official 59º North & Friends Sail! You need to buy the tickets directly through Woodwind, limited to 30 people.
• Great Chesapeake Bay Schooner Race Watch Cruise: Thursday Oct 15, 1100-1330. Sail on WOODWIND II from Boat Show to watch WOODWIND race against the other "pirate ships" on the Bay! 2.5-hour cruise, starts & finishes from inside boat show.