Find us
At festivals across Maryland, and in a growing list of stores.
We pour at wine festivals and events most weekends. Come taste before you buy, meet the team, and if you are in the club, claim your Members' XL Tasting Pour, a bigger pour on us.
Upcoming events
Where we are pouring next
Dates update every week. Tap an event for details from the organizer.
December 10, 2026
Midnight Madness
Annapolis, MD6PM to 10PM
December 17, 2026
Midnight Madness
Annapolis, MD6PM to 10PM
In stores
Pick up a bottle near you
See which shops carry Tipsy Teacher, or order online and have it shipped to your door. Want to taste first between events? Stop by Sisters Wine Bar, 113 N Main St, Berlin, MD.
