Spring’s in the air on Annapolis’ historic West Street. A welcome cocktail/mock-tail and goodie bag will greet you. Flavors of nine fabulous restaurants will delight you with deliciously scrumptious samples and desserts while the music of High and Wides performs for you. This outdoor event is on the first block of historic West Street. Our friends at the SPCA will have some furry friends to show off partnering with Tito's - Vodka for dog people. Honeysuckle Nursery and Design, The Resin Room, Show Up and Annapolis Pearl Gallery will have fun activities to keep you busy between samplings. More to come... Feeling lucky? Fabulous prizes raffled off throughout the event! This fundraiser will help defray the cost of entertainment and city fees associated with Dinner Under the Stars 2026 Season. Rain Date: Sunday, May 31st 1-5pm.