Summer Guide: June

The best things to do in Annapolis this month.

11th Annual Bands in the Sand
Bands in the Sands is an awesome event benefiting the Chesapeake Bay Foundation. With the bay as the backdrop, you’ll listen to a number of bands (literally in the sand—on the beach behind the Philip Merrill Environmental Center) while enjoying food and drinks from Boatyard Bar and Grill.

When: Saturday, June 11; 5:00 p.m. to 10:30 p.m.
Where: Chesapeake Bay Foundation’s Philip Merrill Environmental Center

Eastport a Rockin
Eastport A RockinOne of the best summer events in Annapolis! This year’s festival has four stages that will host more than 30 local bands (from rock to folk to roots to blues to jazz to bluegrass to funk). A variety of food including local seafood, BBQ, gyros, shave ice and more, will be available. Beyond the music, the streets and sidewalks will be lined with vendor booths featuring local artisans, crafters, non-profit organizations, entertainment and more. There’s also a kids area with moon bounces, face painters, tattoo artists and other great family-friendly activities.

Bonus: Proceeds from the event benefit deserving local charities including The Annapolis Maritime Museum, the Annapolis Musicians Fund for Musicians (AMFM) and the Eastport Volunteer Fire Department.

When: Saturday, June 18; 11:00 a.m. to 8:00 p.m.
Where: Annapolis Maritime Museum on Back Creek

Maryland Avenue & State Circle Spring Festival

FullSizeRenderStreet festival on Maryland Avenue! Food, live music, fashion, arts & crafts, face painting for the kiddos and more!

When: Sunday, June 12; 10:00 a.m. to 5:00 p.m.
Where: Maryland Avenue




Paca Girlfriends Flower Power Party

The annual Paca Girlfriends Flower Power Party is a night of food, fine wine, friendship, flowers and fun that you won’t want to miss! Experience the charm of the William Paca House, indulge in culinary creations donated by the area’s premiere chefs and stroll through the luxurious English gardens, filled with beautiful rose bushes, an endearing fish-shaped pond and other garden features. All while you enjoy sipping a signature Pacatini.

When: Wednesday, June 15; 6:00 p.m. to 5:00 p.m.
Where: William Paca House

Heavy Seas – Troeg’s Brewing Collaboration Party

When: Thursday, June 23; 8:00 p.m.
Where: DRY85


Ongoing Events:

Great Frogs Date Night Series

Come out for an intimate evening with music, pizza, and wine at Great Frogs the last Friday night of  June, July, August & September. Sample the newest selection of wines, choose a bottle to share and enjoy farm to table pizza from WellCrafted Pizza.

Wednesday Night Sailing Races

First gun is 6pm every Wednesday during the summer in which 150 crews test their skills in this weekly tradition. Grab a seat at a restaurant or enjoy the view from the Eastport Bridge or Ego Alley.


NOTE: Event list will be updated throughout the month. If you have an event that you’d like to have listed, please email

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