Written by on May 30, 2018

6 Ways to Explore Annapolis this June

Fun, outdoor festivals and events dominate the entertainment landscape of Annapolis in June. Aside from all the great tours, on the water activities, and outdoor dining options, this June welcomes back a new, annual arts event. There’s live music, art, food, and so much more happening throughout the month. Here is a taste of what you can expect in Annapolis this June.

Dinner Under the Stars

Each and every Wednesday through September 19th (with the exception of July 4th), restaurants on West Street will be taking al fresco dining in historic Downtown Annapolis to a new level. The first block of West Street (from Church Circle to Calvert Street), located in the heart of the Arts District, will be closed to traffic for Dinner Under the Stars on Wednesday evenings and with cafe tables reminiscent of the open air cafes in France and the piazzas of Rome, Italy and Venice, Italy. Live music will softly fill the air, and special art exhibits will appear. As the sun sets, an overhead light canopy will fill the air with soft light adding to the ambiance.

2nd Annual Annapolis Arts Week

Newly added in 2017, the annual Annapolis Arts Week (June 2 – 10) is a celebration of Annapolis and Anne Arundel County’s talented and diverse local arts community. The week-long event encompasses all the wide ranging artistic creativity that has made the area a haven for art lovers with its many art galleries, performance arts studios, musicians, and all around artistic talent.

With block parties, classes and workshops, four major events/festivals, live music, art exhibits, and much more, Annapolis Arts Week is the perfect way to get a sense of all the amazing art available to visitors and locals alike. Here’s a few of the events happening during the week:

First Sunday Arts Festival

Every first Sunday of the month (May – December), from 11 am to 5 pm, the first block of West Street and Church Circle are closed to traffic and opened to hundreds of arts and crafts vendors selling all kinds of local art. Grab some food, enjoy live music, and shop for a new piece of artwork. It’s the perfect way to spend an afternoon with the whole family. Click here for more information.

Paint Annapolis

Paint Annapolis is a week-long, juried, plein air painting competition held each year that brings plein air painters to Annapolis from around the world. The event is designed to explore in paint the special colonial architecture, marine atmosphere and overall energy of Maryland’s capital city. You’ll see dozens of artists spread across the city painting right on the street demonstrating their talents. Visit the Maryland Federation of Art online to learn more about this countywide event.

Tides & Tunes: Free Summer Concert Series

On Thursday nights this summer (July 14 – Aug 16), bring the family to the Annapolis Maritime Museum to enjoy live music by local bands against the scenic backdrop of the Chesapeake Bay at the Tides & Tunes Summer Concert Series. Each week features a different style of music; there’s a little something for everyone. Admission is FREE; however, a $10 donation per person is appreciated. Beer, wine, signature cocktails, and food will be available for purchase. (Please refrain from bringing your own beverages as proceeds support environmental education programs at the Museum.)

Bring a blanket or lawn chairs for seating during the concert. In case of inclement weather, the concerts will be held under the tent on the Museum back deck. Click here for more information.

Rock the Dock

Rock out with beer, wine, orange crushes from Acme, oysters, local BBQ and appetizers at the Annapolis Maritime Museum on Jun June 7th while enjoying live music by Sly 45! There will also be games, raffles and silent auction prizes.


Photos courtesy of VisitAnnapolis

Whether you’re looking for things to explore in the area, the latest news and updates on the area’s thriving Arts & Culture scene, shopping highlights across the county, or interviews with local artists, our bloggers are here to point you in the right direction. Every now and again, we come across a great story about our great county and post it under the Spotlight section of Explorer Annapolis to share with our readers. This curated content allows us to bring you a wider range of all the great things Annapolis & Anne Arundel County has to offer. If you’d like to be a guest blogger, or if you’d like us to share one of your blogs on Explorer Annapolis, email us at adahlgard@symmetry.agency.

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