Annual Events & Festivals

Commissioning Week

Commissioning Week involves a full week of celebratory events and culminating with graduation of the United States Naval Academy. 

Annapolis Pride

The Annapolis Pride Parade celebrates the LGBTQ+ community, engaging residents, businesses, and groups to unite in welcoming and embracing diversity in Annapolis.

Annapolis Arts Week

Annapolis Arts Week is an annual celebration of Annapolis and Anne Arundel County’s talented and diverse local arts community.

USA BMX East Coast Nationals

Race Across America - RAAM

There is a lot to see and do in our beautiful Chesapeake Bay region, the only question is, what are you looking to experience?

4 th Of July Weekend

Annapolis fireworks are an annual tradition along the shores of historic downtown, watch them from the harbor after the July 4th parade.

Annapolis Crab Feast

Known as the world's largest crab feast, the event is an all-you-can-eat/drink party organized by the Rotary Club of Annapolis to raise charitable donations for local community and organizations.

Renaissance Festival

One of Maryland's most anticipated events of the summer, the Renaissance Festival has a little something for everyone in the family.

US Boat Shows

With close to 150,000 attendees from around the world flocking to Annapolis for the world's largest in-water boat shows, there's no better place to catch a glimpse of cutting-edge designs and sleek classics than right here in the...

Bay Bridge Run

Run or walk the Chesapeake Bay Bridge in this iconic 10K race across the Bay! Mark your calendars for November 13, 2022, registration is NOW open.

St. Patrick's Parade

If there's one thing Annapolis knows it's Irish Pubs and a good time, and the annual Annapolis St. Patrick's Parade is one of the highlights of the year!

Annapolis Restaurant Week

Foodies of many different tastes are readying their palates for a week of deals and savory dishes.

Maryland Day

Chesapeake Crossroads Heritage Area has partnered with regional heritage organizations and businesses to celebrate the founding of Maryland.

Annapolis Film Festival

Over 70 films from 28 countries around the world will be screened at various locations throughout downtown Annapolis.

Spring Sailboat Show

Visit the world's largest in-water boat show in America's Sailing Capital, Annapolis, Md.

Annapolis Up Rigging

Annapolis has deep roots connected to the water. Local waterways including Spa Creek, the Severn River, and the Chesapeake Bay provide transportation, recreation, and seafood.  The water inspires our food, arts, heritage, and...