Events & Festivals

Annapolis Arts District

The Annapolis Arts District is comprised of unique venues, bars, and restaurants with local artists experienced in an array of media, experience Annapolis from the flip side of the looking glass. From...

Events & Festivals

Annapolis Arts Week

The eight-day event provides a snapshot of the depth and breadth of Annapolis’ thriving arts and entertainment scene. The celebration is anchored in part by the plein air painting event, Paint Annap...

Boating

Annapolis Bay Charters Inc.

Annapolis Bay Charters is the original sailboat rental business in the Chesapeake Bay area. Enjoy a sailing charter vacation in and around the breathtaking coastal waters. Our agents help you choose t...

Events & Festivals

Annapolis Book Festival

Every year in April, more than 3,000 people attend the community festival that celebrates the beauty, power, passion and excitement of the written word. The Annapolis Book Festival brings nationally r...

Events & Festivals

Annapolis by Candlelight

A crisp autumn evening is the perfect time to walk through one of the historic neighborhoods of Annapolis. The experience is even better when the doors to some of the homes are open and you are invite...

Kayaking & Paddleboarding

Annapolis Canoe and Kayak

Canoe and Kayak sales and rentals. Expert staff and large inventory on hand. Try before you buy from our floating dock in Eastport directly across from Ruth's Chris Steak House....

Events & Festivals

Annapolis Cup Croquet Match

The “Johnnies” and the “Mids” vie for the coveted Annapolis Cup during this annual rite of spring each April. The croquet match brings together two starkly different institutions for an event ...

Events & Festivals

Annapolis Film Festival

Beginning in the spring of 2013, the Annapolis Film Festival continues to grow each year. Happening in March and showcasing more than 70 films annually, our 501(c)(3) non-profit organization is able ...

Galleries

Annapolis Maritime Museum & Park

The Annapolis Maritime Museum & Park features the Buchanan Bay Room Gallery that provides a wonderful waterfront venue for art shows. The gallery offers approximately 88 linear feet of well-lit, air-c...

Museums

Annapolis Maritime Museum & Park

The Annapolis Maritime Museum & Park is a waterfront museum at the mouth of Back Creek overlooking the Chesapeake Bay. The Museum is housed in what was historically the last oyster-packing plant in A...

Attractions

Annapolis Mission Escape Rooms

Located on West Street in Annapolis, we have four themed rooms ranging in difficulty from beginner to advanced. A real-life escape experience designed for small groups of 1-10 people. Your mission i...

Events & Festivals

Annapolis Oyster Roast and Sock Burning

Celebrate the spring equinox and the beginning of boating season by burning those nasty winter socks. Enjoy live music, a shucking contest and boat tours of Back Creek. With a People’s Choice ticket...