Events & Festivals

Across The Bay 10K

** Due to mandatory maintenance on the Chesapeake Bay Bridge, the 2019 Across the Bay 10K will be a Virtual Run.** A virtual run is a race you will complete in your own time and place – around y...

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...

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 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 Film Festival

The 8th Annual Annapolis Film Festival returns to downtown Annapolis March 26 – March 29 with a full slate of more than 70 films. The festival includes four-days of films, panels, parties, showc...

Galleries

Annapolis Maritime Museum

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

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, here 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 miss...

Tours

Annapolis Sailing Cruises: Schooner Woodwind

Sail the Chesapeake on one of two, 74-foot wooden, schooners that offer a real Chesapeake Bay sailing experience for 2-hour public cruises, as well as longer specialty cruises. Sail past the US Naval ...

Boating

Annapolis Sailing Cruises: Schooner Woodwind

Sail the Chesapeake on a 74-foot schooner! Raise the sails, steer the boat, or sit back and relax on a two-hour sail. Special, longer event cruises, too. The Woodwind and Woodwind II offer a real Ches...

Performing Arts

Annapolis Summer Garden Theatre, Inc.

An outdoor community theatre led by volunteers, ASGT produces musical theatre (featuring live music) each summer at "one of the most unique venues in the area" [BroadwayWorld.com]. Fun, casual, and ne...