Bed and Breakfast & Inns

1747 Georgian House Bed & Breakfast

This Georgian colonial, built in 1747, is one of the oldest residences in Annapolis and hosted many signers of the Declaration of Independence. All rooms have private bath, TV and high speed internet ...

Pub & Bar

1747 Pub at Reynolds Tavern

Cellar pub that once served as the kitchen and hat shop when during the 18th century. Full service Pub, restaurant with a step back in history. Daily Happy Hour, attentive service and great food! L...

Asian

8 at Luk Fu

When you enter 8 at Luk Fu, the elegant addition to your favorite Asian dining spot, you enter into a stylish and chic corner of Southeast Asia…just steps from the heart of the casino. Nationally r...

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

Newly added in 2017, the Annapolis Arts Week 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 a...

Events & Festivals

Annapolis Film Festival

For four days, Annapolis will become Hollywood on the Chesapeake during the Annapolis Film Festival. Enjoy feature length and shorts, documentaries and narratives, at downtown locations....

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...

Music Venue

Annapolis Sailing Cruises: Schooner Woodwind

Sail away on a 74-foot wooden, schooner with terrific local musicians performing while under full sail on the Chesapeake Bay. Schooner Woodwind specializes in 2-hour public cruises, as well as longer...

Events & Festivals

Annapolis Spring Sailboat Show

For three days in April, the Chesapeake Bay's thriving marine industry will relocate to City Dock. From sailboats to sails, from St. Michael's to Main Street, the region's favorite retailers exhibit a...

Tours

Annapolis Tours by Watermark

Journey into history, culture, and fun year round; enjoy an unforgettable walking tour through historic Annapolis with period dressed guides. Tour the Maryland State House, the grounds of the United S...

Shopping Districts & Malls

Annapolis Towne Centre at Parole

Stroll, shop, savor and mile at the “Centre of it All!” Fabulous stores and a world of fine dining can be found in one spectacular destination, created with your perfect day in mind. Your trip jus...