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...

Apparel

Alpaca International

Ladies and Gentleman clothing made from the finest Alpaca wool in the world, featured in the flagship store located at 206 Main Street in the heart of Annapolis. Along with shops in Park City, Utah an...

Specialty Shops

Alpaca International

Ladies and Gentleman clothing made from the finest Alpaca wool in the world, featured in the flagship store located at 206 Main Street in the heart of Annapolis. Along with shops in Park City, Utah an...

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...

Sports Outfitters

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....

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

You know spring has officially arrived when the St. John’s College “Johnnies” and the Naval Academy midshipmen compete in a croquet match like no other. The 37th annual Annapolis Cup Croquet Mat...

Boating

Annapolis Electric Boat Rentals, LLC

Enjoy the serenity and beauty of Annapolis' waterways on a Duffy electric boat, all year round! As easy to drive as a golf cart, so anyone can be their own captain.  Seats up to 10 passengers. Bring...

Antiques

Annapolis Maritime Antiques

Annapolis Maritime Antiques is the premier shopping destination for the world’s largest collection of authentic World War II Liberty ship hatch covers in original condition, which we turn into one-o...

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...