colorful Baltimore rowhouses
Where to Go
Baltimore
The city of Baltimore, once a rough industrial port, has undergone a series of urban renewal plans over the past few decades. As a result, it has blossomed into a major tourist destination that offers many fascinating museums, entertainment venues, professional sporting events such as the Preakness Stakes, and the famous Inner Harbor. Side trips include Westminster, which hosted both Union and Confederate troops during the Civil War, and lovely Havre de Grace, sitting at the head of the Chesapeake Bay.
Annapolis and Southern Maryland
The nations sailing capital, Annapolis, is the top destination on the mainland banks of the Chesapeake Bay due to its waterfront location, charming historic district, and trendy boutiques and taverns. A busy recreational harbor, the city features an endless supply of blue crabs, oysters, and other delectable seafood. It is also home to the U.S. Naval Academy. Scenic Southern Maryland offers a slower, relaxed pace in its idyllic seaside towns such as Solomons Island and Chesapeake Beach and historic cities such as St. Marys City.
the Annapolis waterfront
Marylands Eastern Shore and Atlantic Beaches
Picturesque fishing towns, blue crabs, and sunsetsthese are all traits of Marylands Eastern Shore. Chestertown, St. Michaels, and Tilghman Island offer alluring charm and a window into life along the Chesapeake Bay. Marylands Atlantic beaches are a symphony of contrasts. Assateague Island calms your spirits as you share the beaches with wild ponies. Ocean City offers an exciting boardwalk and active nightlife. Three neighboring beach communities on the Delaware shoreBethany Beach, Rehoboth Beach, and Lewesare popular vacation spots.
Coastal Virginia
Visiting Coastal Virginia is a great way to take a break from everyday stresses and learn about history or relax on the beach. Colonial Williamsburg, a living museum that vividly displays what life in colonial times was like, is one of the most popular historical attractions in the country. Just a short drive away is the resort area of Virginia Beach and the sleepy seaside communities on Virginias Eastern Shore. The region offers port towns, battleships, and beautiful, clean beaches all within a short drive of one another.
When to Go
If you have the luxury of choosing your time to visit, late spring (May and June) and fall (September and October) are usually the best times to explore the Chesapeake Bay. The weather is most pleasant, and there are fewer tourists to compete with. If you are interested in water sports, then summer is the ideal time to visit. Beware, however, as summer also brings the peak tourist season and hot and humid weather. Be sure to book your accommodations far in advance if you plan to visit during the summer. The bay has cold winters and many businesses close during this time.
springtime blossoms on the Chesapeake Bay
Annapolis
DAY 1
Start your journey in Marylands capital city, Annapolis. This beautiful and historic waterfront city on the Chesapeake Bay is known as the Sailing Capital of the World. Visit the Annapolis City Dock, the U.S. Naval Academy,