Written by Kalie Walter
July 2017

Two nautical cities — one on the Chesapeake Bay and one on Narragansett Bay, both rich in history and seafaring heritage — face off.

Sailing

ANNAPOLIS

Annapolis, known as the sailing capital of the U.S., is home to the National Sailing Hall of Fame & Museum, the Annapolis Sailing School and the site of the United States Sailboat Show (October 5-9, 2017).

NEWPORT

Newport holds a longstanding tradition of the sport — sailors come from around the world to compete. Stop by the prestigious Newport International Boat Show (September 14-17, 2017). Don’t miss a chance for a charter aboard the America’s Cup l2 Meters.

Seafood

ANNAPOLIS

Annapolis is not short on its crabfocused offerings. Check out Cantler’s Riverside Inn or Mike’s Crab House to get your fix of those acclaimed Chesapeake Bay steamed crabs or try the Boatyard Bar & Grill for local seafood and local stories.

NEWPORT

Clams are a staple in Newport — sample the classic steamed clams (steamers) and mouthwatering clam chowder. Try Midtown Oyster Bar, Benjamin’s Restaurant and Raw Bar, and the Black Pearl, known for its clam chowder.

Waterfront

ANNAPOLIS

Overflowing with an abundance of boutique shops, local eateries and great waterfront views of Spa Creek, Ego Alley is the city’s most popular place to enjoy everything Annapolis has to offer.

NEWPORT

Historic walkways, shopping, art galleries and waterfront dining all combine to make up one of Newport’s premier year-round destinations. Bowen’s Wharf offers free tie-up for dinghies under 12 feet.

History

ANNAPOLIS

Annapolis has an abundance of 18th-century buildings, including the homes of all four Maryland signers of the Declaration of Independence. The United States Naval Academy and the Maryland State House are also popular stops for history buffs.

NEWPORT

Visitors frequent the famous Cliff Walk, which combines the natural beauty of the shoreline with the mansions of Newport’s gilded age. Also in Newport is Fort Adams, the largest, most sophisticated and complex fortress in America.

Tying Up Your Boat

ANNAPOLIS

Annapolis City MarinaAnnapolis Yacht Basin, and Annapolis City Dock are all ideal marinas to tie up and enjoy Maryland’s lively capital.

NEWPORT

Those visiting by boat will find that Newport Yachting CenterBowen’s Wharf and Newport Marina are the top-of-the-line facilities in the midst of historic downtown Newport.