Enjoy breathtaking sunsets at Solomons Island. Photo by Southern Maryland Photography
Southern Maryland Photography

Touring the Islands of Maryland

By Gregory Alexander
Enjoy breathtaking sunsets at Solomons Island. Photo by Southern Maryland Photography
Southern Maryland Photography

Want to get away to the islands? Maryland is home to hundreds of islands just waiting to be explored! Some are uninhabited or strictly nature preserves, while others are bustling with shops, restaurants and museums. Here some local favorites to get you started.

1
Smith Island
A slice of the famous Smith Island Cake
Somerset County Tourism

The 45-minute ferry ride to this island from the mainland is truly worth it for foodies: Smith Island is renowned for its crab cakes as well as Maryland’s official state dessert, the eight-layer Smith Island Cake.

2
Solomons Island
Enjoy breathtaking sunsets at Solomons Island. Photo by Southern Maryland Photography
Southern Maryland Photography

This charming island town was named one of “America’s Happiest Seaside Towns” by Coastal Living, and it’s no wonder. Waterfront restaurants and shops dot Solomons Island Road, while the Calvert Marine Museum has exhibits on ancient fossils and a lighthouse you can climb inside. 

3
St. George's Island
Pair of ospreys on St.George Island
BC Petrie Photography

This tiny island in southern St. Mary’s County is the site of the first battle on Maryland soil during the Revolutionary War, and was later occupied by the British in the War of 1812. Today, it’s a popular bird watching and kayaking spot.

4
Tilghman Island
Boat on Tilghman Island

Life moves slowly on this Eastern Shore Island, although things ramp up each June for the legendary Seafood Festival held by the Tilghman Volunteer Fire Co. 

5
Cobb Island
Cobb Island Welcome Sign

Located just 45 miles south of Washington, D.C., in the Potomac River in Charles County, Cobb Island is a vacation home paradise. Nature abounds here where swans, ospreys, herons and crabs outnumber residents. The small island boasts great seafood, including the famed crabs at Capt. John's Crabhouse

6
Deal Island
Deal Island Harbor hosts this race each Labor Day Weekend. The event also features a fishing contest and delicious local food.

This quiet island on the Tangier Sound in Somerset County provides a wonderful opportunity to slow down. There are just a few hundred residents here, and the island is famed for bird watching, sailing, canoeing and the annual Labor Day Skipjack Race.

Watermark Cruises
Watermark
Trip Idea

Spend a Day on the Bay aboard a Watermark yacht and cruise to St. Michaels on the Eastern Shore. This quaint historic village offers fresh seafood, boutique shopping, and historic sites all within walking distance during your 3-hours ashore, followed by the return cruise to Annapolis. Admission to the Chesapeake Bay Maritime Museum is included.