Annapolis may be best known as the state capital, but its real charm lies in its deep maritime history, walkable streets, and Chesapeake Bay lifestyle. Founded in 1649, Annapolis served as the temporary capital of the United States in 1783 and is still home to the oldest state house in continuous legislative use. A visit to the Maryland State House, where George Washington famously resigned his military commission, offers a direct link to the early days of American democracy.

Located in Pennsylvania, Pittsburgh is one of the oldest cities in the nation.

Toyama is a regional capital on the Sea of Japan coast, set between Toyama Bay and the mountains of the Northern Japan Alps. The city is known for its close relationship with both the sea and the alpine interior, with waterways, fertile plains, and snow-fed rivers shaping the surrounding landscape. Toyama also serves as a gateway to the Tateyama Kurobe Alpine Route and the mountain communities of the wider prefecture.

Shanghai is a city where contrasting timelines meet at every corner. Once a small fishing village along the Huangpu River, it grew rapidly during the 19th century into a major trading port. Today, its skyline tells a story of that transformation. On one side, the Bund’s colonial-era buildings stand tall in limestone and granite; on the other, the futuristic towers of Pudong, like the Shanghai Tower and Jin Mao, stretch into the clouds.

Montauk is a coastal hamlet at the eastern end of Long Island, where the Atlantic Ocean meets Block Island Sound. Its identity is closely tied to fishing, surfing, beaches, and a working waterfront, while its location at the end of the South Fork gives it a more open landscape than many other communities on Long Island. Ditch Plains is known for surfing, while the village center contains restaurants, shops, accommodations, and services along Montauk Highway.