The capital of picturesque St. Barthélemy, Gustavia is a veritable island paradise in the Caribbean. A former French colony, this small city on St. Barths’s west coast offers a variety of fine dining, designer shopping, and spectacular beachside activities to ensure a relaxing tropical getaway. Be sure to visit the historic site of Fort Karl for a panoramic view of Gustavia’s glittering harbor, then walk to Shell Beach to take a dip in warm, turquoise waters.

Londonderry, often called Derry, is a city steeped in history and charm, uniquely surrounded by remarkably well-preserved 17th-century walls. In fact, it holds the title of being the only completely walled city in all of Ireland. Strolling along these ancient ramparts offers visitors not only a glimpse into the past but also breathtaking panoramic views of the winding River Foyle and the lively streets below.

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.

One of San Cristobal Island's most popular visitor sites is Cerro Brujo, with its expansive white sand beach and a lagoon that locals once used as a salt mine but now offers excellent snorkeling opportunities. Another must-see is Kicker Rock, a fascinating rock formation that looks like a boot from one angle (hence its English name) and like a sleeping lion from another (thus its Spanish name, Roca León Dormido).

The capital of Ontario and Canada's largest city, Toronto is a vibrant destination on the banks of Lake Ontario. Highlights of this striking cultural capital include the looming CN Tower (featuring a revolving restaurant), Casa Loma, Toronto Island Park, Royal Ontario Museum, and Ripley's Aquarium of Canada.