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.

Granada, Nicaragua, founded in 1524, is one of the oldest European-established cities on the mainland of the Americas where visitors can explore cobblestone streets lined with brightly painted facades. The mustard-yellow Granada Cathedral dominates the central park and provides an easy reference point for those navigating the city on foot or by traditional horse-drawn carriage.

Kirkwall, the vibrant capital of the Orkney Islands, Scotland, is a place where history and culture intertwine with stunning natural landscapes. Founded by Norse settlers over a thousand years ago, Kirkwall is steeped in Viking heritage, with its centerpiece, the magnificent St. Magnus Cathedral, standing as a testament to the town’s medieval past.

Billings, Montana sits on the edge of the vast plains and at the base of ancient sandstone cliffs known as the Rimrocks. These formations frame the city and provide miles of scenic overlooks, hiking trails, and even fossil beds. From Swords Park, visitors can walk or bike along the paved trail that follows the rim’s edge, offering sweeping views of downtown, the Yellowstone River, and distant snowcapped peaks.

Oman stands among the oldest independent states in the Arab world, with evidence of human habitation stretching back over 100,000 years. Its capital, Muscat, rises gently against limestone hills with no skyscrapers to interrupt its skyline. Visitors find broad avenues lined with stunning buildings leading to landmarks like the Sultan Qaboos Grand Mosque and the Royal Opera House, both offering glimpses into Omani artistry and modern elegance.