Bar, a coastal town in Montenegro, is known for its scenic beaches and centuries-old landmarks. One of the town’s most significant historical sites is Stari Bar, an ancient fortress settlement set against the dramatic backdrop of Mount Rumija.

Wertheim is an enchanting town on the banks of the Main River in Germany. A favorite stop on European river cruises, highlights of this charming destination include the Wertheim Castle and the town center, where you can wind your way down cobblestone streets replete with 16th century architecture. Venture outside of town and follow the Tauber River to Kloster Bronnbach, an immense and ornate monastery dating back to the 12th century.

Montréal is a city shaped by layers of French and British history, with modern flair built into every corner. Founded in 1642 as Ville-Marie, it’s one of the oldest cities in North America. Visitors walking through Old Montréal will find cobblestone streets, 18th-century buildings, and landmarks like the Notre-Dame Basilica, known for its deep blue interior and grand organ with over 7,000 pipes.

Santa Cruz de La Palma is the capital of the island of La Palma, one of the seven Canary Islands. Although often forgotten in favor of the similarly named Santa Cruz de Tenerife, it is a compact and colorful colonial town well worth a visit. Swimming, paragliding, and hiking and some of the most popular daytime activities, while stargazing is a favorite pastime after the sun goes down.

San Juan, Puerto Rico’s capital, is a city where cobblestone streets lead to centuries-old forts and pastel-colored buildings overlook the Atlantic. The district of Old San Juan is a UNESCO World Heritage Site, known for its Spanish colonial architecture and thick stone walls that once defended the city from pirates and naval attacks. The city hosts regular events such as La Campechada, which celebrates Puerto Rican art and literature with live performances and open-air exhibits.