Strategically located at the southern tip of Europe, facing Africa, Gibraltar offers a fascinating mix of cultures. With a history that includes Moorish, Spanish, Italian, Portuguese and English influences (among others), this tiny, 6.7-square-kilometer British Overseas Territory is most famous for the giant Jurassic limestone rock soaring above the territory’s main commercial and residential areas. The Rock contains an abundance of history (military and otherwise), not to mention significant flora and fauna, and a labyrinth of caves and tunnels.

Venture into Gibraltar’s densely populated streets for Spanish, British, Middle Eastern and Italian cuisine, as well as tax-free shopping on everything from luxury brands to handmade arts and crafts and artisanal edibles. Browsing and snacking around town is the perfect chance to hear Yanito, the singsong Spanish-English hybrid spoken here. There are also historic and holy places in Europa Point, and the Museum of Gibraltar provides an opportunity to learn about the region’s history and prehistory, as well as the migration habits of its birds and marine life.