Port of Spain, the capital of Trinidad and Tobago, is a city that brims with cultural energy and layered history. Set against the backdrop of the Northern Range mountains and overlooking the Gulf of Paria, it has long been a hub of trade, migration, and creativity.

Trinidad, Cuba, is a mesmerizing time capsule that transports visitors to another era with its cobblestone streets, pastel-colored colonial buildings, and horse-drawn carts. Founded in 1514 by Spanish conquistador Diego Velázquez de Cuéllar, this city, located in central Cuba, is one of the best-preserved colonial towns in the Caribbean. Trinidad's rich history and enchanting architecture make it an essential destination for anyone seeking an authentic Cuban experience.

Lucca, a Tuscan city surrounded by remarkably intact Renaissance walls, offers more than just postcard views. Known for its quiet streets and grand piazzas, Lucca stands apart with its circular street layout, still following the lines of a Roman amphitheater from centuries ago. The walls, now repurposed as a 4-kilometer tree-lined park, are a favorite route for locals and visitors who explore them on foot or by bike, passing old bastions and panoramic viewpoints along the way.

Nestled in the heart of South Africa’s Cape Winelands, Franschhoek is a charming village renowned for its exquisite vineyards and rich history. Founded by French Huguenots in the late 17th century, the village’s French heritage is palpable in its architecture, cuisine, and local culture.

This energetic city is home to three UNESCO World Heritage Sites: the Elephanta Caves, Chhatrapati Shivaji Maharaj Terminus, and the city's distinctive Victorian and Art Deco buildings. It is the largest city in India and contains 7 distinct districts. There is so much to see here, but the most popular tourist attractions are typically concentrated in South Mumbai such as the Elephanta Caves, the Gateway of India and Chhatrapati Shivaji Maharaj Terminus.