San Juan (Puerto Rico) to Panama City

Founded by the Spanish in 1521, Puerto Rico's capital is the second oldest European settlement in the Americas. Modern San Juan is a bustling city, home to over a third of the island's population, but the cobbled streets of the Old Town remain the biggest tourist draw. The colonial-era fortifications have been awarded UNESCO World Heritage status, crowned by the imposing waterfront El Morro fortress, and the Old Town is full of attractive, brightly coloured houses. Outside of the Old Town you can find designer shopping on Avenida Ashford, and the north of the city is fringed by beautiful beaches, including fashionable Condado with its hip hotels and bars.

Cartagena was founded by Spanish conquistadors in 1533, and the beautifully preserved centre is a real highlight of Colombia’s Caribbean coast. The walled old town, the Ciudad Amurallada, is a camera-friendly collection of cobbled streets and colourful, colonial-era buildings.

Situated just off the coast of Panama, the idyllic San Blas islands are home to the Kuna Indians, who enjoy political autonomy from the mainland and have an unusual degree of control over tourism to their homeland. Visiting these simple island communities is a privilege, and an insight into an indigenous way of life unsullied by mass tourism.

The port of Fuerte Amador sits at the southern edge of Panama City, near the Pacific entrance to the Panama Canal. The shining skyscrapers of the Panamanian capital are a testament to the city’s status as a key financial centre, while the tiny Casco Viejo is home to pretty colonial streets, hip hotels and happening bars.