San Juan to Rio de Janeiro

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.

Laid back and low key, Saint Kitts is an island typified by rolling green hills, characterful beach bars and the lingering remnants of the sugar cane trade that once dominated here. Attractions include the UNESCO-listed Brimstone Hill fortress, the 18-mile Scenic Railway and the faded Georgian elegance of the capital, Basseterre.

Castries, Saint Lucia’s diminutive capital, is home to some interesting markets and colonial buildings. The island’s highlights are situated elsewhere, however, and we’d recommend either heading south towards Soufrière, where the iconic Piton mountains guard a beautiful bay, or north to the bars, restaurants and beaches of Rodney Bay.

Scarborough is the capital of Tobago, a sleepy island where tourism remains mostly low key. The town has a few interesting colonial era sights, but we’d recommend exploring Tobago’s natural treasures instead, including stunning reefs, secluded waterfalls and a rainforest reserve that draws birdwatchers from around the globe.

The Îles du Salut, a trio of islands more popularly known as Devil’s Island, were the site of a French penal colony which gained notoriety thanks to the harsh treatment of inmates. As well as the overgrown ruins of the prison, which closed in 1953, the islands are today also home to a surprisingly rich variety of wildlife.

Situated on Brazil’s northeastern coast, the sprawling city of Fortaleza is best known for its beaches and nightlife, and it’s also a major seaport. There isn’t a huge amount in the way of sights, though the Mercado Central is good for shopping and there are some nice beach bars along the Praia do Futuro.

Colourful Salvador is Brazil’s third biggest city and a vibrant centre for Afro-Brazilian culture, with frequent festivals that fill the streets with music and dancing. The historic core of the old city is the biggest tourist magnet, where elegant, brightly hued colonial buildings line the cobbled streets.

The carnival capital of the world, Rio de Janeiro needs little introduction. We can think of few cities in the world that are able to compete when it comes to location: hugging the beautiful sandy shore and surrounded by jungle-clad islands and mountains, including the iconic Corcovado, the setting for Brazil’s most vibrant city is simply breathtaking.