Captain Drake’s Crossroads

Characterful, colourful and a little chaotic, the port city of Valparaíso enjoys a somewhat awkward setting, scattered across 45 vertiginous hills. Thanks to this difficult topography the city streets are punctuated by steep staircases and funicular elevators, and energetic explorers will be rewarded with wonderful views of the pastel hued buildings that hug the slopes. Valparaíso's most famous former resident was the great Chilean poet Pablo Neruda, and you can visit one of his former residences, La Sebastiana, which now houses a small museum.

Puerto Montt is the capital of the Chilean Lake District, spread out around a wide bay against a backdrop of snow-capped volcanoes. This wild region offers a host of outdoor activities, including mountain hikes, kayaking, white water rafting, fishing, zip lining and cycling.

Rugged and unspoilt Chiloé, situated at the southern end of Chile’s Lake District, is a unique and culturally distinct island that stands apart from the rest of the country. The main town, Castro, is notable for its colourful waterfront homes on stilts (known as palafitos), and is the gateway to the dense forests and rolling hills of the island interior.

Puerto Chacabuco is situated close to the Aysén Fjord and serves as a gateway to the Laguna San Rafael National Park, a UNESCO Biosphere Reserve. Amongst the lush forests, waterfalls and lagoons you have the chance to spot wildlife including marine otters, giant condors and Chilean dolphins.

The weather-beaten city of Punta Arenas is a laid back and welcoming place, in spite of its inhospitable location on the shores of the Strait of Magellan. Nearby attractions include penguin colonies and the dramatic scenery of Torres del Paine National Park, while beyond the horizon lie the frozen wastes of Antarctica.

Perched on the ragged southern edge of Argentina, where the snow-capped Andes fall away into the churning sea, Ushuaia has a frontier town feel to it, and serves as the base for expeditions into the icy waters of Antarctica.

The rugged and windswept Falkland Islands make for a fascinating stop on the way to or from Antarctica. Over 80% of the population lives in the capital, Stanley, though humans are far outnumbered by other creatures, including penguins, sea lions and albatrosses.

Founded by Welsh settlers in 1886, bustling Puerto Madryn owes its popularity as a tourist destination to the incredible wildlife of the Península Valdés. From June to December the bay is filled with migrating right whales, and at the beginning of the season the whales come so close to the shore that you can view them from the pier.

The streets of Buenos Aires are redolent of a grand old European capital, lined with elegant architecture that wouldn’t look out of place in Madrid or Paris. There is also plenty of Latin passion on display: Argentina is the home of tango, that most electrifying of dances, and has played host to countless revolutions over the years.

Located just across the Río de la Plata from Buenos Aires, Uruguay’s underrated capital is a cosmopolitan and eclectic mix of colourful colonial architecture and high rise modernity. The 14-mile waterfront promenade, La Rambla, is a popular and pleasant place to be on a summer’s evening.

The upmarket Uruguayan beach resort of Punta del Este is where the A-listers come to party, with a reputation as the Saint Tropez of South America. The town also has an arty side, typified by intriguing sculptures such as the giant concrete fingers emerging from the beach at Playa Brava.

The city of Itajaí is situated in the southern Brazilian state of Santa Catarina, known for its sweeping sandy beaches and lush Atlantic forest. The region also has an intriguing German heritage thanks to the many immigrants who settled here during the 19th and early 20th centuries.

The busy port of Santos is the gateway to cosmopolitan São Paulo, a vast metropolis that is home to some 20 million people, making it the third largest city on earth. The urban sprawl may not be to everyone’s taste, but for fans of big city life there is plenty to see and do, with a lively cultural scene and a host of world class restaurants.

Paraty is a beautiful colonial town to the west of Rio de Janeiro, surrounded by stunning beaches and set against a backdrop of jungle-covered mountains. The cobbled streets are closed off to traffic, which makes wandering amongst the pretty whitewashed buildings all the more enjoyable.

Formerly a leper colony, and later a prison under the military dictatorship, Ilha Grande is now one of Brazil’s most alluring destinations. This idyllic island is fringed by stunning beaches and covered in dense rainforest, with barely any human settlement outside the main town of Vila do Abraão.

Once just a sleepy fishing village on a picturesque peninsula, Búzios was put firmly on the map by Brigitte Bardot, who holidayed here in the 1960s. These days it’s an upmarket beach destination, with a host of luxury hotels, sophisticated restaurants and chic boutiques.

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.