New York to Buenos Aires

The Big Apple is one of the world's most iconic, cosmopolitan cities, a place that everyone should visit at least once in their lifetime. From the lofty heights of the Manhattan skyscrapers to the hipster hangouts of resurgent Brooklyn, New York City buzzes with energy and excitement, and there's never been a better time to visit. Cultural highlights include the Museum of Modern Art (MoMA), the Lincoln Center for Performing Arts and the theatres of Broadway, and the culinary scene is arguably the most exciting in the US, with an ever-changing smorgasbord of innovative restaurants, pop-ups and fashionable street food trucks.

King’s Wharf is the port of choice for the larger cruise ships that visit Bermuda, originally built as a base for the British Navy. Attractions in the immediate vicinity include the National Museum of Bermuda and the Arts Centre, and you don’t have to travel far to find one of Bermuda's beautiful pink sand beaches.

Antigua is famously home to 365 beaches - one for every day of the year - and there is an undeniable allure to the many white sand coves dotted along the coast. The capital, St John's, is worth a look, but if you've got time to visit the south coast you'll find historic Nelson's Dockyard a lot more interesting.

Gustavia is the chic and petite capital of Saint Barths, a tiny French Caribbean island that’s renowned as a haunt of the rich and the famous. You can certainly live well here if you’ve got the means, with an array of gourmet restaurants and luxury boutiques aimed squarely at the A-list. The beautiful beaches, on the other hand, are free and open to all.

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.

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.

Ilhabela, the aptly named ‘beautiful island’, is swathed in rainforest and fringed by golden beaches. The majority of the island is a protected state park, and walking trails lead you through dense foliage to magical waterfalls, with the chance to spot wildlife including toucans and capuchin monkeys.

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 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.