New York City to San Juan

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.