Long known for its old-world charm, from the historic Faneuil Hall to the Freedom Trail that celebrates Boston’s preeminent role in the American Revolution, Boston has come a long way towards staking its claim in the 21st century. With the completion of the “Big Dig” that buried Boston’s vast network of highways underground, Boston has hit the new century running. Attractions span beautiful public libraries, fascinating museums and plenty of sports. Boston is destined to grow ever more beautiful as more and more of the ungainly elevated highways are replaced with lush parks.

The narrow, cobbled streets of Alghero’s medieval citadel, packed with boutiques, bars and restaurants, slope towards the harbour and sweeping bay. Built in a buttery sandstone that glows a soft apricot shade in the setting sun, it’s Sardinia’s most picturesque Old Town. Spanish-style palazzos and street signs in Italian and Catalan reflect its proud heritage: 300 years of Aragon rule. Fringed by pine forests, long sandy beaches, hotels and bars curve away towards green headlands. It’s an idyllic setting.

The largest of the Cyclades islands, Naxos stands out thanks to its unusually crisp white beaches and an exceptionally lush, fertile terrain. With none of the pretence of Mykonos or the ferocious partying of Kos, the island is a destination for those who enjoy a good hike and low-key evening entertainment. Naxos is also home to a fair share of ancient sites, off-lying mountain villages, and excellent family-run taverns.

MoBay, the nickname Montego Bay goes by locally, rose to prominence once a certain Sir Herbert Barker deemed swimming in a particular spot along its coastline to have exceptional health benefits. And while the curative effects of Doctor’s Cave waters remain up for debate, its striking aesthetic and promise of frolic certainly do not – MoBay remains a potent crowd-pleaser, accepting incomers on the daily, by the shipload.

Cradled by the Atlantic Ocean on one side and the Caribbean Sea on the other, the twin-island nation of Saint Kitts and Nevis unveils an unforgettable tropical experience. Here, you'll unearth thriving rainforests, seductive beaches, and locals with hearts as warm as the tropical sun. With vistas that steal your breath, a history as deep as the surrounding waters, and a culture pulsating with vibrancy, it's little wonder that Saint Kitts and Nevis finds itself on the bucket list of many a Caribbean wanderer.