New York to Bridgetown

The city comprises the central island of Manhattan along with four other boroughs: Brooklyn, Queens, the Bronx and Staten Island. To many, Manhattan is New York. The 22-square-mile island is divided into the three districts of Downtown, Midtown and Upper Manhattan. There are countless museums, theaters, restaurants and parks. Many residents never get to see it all in a lifetime, so don’t expect to take it all in during one visit.

750 kilometers northwest of New Zealand and 1400 kilometers east of Gold Coast, NSW, Norfolk Island, an External Territory of Australia consisting of Norfolk Island and uninhabited Phillip Island and Nepean Island, was self-governed until 2015 when it came under the laws of New South Wales. Discovered by Captain Cook in 1774, the island has had different settlements, starting with Polynesians that had already disappeared before Cook’s visit, followed by convicts and soldiers in 1788. This penal colony was abandoned in 1814 yet used again from 1825 to 1855. View less

The Kingston and Arthur’s Vale Historic Area, with its elegantly restored Georgian houses at Quality Row, is among the 11 historic Australian Convict Sites, UNESCO World Heritage. Most of today’s population can be traced back to the 194 descendants of the Bounty mutineers and their Tahitian wives who had left Pitcairn for Norfolk in 1856. In 1867 the Church of England’s Melanesian Mission moved its headquarter to Norfolk. A few years later St Barnabas Chapel was built of stone from the ruins of the New Gaol. The wooden seats have beautiful mother-of-pearl inlay work in Solomon Island style. 14% of the island is national park and the Botanical Gardens feature plants that are endemic to Norfolk Island. Golden Whistlers, Sacred Kingfisher and Norfolk’s symbolic Green Parrot can often be seen and heard. Norfolk and close by Phillip and Nepean Islands are important breeding sites for seabirds such as Red-tailed Tropicbirds, Sooty Terns, Wedge-tailed Shearwaters, and Masked Boobies.

A charming stack of pastel-coloured buildings clamour over the waterfront of Bermuda’s pretty capital, Hamilton. Light paints bathe the island’s buildings in bright floral colours, and whether you want to swing your shoulders on lush green fairways, or your hips during lively street parties – Hamilton has a rhythm for everyone. The decorative hues of Front Street’s buildings ooze colonial charm, and a stroll along the seafront promenade is the perfect way to acquaint yourself. View less

There’s more gorgeous colour at the island’s legendary beaches, where pink sands slip into turquoise waves. Dive offshore into teeming reefs, take glass-bottom boats, or stroll on the powder as dazzling sunset displays unfurl. Take in the palatial mansions of Billionaire’s Row, or whack golfballs into the crisp blue sky, as the sea washes beside you. While Bermuda is best known for its silky soft sands, there’s one beach where you won’t want to go barefoot. Sea Glass Beach is covered by sea-rounded glass pieces, which chime and tinkle as the waves rolls in over them. Historic forts like Fort Hamilton offer perfectly manicured swathes of lawn, palm trees and lashings of military pomp – along with sweeping views of the sparkling sea and harbour. See stern-faced sea turtles, tropical fish and seals splashing around in the waters – as well as vibrant flamingos and cheeky lemurs – at Bermuda’s aquarium and zoo. Or the Bermuda Underwater Exploration Institute offers a deep dive into the area’s history – exploring everything from mankind’s environmental impact, to the Bermuda Triangle’s legendary, ship-swallowing mythology.

A charming stack of pastel-coloured buildings clamour over the waterfront of Bermuda’s pretty capital, Hamilton. Light paints bathe the island’s buildings in bright floral colours, and whether you want to swing your shoulders on lush green fairways, or your hips during lively street parties – Hamilton has a rhythm for everyone. The decorative hues of Front Street’s buildings ooze colonial charm, and a stroll along the seafront promenade is the perfect way to acquaint yourself. View less

There’s more gorgeous colour at the island’s legendary beaches, where pink sands slip into turquoise waves. Dive offshore into teeming reefs, take glass-bottom boats, or stroll on the powder as dazzling sunset displays unfurl. Take in the palatial mansions of Billionaire’s Row, or whack golfballs into the crisp blue sky, as the sea washes beside you. While Bermuda is best known for its silky soft sands, there’s one beach where you won’t want to go barefoot. Sea Glass Beach is covered by sea-rounded glass pieces, which chime and tinkle as the waves rolls in over them. Historic forts like Fort Hamilton offer perfectly manicured swathes of lawn, palm trees and lashings of military pomp – along with sweeping views of the sparkling sea and harbour. See stern-faced sea turtles, tropical fish and seals splashing around in the waters – as well as vibrant flamingos and cheeky lemurs – at Bermuda’s aquarium and zoo. Or the Bermuda Underwater Exploration Institute offers a deep dive into the area’s history – exploring everything from mankind’s environmental impact, to the Bermuda Triangle’s legendary, ship-swallowing mythology.

A charming stack of pastel-coloured buildings clamour over the waterfront of Bermuda’s pretty capital, Hamilton. Light paints bathe the island’s buildings in bright floral colours, and whether you want to swing your shoulders on lush green fairways, or your hips during lively street parties – Hamilton has a rhythm for everyone. The decorative hues of Front Street’s buildings ooze colonial charm, and a stroll along the seafront promenade is the perfect way to acquaint yourself. View less

There’s more gorgeous colour at the island’s legendary beaches, where pink sands slip into turquoise waves. Dive offshore into teeming reefs, take glass-bottom boats, or stroll on the powder as dazzling sunset displays unfurl. Take in the palatial mansions of Billionaire’s Row, or whack golfballs into the crisp blue sky, as the sea washes beside you. While Bermuda is best known for its silky soft sands, there’s one beach where you won’t want to go barefoot. Sea Glass Beach is covered by sea-rounded glass pieces, which chime and tinkle as the waves rolls in over them. Historic forts like Fort Hamilton offer perfectly manicured swathes of lawn, palm trees and lashings of military pomp – along with sweeping views of the sparkling sea and harbour. See stern-faced sea turtles, tropical fish and seals splashing around in the waters – as well as vibrant flamingos and cheeky lemurs – at Bermuda’s aquarium and zoo. Or the Bermuda Underwater Exploration Institute offers a deep dive into the area’s history – exploring everything from mankind’s environmental impact, to the Bermuda Triangle’s legendary, ship-swallowing mythology.

Sitting on the north coast of this lush, tropical island, San Juan is the second settlement founded by European settlers in the Caribbean, and the oldest city under US jurisdiction. The stocky walls and watchtowers here have stood the test of time, repelling notable invaders – such as Sir Francis Drake – and the pirates who historically looted these islands. With massive fortresses, airy plazas and sheer Caribbean beauty, San Juan is a beach-blessed star of these turquoise waters. View less

With more than 500 years of European history, Old San Juan gleams In Puerto Rico’s sunshine, with sugar-almond painted facades and ankle-testing cobbled lanes. Decorative balconies and varnished wooden doors add everyday artistry to streets, dripping with history. Soak up the culture at rum-fuelled parties and salsa dances on this Spanish-culture infused island, or recline into afternoon relaxation sessions on sensational slivers of gleaming sand. Kick back on the beach, or satisfy a lust for adventure by exploring sprawling mangrove forests. The magic of sea kayaking after dark here is an experience you won’t forget. Break the waves with your oar, and watch as the waters illuminate with neon colour, as bioluminescence creates a mystical, peaceful spectacle. Pocked limestone cliffs and karst landscapes add rugged contrast to the serenity of the beaches, and you can walk into folds of the earth in sea-carved caves, or across cliffs to hidden views of the Caribbean’s expanse. Enjoy a taste of the island’s cuisine by sampling Mofongo – a local concoction of green plantains and chicken. Why not indulge and wash it down with an iced mojito, made from crushed mint and locally distilled rum?

The steep, spectacular hills that surround St Thomas’s exquisite harbour provide a fitting entry point for this island of overwhelming natural splendour. The jungled-mountains reach up above tempting beaches and scuba diving sites, while Charlotte Amalie – the island’s capital – sprawls down towards the water, bedecked with shops and tasty restaurants. Part of the beautiful U.S. Virgin Islands – together with St John and St Croix – these lands were purchased by the US in 1917. View less

Nowadays, St Thomas is a patchwork of cultures, and a lively welcome to the islands, serving as a gracious host to the many visitors who linger – as well as those who jump on ferries, yachts and catamarans to explore the blessed beaches of the Caribbean’s other retreats. A stunning island of dramatic jungled-scenery, keep your camera close to hand as you swing up the Skyride to Paradise Point, to look down over the natural amphitheatre of the dock and city below. Snap some more postcard-perfect shots at Drake’s Seat – said to be Sir Francis Drake’s lookout point, where he could survey for approaching enemy ships. Nowadays, the views over Magens Bay and the infinite sea are always peaceful, and this is a great spot to catch a fiery Caribbean sunset spilling across the sky. Take catamaran cruises to explore the shining coastline, or seek out the glorious coves and caves that are hidden along the island’s perimeter. Land on the secluded shores of tiny islands, before scuba diving and snorkelling above the twisted boughs of lost ships, reclaimed by the waters and inhabited by curious tropical fish life. Kayak over still lagoon waters, or take the chance to lay back on soft beaches strewn with tiny shells, as St Thomas’s beauty washes over you.

Cherry red roofs, yacht-sprinkled bays and a sophisticated French flavour all add to the gorgeous Caribbean allure of Gustavia. The island’s capital rolls around a horseshoe-shaped harbour, where gleaming yachts hover and fancy boutiques, bars and restaurants fizz with life and clinking cutlery. Head up to red and white Gustavia Lighthouse to look down over the revered waters, which attract many a celebrity guest and diving enthusiast to these shores. View less

Christopher Columbus was the first European to discover this volcanic island in 1493, giving it the name St Barthelemy in honour of his younger brother. The island has a unique history as a Swedish colony, following a deal with the French King Louis XVI to exchange the island with Sweden for better trading rights. It was returned to French control in 1878 and is now a French Overseas Collectivity. Learn more of the Swedish legacy at Fort Karl – which sits on a 29-metre-high hill above Shell Beach. The fort now lies in ruins, but you’ll meet wandering iguanas, and the views down of sweeping sea and emerald coastline are some of the island’s finest. Down below, a delightful spread of tiny pebbles and shell fragments are scattered like confetti and lapped by crystal-clear water. A little exploration uncovers countless other glorious beaches and natural wonders. Colombier Beach is a little out of the way but cradles silky-smooth sands and typically turquoise waters. If you have chance, find somewhere to settle and sip fruity rum cocktails as the sunset flares across the waves.

Columbus discovered St. Kitts (short for St. Christopher) and Nevis on his second voyage in 1493. Arawak and Carib Indians who had moved up through the islands from South America already inhabited both islands. While European immigrants massacred many of them, the Caribs continued to stage fierce battles, which became legendary. In 1632, the West Indies’ first British settlement was established on the island, which soon developed into an important colony thanks to its sugar industry.
France and England shared St. Kitts for some time, but the partition ended with the Peace of Utrecht in 1713. After being declared a British colony in 1783, St. Kitts and Nevis, along with Anguilla and the British Virgin Islands, were administered as a single colony until 1871 when the Leeward Islands Federation was formed. This continued up to 1957 when St. Kitts and Nevis were granted self-government, with Britain remaining responsible for external affairs and defense. Both islands became an independent state within the Commonwealth in 1983.

Basseterre, St. Kitts’ capital, still shows signs of colonial architecture. However, its setting against the emerald green hills ensures a distinct Caribbean ambiance. Many travelers agree that Basseterre is one of the prettiest of the Caribbean’s small capitals.

Lush and lively, Antigua is a bedazzling Caribbean destination, gorged with sunshine and crisp white sand beaches. Historic forts, sparkling coastline, and dense rainforest all contribute to Antigua’s land of thrilling natural beauty. With its bright blue to turquoise sea gradients – the beaches are vibrant and plentiful and the island has no shortage to choose from, with a rumoured 365 options. Experience the beauty on horseback, as your ride pounds across the sands, and the wind whips through your hair. View less

Choose to loll in a catamaran offshore, or lie back on a bed of the softest sand to soak it all in. Beach shacks cook up fresh seafood and spicy goat meat curries if you’re feeling hungry. St John’s glows in the sunshine, with flamingo pink and baby blue paints boldly coating vivid Georgian buildings. Lively markets offer an authentic slice of Antiguan life, while museums celebrate the island’s revered cricketers like Viv Richards, and the story of independence. The whacks and whoops of makeshift cricket games hint at the island’s British history, and you can see more of this heritage at Falmouth Harbour – which was the centre of the British presence in the Caribbean. The area is still filled with sailers and dallying yachts, as well as the only working Georgian dockyard in the world. Built in 1725, the UNESCO World Heritage Site, Nelson’s Dockyard, was led by the admiral Horatio Nelson himself and is a fascinating time warp. Hike up to viewpoints here, which reward with glorious views of the forest-clad inlets, craggy cliffs and pointed hills. The stone towers of sugar mills dot the island, and hint at the tragic history of slavery, amid the island’s sugar trade past.

The largest of the Windward Islands, Martinique is 4,261 mi (6,817 km) from Paris, but its spirit and language are decidedly French, with more than a soupçon of West Indian spice. Tangible, edible evidence of the fact is the island’s cuisine, a superb blend of French and creole. Martinique is lushly landscaped with tropical flowers. Trees bend under the weight of fruits such as mangoes, papayas, lemons, limes, and bright-red West Indian cherries. Acres of banana plantations, pineapple fields, and waving sugarcane stretch to the horizon.

The towering mountains and verdant rain forest in the north lure hikers, while underwater sights and sunken treasures attract snorkelers and scuba divers. Martinique is also wonderful if your idea of exercise is turning over every 10 minutes to get an even tan and your taste in adventure runs to duty-free shopping. A popular cruise-ship excursion goes to St-Pierre, which was buried by ash when Mont Pelée erupted in 1902.

Explore a land of vibrant colour, from the tranquil turquoise water that surrounds it, to the verdant green peaks of its famous soaring volcanic plugs – The Pitons; which give this mesmerising island its form. Waterfalls thunder in the jungled interior, should you successfully drag yourself from St Lucia’s gleaming beaches and dive spots – where patchworks of colourful fish dance below the waves. Offering the picturesque island luxury of your wildest dreams, St. Lucia is a cinematic, thrilling Caribbean idyl.

Marigot Bay served as the tropical backdrop for 1967’s Doctor Dolittle film, and the island’s amiable animal life is never too far away – spot flashes of bright red, as parrots zip between palm trees, before catching sight of dolphins splashing playfully offshore. Vigie beach is a charmed spot to lie back and recline in the sun’s glow, watching as overlapping layers of mesmerising blue hues intertwine. St. Lucia’s iconic Pitons mountains deliver as the perfect backdrop to any envy generating photograph – rising up exponentially from the calm waters like sharp shark fins. Castries is this heavenly island’s capital, and while the Cathedral Basilica of the Immaculate Conception may seem a little humble from the outside, the soft sounds of soulful hymns emanating from within are sure to draw you in. The astonishing interior glows with bright frescoes, lit up by the sunlight that spills inside, and atmospheric rows of flickering candles. There’s more rich Caribbean colour to behold at the ramshackle Castries Market, where you can take handfuls of fragrant spices, like nutmeg and cinnamon, and enjoy the singsong ritual of bartering, as you move between tables heaving under bounties of green bananas and rosy mangos.

Bridgetown, the captivating capital of Barbados, combines faded colonial history, captivating tradition, and vivid white beaches plucked directly from your richest imagination of Caribbean perfection. Recently listed as a UNESCO World Heritage site, thanks to its beautifully preserved colonial architecture, Bridgetown’s mask of modernity covers a core of complex history and fascinating culture. Sherbet coloured buildings line up to overlook the waterfront of the Constitution River at the ‘The Careenage’ – where gleaming ships bob on the blue water, and peaceful strolls along a wooden boardwalk await.

Stop for a sobering moment at the commemorative plaque honouring the people traded at this spot, when Bridgetown was the British Empire’s most important harbour, and first stop on the Transatlantic Slave Trade crossing. Just five minutes’ stroll from here is Carlisle Bay – a postcard-perfect place where you’ll find crystal-clear, turquoise seawater glowing in the Caribbean sun, and a mile of soft white powder sand. A treasure trove for divers, the shipwrecks scattered below the shallow water’s waves are now inhabited by turtles and swirling, rainbow-coloured tropical fish. Head to the backstreets, where street food vendors serve up spicy chicken soup, barbecued pigtails and thirst-quenching coconut water. There are bargains aplenty to be had on Broad Street, where duty-free malls and souvenir stalls cram together, vying for your attention. Roebuck Street is the spot where one of the Caribbean’s favourite drinks, rum, was discovered – having been created here from the by-products of the island’s booming sugarcane trade. Nowadays, it’s lined with bars splashing every variety of the deliciously spicy dark libation imaginable into glasses. For a touch more culture, visit one of the oldest synagogues in The Americas – Nidhe Israel Synagogue, which was built in 1654. The adjoining museum tells the story of Barbados’ Jewish immigrants, who were instrumental in the island’s development.