Fort Lauderdale to New York

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  Scarcely imaginable nowadays, this humble port close to Kingston has an extraordinary secret past as the sin city of choice for swashbuckling pirates. Spooling out into Kingston Harbour, Port Royal was once the Caribbean’s largest city and an infamous and unhinged hotbed of debauchery. Labelled the ‘wickedest city on earth’ during its pirate heyday, one in four of the buildings here were bars or brothels – catering to the craven appetites of the marauding buccaneers and brutes who dwelled here. A genuine Atlantis story, Port Royal was dealt a swift and tragic blow, as a massive earthquake and tsunami swallowed up the sinful pirate city in 1692. Port Royal truly is the stuff of legend, and the forsaken city rose from the depths to appear on screen in the popular Pirates of the Caribbean movies. Nowadays, sailing these waters is a somewhat eerie experience, knowing of the wretched ghost city resting just below the tranquil surface. Coral reefs and marine life, like lobsters and lionfish, share the inviting Caribbean waters with lost wrecks and vestiges from the past. Visit Port Royal to see the cannons pointing out from the redbrick walls of Fort Charles, where you can hear stories of the pirates and privateers, and learn of wider Jamaican history. Port Royal Beach is a place to stroll and contemplate the contemporary peace of this once most-raucous place while watching out over the gentle waves of Gun Cay.  

Aruba’s capital is easily explored on foot. Its palm-lined central thoroughfare runs between old and new pastel-painted buildings of typical Dutch design (Spanish influence is also evident in some of the architecture). There are a lot of malls with boutiques and shops—the Renaissance mall carries high-end luxury items and designer fashions. A massive renovation in downtown has given Main Street (a.k.a. Caya G. F. Betico Croes) behind the Renaissance Resort a whole new lease on life: boutique malls, shops, and restaurants have opened next to well-loved family-run businesses. The pedestrian-only walkway and resting areas have unclogged the street, and the new eco-trolley is free and a great way to get around. At this writing, Linear Park was well and will showcase local merchants and artists. There will be activities along a boardwalk that will eventually run all the way to the end of Palm Beach, making it the longest of its kind in the Caribbean.

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Stroll multi-coloured Oranjestad – the capital of enchanting Aruba – and feel the sun’s bronzing kiss, on the shores of one of the sunniest islands in the Caribbean. Settle in for a day on the beach, to relish the stunning weather on some of the region’s finest shores – where white sands glow, gentle waves sparkle, and knotted divi divi trees lean. Offering sensational diving and snorkelling, you can swim in the shallow, warm waters, or head out on a catamaran or submarine to investigate further and deeper. If you can drag yourself away from the sparkling beaches and glowing turquoise waters, venture inland towards Bushiribana Gold Mill Ruins, which lie on the route to Aruba Natural Bridge. The vast natural arch collapsed in 2005, but picturesque Baby Bridge remains to take the plaudits at this scenic spot. The island takes its form from the looming, 165-metre-high volcanic hill called Hooiberg – named after the Dutch for ‘haystack’. The volcano’s cone is omnipresent as you traverse the island, and if you’re up for a challenge, you can take the wheezy rise up the 650 steps to the lookout. You’ll climb among sunbathing iguanas, and reaching cacti, to views that unravel as far as Venezuela’s coastline on clear days. Visit the island’s farms of butterflies and ostriches, or explore amongst Oranjestad’s Spanish and Dutch flavours. Pick out bargains from the fancy shops of the colourful boutique-lined streets, or choose from local makers selling hand-crafted wares. The multicultural blend extends to the cuisine that’s cooked up, with a tantalising fusion of the best of Dutch, Asian and Caribbean flavours.

You can easily explore all of Gustavia during a two-hour stroll. Some shops close from noon to 3 or 4, so plan lunch accordingly, but stores stay open past 7 in the evening. Parking in Gustavia is a challenge, especially during vacation times. A good spot to park is rue de la République, alongside the catamarans, yachts, and sailboats.

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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. 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.

If you fly to the 32-square-mile (83-square-km) island of St. Thomas, you land at its western end; if you arrive by cruise ship, you come into one of the world’s most beautiful harbors. Either way, one of your first sights is the town of Charlotte Amalie. From the harbor you see an idyllic-looking village that spreads into the lower hills. If you were expecting a quiet hamlet with its inhabitants hanging out under palm trees, you’ve missed that era by about 300 years. Although other islands in the USVI developed plantation economies, St. Thomas cultivated its harbor, and it became a thriving seaport soon after it was settled by the Danish in the 1600s. The success of the naturally perfect harbor was enhanced by the fact that the Danes—who ruled St. Thomas with only a couple of short interruptions from 1666 to 1917—avoided involvement in some 100 years’ worth of European wars. Denmark was the only European country with colonies in the Caribbean to stay neutral during the War of the Spanish Succession in the early 1700s. Thus, products of the Dutch, English, and French islands—sugar, cotton, and indigo—were traded through Charlotte Amalie, along with the regular shipments of slaves. When the Spanish wars ended, trade fell off, but by the end of the 1700s Europe was at war again, Denmark again remained neutral, and St. Thomas continued to prosper. Even into the 1800s, while the economies of St. Croix and St. John foundered with the market for sugarcane, St. Thomas’s economy remained vigorous. This prosperity led to the development of shipyards, a well-organized banking system, and a large merchant class. In 1845 Charlotte Amalie had 101 large importing houses owned by the English, French, Germans, Haitians, Spaniards, Americans, Sephardim, and Danes. Charlotte Amalie is still one of the world’s most active cruise-ship ports. On almost any day at least one and sometimes as many as eight cruise ships are tied to the docks or anchored outside the harbor. Gently rocking in the shadows of these giant floating hotels are just about every other kind of vessel imaginable: sleek sailing catamarans that will take you on a sunset cruise complete with rum punch and a Jimmy Buffett soundtrack, private megayachts for billionaires, and barnacle-bottom sloops—with laundry draped over the lifelines—that are home to world-cruising gypsies. Huge container ships pull up in Sub Base, west of the harbor, bringing in everything from breakfast cereals to tires. Anchored right along the waterfront are down-island barges that ply the waters between the Greater Antilles and the Leeward Islands, transporting goods such as refrigerators, VCRs, and disposable diapers. The waterfront road through Charlotte Amalie was once part of the harbor. Before it was filled in to build the highway, the beach came right up to the back door of the warehouses that now line the thoroughfare. Two hundred years ago those warehouses were filled with indigo, tobacco, and cotton. Today the stone buildings house silk, crystal, and diamonds. Exotic fragrances are still traded, but by island beauty queens in air-conditioned perfume palaces instead of through open market stalls. The pirates of old used St. Thomas as a base from which to raid merchant ships of every nation, though they were particularly fond of the gold- and silver-laden treasure ships heading to Spain. Pirates are still around, but today’s versions use St. Thomas as a drop-off for their contraband: illegal immigrants and drugs. To explore outside Charlotte Amalie, rent a car or hire a taxi. Your rental car should come with a good map; if not, pick up the pocket-size “St. Thomas–St. John Road Map” at a tourist information center. Roads are marked with route numbers, but they’re confusing and seem to switch numbers suddenly. Roads are also identified by signs bearing the St. Thomas–St. John Hotel and Tourism Association’s mascot, Tommy the Starfish. More than 100 of these color-coded signs line the island’s main routes. Orange signs trace the route from the airport to Red Hook, green signs identify the road from town to Magens Bay, Tommy’s face on a yellow background points from Mafolie to Crown Bay through the north side, red signs lead from Smith Bay to Four Corners via Skyline Drive, and blue signs mark the route from the cruise-ship dock at Havensight to Red Hook. These color-coded routes are not marked on most visitor maps, however. Allow yourself a day to explore, especially if you want to stop to take pictures or to enjoy a light bite or refreshing swim. Most gas stations are on the island’s more populated eastern end, so fill up before heading to the north side. And remember to drive on the left!

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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. 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.

With a permanent resident population of 1,500 households, Hamilton doesn’t qualify as a major metropolis. Yet it has enough stores, restaurants, and offices to amp up the island’s energy level. Moreover, it has a thriving international business community (centered on financial and investment services, insurance, telecommunications, global management of intellectual property, shipping, and aircraft and ship registration), which lends it a degree of sophistication seldom found in so small a center. The central parishes cover the large area of Paget, Warwick, and Devonshire. These parishes are much sleepier than Hamilton and provide great nature and beach respites when you tire of city life. Convenient bus and ferry connections connect the parishes, so trips outside of Hamilton are easy and a fun way to get off the tourist track.

Day itinerary:

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. 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.

With a permanent resident population of 1,500 households, Hamilton doesn’t qualify as a major metropolis. Yet it has enough stores, restaurants, and offices to amp up the island’s energy level. Moreover, it has a thriving international business community (centered on financial and investment services, insurance, telecommunications, global management of intellectual property, shipping, and aircraft and ship registration), which lends it a degree of sophistication seldom found in so small a center. The central parishes cover the large area of Paget, Warwick, and Devonshire. These parishes are much sleepier than Hamilton and provide great nature and beach respites when you tire of city life. Convenient bus and ferry connections connect the parishes, so trips outside of Hamilton are easy and a fun way to get off the tourist track.

Day itinerary:

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. 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.

From Wall Street’s skyscrapers to the neon of Times Square to Central Park’s leafy paths, New York City pulses with an irrepressible energy. History meets hipness in this global center of entertainment, fashion, media, and finance. World-class museums like MoMA and unforgettable icons like the Statue of Liberty beckon, but discovering the subtler strains of New York’s vast ambition is equally rewarding: ethnic enclaves and shops, historic streets of dignified brownstones, and trendy bars and eateries all add to the urban buzz.

Day itinerary:

New York, is a cultural powerhouse like no other. Liberally scattered with familiar landmarks, world-leading museums, and with an atmosphere and infectious energy found nowhere else, any visit to this one-of-a-kind cinematic city is a frantic, fascinating feast for the senses. Where New York leads, others follow and this city is a proud trailblazer. On the cusp of trends, but with plenty of traditions, New York is a world to itself, and endless opportunities and experiences await between its audacious skyscrapers.Whether it’s cycling through the leafy oasis of Central Park, rising to the iconic cityscape views atop the Empire State Building or walking to Brooklyn’s hipster appeal across the Brooklyn Bridge’s chained expanse, New York City feels at once familiar and fantastical. Leading museums and galleries like the MET, the Guggenheim and Museum of Modern Art add cultural intrigue matched by few others, while the flashing lights of Broadway mark the pinnacle of careers and provide world-class entertainment. Also scarred by tragedy, New York City responded to its darkest day with thoughtful memorials of loss, and by boldly reaching higher – the glassy new One World Trade Center building is the northern hemisphere’s tallest skyscraper. Drop in on Wall Street’s excesses, before sailing out from the financial district’s reaching towers to the waves below Lady Liberty’s gaze. At night the city lights up with shows, and roof-top restaurants serve up innovative dishes above the glowing, buzzing streets below.

From Wall Street’s skyscrapers to the neon of Times Square to Central Park’s leafy paths, New York City pulses with an irrepressible energy. History meets hipness in this global center of entertainment, fashion, media, and finance. World-class museums like MoMA and unforgettable icons like the Statue of Liberty beckon, but discovering the subtler strains of New York’s vast ambition is equally rewarding: ethnic enclaves and shops, historic streets of dignified brownstones, and trendy bars and eateries all add to the urban buzz.

Day itinerary:

New York, is a cultural powerhouse like no other. Liberally scattered with familiar landmarks, world-leading museums, and with an atmosphere and infectious energy found nowhere else, any visit to this one-of-a-kind cinematic city is a frantic, fascinating feast for the senses. Where New York leads, others follow and this city is a proud trailblazer. On the cusp of trends, but with plenty of traditions, New York is a world to itself, and endless opportunities and experiences await between its audacious skyscrapers.Whether it’s cycling through the leafy oasis of Central Park, rising to the iconic cityscape views atop the Empire State Building or walking to Brooklyn’s hipster appeal across the Brooklyn Bridge’s chained expanse, New York City feels at once familiar and fantastical. Leading museums and galleries like the MET, the Guggenheim and Museum of Modern Art add cultural intrigue matched by few others, while the flashing lights of Broadway mark the pinnacle of careers and provide world-class entertainment. Also scarred by tragedy, New York City responded to its darkest day with thoughtful memorials of loss, and by boldly reaching higher – the glassy new One World Trade Center building is the northern hemisphere’s tallest skyscraper. Drop in on Wall Street’s excesses, before sailing out from the financial district’s reaching towers to the waves below Lady Liberty’s gaze. At night the city lights up with shows, and roof-top restaurants serve up innovative dishes above the glowing, buzzing streets below.