Bridgetown to San Juan

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.

With beautiful seascapes, lush vegetation and intense natural ingredients, the Isle of Spice has the perfect recipe for a flavourful visit. A true sensory experience, St George's is famous as the world’s second-largest exporter of the spice, nutmeg. Just as much of a treat for the eyes as it is for the palate, its jungled mounds, idyllic white-sand beaches, and turquoise Caribbean seas are a glorious sight to behold. Thrilling waterfalls pour through the rainforest, while banana and cocoa groves spread wildly across the island. Grenada’s capital rolls down to an attractive waterfront decorated with pretty floral buildings, Georgian architecture and picturesque terracotta roofs. Breathe in deep at the spice market, where the freshest ingredients fill stalls. Heaps of fresh nutmeg, vanilla pods, cinnamon and cocoa beans all add to the colourful mosaic. Dip into the waters of Bamboo Waterfall, or venture to Grand Etang, to explore the rich and fertile interior of this scenic island, where mischievous mona monkeys explore treetops and a collapsed volcano holds the waters of a glorious caldera lake. If all of that exploring sounds like hard work - don’t worry, the island is skirted by some of the Caribbean’s dreamiest visions of seaside luxury - from famous natural beauties like Grand Anse Beach to secret stretches hidden amongst the palm trees. Soak in the vivid colours, best enjoyed with an iced cocktail and a taste of the locally distilled, spiced rum punch.

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.

Martinique is well known as France’s favoured Caribbean isle but it is the little commune of Trois Ilets where the two cultures really mesh together. La Pagerie is a fascinating museum housing rich colonial artefacts including some of Napoleon’s rather risqué love letters to his future wife. Trois Ilets was once an important French colony and as such played an active role in the slave trade. A trip to the Savane des Esclaves will have you learning of the plight of Neg Marrons – and others like him – slaves who fled the plantations to live alone in the hinterland. Visit the reconstruction of a typical rural shack where Neg and others managed to survive by living off the land and by their wits. Like many Caribbean villages life is centred around the church square. Colourful wooden houses with locally thrown pottery tile rooves flank the typical creole village while the church itself (where Empress Josephine was baptised) takes pride of place. In fact so important is pottery to the local culture that the entire village referred to as “Le village de la poterie” in the 18th century. Unsurprisingly though the islands natural beauty takes a front seat. Many world class beaches are found here including the lovely l’Anse a l’Ane and the peninsula of Pointe du Bout (literally End Point). Think Hobbie-Cats kayaking windsurfing and jet skiing for island exploration – the Genipa Mangrove at the end of the island begs discovery if you like to take to the waterways.

Raise a glass to the immaculate surroundings of Roseau where beautiful beaches - alive with fine bubbles fizzing upwards from the geothermal activity below - wait for you. Dive into extraordinary snorkelling and diving experiences amongst thriving marine life active corals and live volcanoes concealed below the waves. With attractive volcanic sands to relax on and glorious jungled mountains to explore Roseau is an intoxicating welcome to Dominica's Caribbean island appeal. Nowadays Old Market Square is crammed with locals trading huge vegetables colourful fruits and handmade jewellery - but the square has a darker past and was the centre of the island's slave-trade. Head up to the former British fort which offers a panoramic postcard-perfect view from the top of Roseau and the lush green mountains behind. The large botanical gardens offer more magnificent views and you can walk amongst thriving tropical plant life as parrots flutter and add splashes of colour to the greenery. The rainforest around the city conceals rich wildlife and waterfalls spilling into splash pools while plantations give a taste of the island's heritage. You can also discover the second-largest hot spring in the world - Boiling Lake - which brews with angry volcanic activity in the steamy Morne Trois Pitons National Park. The hiking and snorkelling can take its strain - so simmer away any stiffness in a mineral-rich hot pool or by indulging in a rum punch or two.

It’s easy to imagine how these heavenly Caribbean islands earned their name - which translates as Islands of the Saints. Labelled as such by Christopher Columbus when he reached them in 1493 the islands have lost none of their heavenly beauty and appeal since. Promising crystalline tropical beaches and undisturbed shallow seas Les Saintes is a blessed archipelago and a moreish vision of unspoiled Caribbean glory. Forest-coated island cones rise from the turquoise waters and you can lounge on deserted beaches or snorkel among teeming reefs that flourish with life below the warm waters. Jump into a kayak to get out on the sea gliding above the incredible fish life blossoming just below the waves. Somewhat off the beaten track the islands form a necklace of nine in total but only two are occupied. Head out across the bobbing waves to revel in their beauty from the deck of a catamaran or choose your spot on a banana-bend of soft sand like Pain De Sucre Beach. Relax in this impossibly gorgeous setting surrounded by lush vegetation and a spectacular cliff that closely resembles Rio de Janiero’s famous Sugarloaf Mountain - and lends this beach its name. The vast Fort Napoleon was constructed by the French to repel British attacks and is now home to a popular cactus park and gardens - which blooms with a colourful variety of flowers. Look out for the huge iguanas leisurely soaking up the sunshine.

St. Kitts verdant volcanic slopes rise from crystal clear Caribbean waters, promising a land of escape, relaxation and rejuvenation. A place for ‘limin’ - the local word for kicking back, Caribbean style, you’ll be welcomed to an island paradise blessed with swarming reefs, hidden white-sand beaches, and irresistible shallow seas. Bigger sibling to nearby Nevis, St. Kitts is a place of unrestrained natural beauty. Soak up the dreamy Caribbean bliss, or explore sprawling island rainforests, teeming with hummingbirds and the distant sounds of waterfalls, as you walk the island’s vine-tangled paths. A ride on Basseterre’s scenic sugar train is a rumbling, immersive journey through the heart of this Caribbean island of culture and vivid unspoiled scenery. Carriages that once transported crops of sugar cane to the city sweep around long curving bends, revealing a spectacular introduction to St. Kitts. The landscapes here are beautiful, and things are no less spectacular offshore, where glorious crystalline waters invite you to dive with turtles, and explore doomed wrecks like the River Taw ship – which has now exploded with marine life. In Basseterre itself, stop off to see the pea-green Berkeley Memorial clock, which stands in the Circus, surrounded by busy St. Kitts life. Independence Square is also waiting among the city’s charming Georgian buildings. Renamed from Pall Mall on the 19th of September 1983 - to celebrate the island’s independence - the pretty square gravitates around a colourful burbling fountain, and has a dark history, as a former slave market. Wary canons watch out over the waves far below at Brimstone Hill Fortress, a site of significant history, which dates back to 1690. Known as the ‘Gibraltar of the West Indies’ due to its importance at the heart of the British empire, St. Kitts was one of the first island in the West Indies to be colonised. Nowadays, its World Heritage Site fortress offers panoramic views along the coastline it was built to defend.

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.

Glowing turquoise waters lazily bowing palm trees and pristine white sand beaches – it's all waiting for you in Jost Van Dyke's picturesque Caribbean splendour. Slip off your shoes you won't be needing them too much in these parts as you wander soft heavenly sands and paddle out into impossibly clear waters. If this is your first experience of the Caribbean's splendour you may be a little sceptical about the reality of those famed shockingly bright colours that you see in photographs. Splash into water that glows with a bright teal hue and is blotched with occasional swells of deeper royal blue. Snorkellers will adore the explosions of colourful fish beneath the waves. White Bay is a slice of island perfection with a neat hill of trees framing a sandy sweep of shaded beach bars. The wander up to Majohnny Hill is the most exertion needed to explore this four-square-mile island and it's worth it to see the heavenly beaches emerging from tranquil waters below. Even the natural sea formations here encourage you to unwind with waves gurgling and frothing over the rocks to create Bubbly Pool a natural jacuzzi. Jost Van Dyke has a reputation as the off-the-radar island getaway of choice for celebrities like Keith Richards. A lot of that comes down to the calypso charm of its rustic beach bars - especially the legendary Foxy's Bar which is run by island legend Foxy Callwood. Rum-drenched cocktails and icy buckets of beach beers await - sure to get you into the island’s party spirit in no time.

If you associate Puerto Rico's capital with the colonial streets of Old San Juan, then you know only part of the picture. San Juan is a major metropolis, radiating out from the bay on the Atlantic Ocean that was discovered by Juan Ponce de León. More than a third of the island's nearly 4 million citizens proudly call themselves sanjuaneros. The city may be rooted in the past, but it has its eye on the future. Locals go about their business surrounded by colonial architecture and towering modern structures.By 1508 the explorer Juan Ponce de León had established a colony in an area now known as Caparra, southeast of present-day San Juan. He later moved the settlement north to a more hospitable peninsular location. In 1521, after he became the first colonial governor, Ponce de León switched the name of the island—which was then called San Juan Bautista in honor of St. John the Baptist—with that of the settlement of Puerto Rico ("rich port").Defended by the imposing Castillo San Felipe del Morro (El Morro) and Castillo San Cristóbal, Puerto Rico's administrative and population center remained firmly in Spain's hands until 1898, when it came under U.S. control after the Spanish-American War. Centuries of Spanish rule left an indelible imprint on the city, particularly in the walled area now known as Old San Juan. The area is filled with cobblestone streets and brightly painted, colonial-era structures, and its fortifications have been designated a UNESCO World Heritage Site.Old San Juan is a monument to the past, but most of the rest of the city is planted firmly in the 21st century and draws migrants island-wide and from farther afield to jobs in its businesses and industries. The city captivates residents and visitors alike with its vibrant lifestyle as well as its balmy beaches, pulsing nightclubs, globe-spanning restaurants, and world-class museums. Once you set foot in this city, you may never want to leave.