Go back in time – where cobbled streets clatter with horse drawn carriages, culture and history seeps through this Spanish city’s soul. Enjoy locally produced tapas and admire the form of iconic Andalusian horses. Drift into tasting tours at sherry wineries in Jerez, then step out to twirl the flamenco. Explore Seville’s architectural marvels; baroque churches, palaces, gothic cathedrals, aristocratic mansions and medieval buildings. With no less than three Unesco World Heritage sites to visit, you’ll feel truly inspired by what Cadiz has to offer.

Funchal’s web of ancient streets spills down from lofty heights. Ride the cable car up to the exotic gardens of Monte Palace at its peak, where peacocks prowl high above the Atlantic. Descend at speed in a wicker sleigh piloted by ‘Carreriros’ elegantly dressed in crisp whites and straw boater hats since the mid-1800s. Swirl a glass of amber-coloured Madeira at a café overlooking chequerboard-tiled Praça do Município and prepare to explore lush could forests crisscrossed by hiking trails and black sand beaches below jungle-covered cliffs.

An adrenaline rush awaits. Swim with stingrays. Zip-line through lush forests. Walk across a gorge on a scenic suspension bridge. Sip excellent aged rums. Taste the island with a chef. Or stroll St. St. John’s old town to tour cottages laden with cheerful fretwork. Explore British forts atop Shirley Heights and Goat Hill. Then rest and rejuvenate with VIP reservations at one of Anguilla’s snow-white beaches and enjoy a cozy lounger and rum drinks.

Restore in blissfully quiet yet sophisticated laid-back island life. Roam amongst wildlife, learn fascinating insights into Anguilla’s quirky history and gently wander to the limestone cavern of Katouche cave. Embark on a guided quad bike tour for a glimpse of island life and sail over electric blue seas to reach remote paradise at private Little Bay, where jagged cliffs flank pristine sands. Casually kayak or paddle board through warm breezes and calm waters to secluded coves and indulge in refreshing cocktails with butter-soaked grilled lobster at enticing beach bars, with toes submerged in the softest, whitest and finest sand.

Explore the oldest US city for a dose of Caribbean history, slice of Spanish culture and twist of American dream. Roam historic Old San Juan alleyways to glimpse centuries-old forts and colourful colonial buildings. Learn how to move, as locals sashay out the salsa to rhythmic reggae beats. Shop the boho streets or glamorous boutiques for artisan goods, decadent designers and hand-rolled cigars. Experience world-class surfing, explore a tropical rainforest, attend a private rum cocktail tasting and polish off empanadas. Then retire to one of the beautiful beaches to soak up crystal clear waters and, perhaps, one last rum cocktail.

Welcome to Miami and the sweep of South Beach – backdrop to every iconic Miami movie, and forefront of Latin American culture. Stroll through pastel-hued geometric buildings in the art deco district, to graffiti mural masterpieces at Wynwood Walls. Watch Latino life unfold in Little Havana – the heartbeat of this great city – where walk-up windows sell café cortadito, sweet sugarcane juice, hatuey beer and guava ice-cream. Watch passionate locals discuss politics, play dominoes and smoke cigars. Shimmy at a salsa class, shop designer boutiques and race marlin and sharks by speedboat. Then slow your pace to uncover rare and endangered species at the Everglades National Park outdoor oasis. You’ll find the Miami dream is real – and it’s not just Cuban heels that will give you a spring in your step.