A Journey Savy New Years Celebrations and Caribbean Conviviality

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.

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.

Key West might end at Florida’s most southern point, but here is the start of real laid-back life. Nearer Cuba than Miami, this last in line of small coral reefed islands is famed for history, culture, fishing, cuisine, and candy-coloured homes. Surf, snorkel, shop by appointment and attend a private seafood tasting. Hop aboard the Old Town Trolley tour, visit Hemingway’s quirky former house, study over 50 different butterflies at the Butterfly & Nature Conservatory and watch leggy flamingos strut their stuff. Key West is not just a deep tan Floridan beach town, it’s a way of life, with the only rule being to come as you please.

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.