San Juan → Panama City (Amador) (19 nights)

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.

Mingle amongst other discerning guests on this French isle that exudes relaxed glamour. Wander along secluded beaches, harbourside Creole huts, drop into bohemian bars and snorkel gently through warm turquoise waters. Visit La Tourmente, the peaceful salt ponds and admire uninterrupted views on a local boat trip. And as you sip your second (or third) glass of champagne to the lull of the gentle waves, it might be time to learn the French for "paradise found".

Mingle amongst other discerning guests on this French isle that exudes relaxed glamour. Wander along secluded beaches, harbourside Creole huts, drop into bohemian bars and snorkel gently through warm turquoise waters. Visit La Tourmente, the peaceful salt ponds and admire uninterrupted views on a local boat trip. And as you sip your second (or third) glass of champagne to the lull of the gentle waves, it might be time to learn the French for "paradise found".

Diminutive in stature but big on ambition, Little Bay is a testament to the resilience of Montserrat, where the 1997 eruption of Soufrière Hills Volcano turned fairy-tale capital Plymouth to ash. Today, a new city rises amid the emerald folds and transcendent beaches of the northern coast, where coral gardens bloom in Caribbean currents and humpback whales weave between the waves. Jungle hikes and kayaking adventures are rewarded with sublime sunsets in tropical beach bars that pay homage to the island’s musical legacy. Venture to the ruins of Plymouth and stand humbled before skeletal buildings submerged in a torrent of volcanic debris, then discover the forces of nature at the Montserrat Volcano Observatory for up-close views of the monstrous crater.

Formed by volcanoes, St Kitts fertile soil is so rich it turns monkeys green. Trek through miles of rainforest amongst colourful wildlife to conquer the highest peak of Mount Liamuiga so you can peer into the mile-wide crater, or bravely descend to sniff the sulphur. Experience a train ride, sailing trip, cooking class, sky safari zip-line, or creative batik fabric workshops. Visit sugarcane plantations, the Narrows between St Kitts and Nevis and the UNESCO Brimstone Hill Fortress for spectacular views of neighbouring islands. You’ll find this special island small in size yet tall in standing, as well as big on charm.

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.

Reggae rhythms and Caribbean spices drift through the air in laid-back Ocho Rios, where time is measured in rosy dawns and tangerine sunsets. Browse below the palms on forest-fringed beaches or climb up into the mountainous interior, where old plantations offer a glimpse into the island’s colonial past. Find positive vibrations in the village of Nine Mile, where Nesta ‘Bob’ Marley strummed his first guitar and now rests in a marble Mausoleum. The cooling mists and forest pools of Dunn’s River Falls carry the imagination to lofty heights, while the Green Grotto Caves plunge into a subterranean world of labyrinthine caverns and honeycomb stalactites, historical hideout for indigenous Arawak and stealthy smugglers.

Embrace a slice of Europe immersed in Caribbean heat. Wander through Scharlooweg’s pastel colonial architecture, delightful museums and a thriving art scene. Roam glorious beaches with hidden caves, snorkel with turtles and dive through spectacular reefs. Learn how to cook Creole cuisine, walk the town’s sun-kissed waterways, explore the prickly Hato Plains and then re-hydrate in ripe aloe plantations. As the heat of the day subsides, drop into trendy eclectic lounges, where friendly locals welcome and the legendary blue curacao cocktail awaits.

Walk into a techo-colour dream of sorbet-hued buildings in Oranjestad, where a Papiamento Indian past mingles with the trendy Dutch present. Slide into a submarine and descend along coral-crusted walls to see the magnificence of the ocean depths. Marvel at a landscape rugged and wild with wind-bent Divi Divi trees, kilometres of powder-white beaches and sandy deserts where cacti thrive under a luminescent sun. And don’t miss the Natural Bridge, formed by waves crashing on coral rock. Aruba is an island blessed.

The sign says you can have it all in Santa Marta. Blending a thriving Caribbean trade with bountiful countryside, history and culture, Colombia really does offer a great deal. Drift into the depths of the Colombian countryside where organic coffee farms and Minca, the bohemian mountainous haven sit beneath the Sierra Nevada peaks. Roam around town for museums, Bolivar’s Park, colourful markets and partake in a Colombian cooking class. Speed into lagoons to visit a village built on stilts, and roam further afield to Bogota. Unfurl true paradise at the Lost City, Tayrona National Park and Caoba tropical bio-reserve.Colombia’s raw regional beauty will leave you longing for more.

Sparkle in this jewel of the Caribbean; the cultured and very colourful Cartagena. Saunter or ride by Segway through a maze of cobbled streets for historic architecture, bougainvillea-dripping plazas, old churches and chic eateries where you’ll discover a blend of Caribbean cool and Colombian sophistication. Learn new cooking techniques with a personal chef, birdwatch at the National Aviary, visit botanical gardens, take a cycle tour or head to Turbaco. Roam offshore to Islas Del Rosario for magnificent beaches and snorkelling through colourful coral reefs. And as the sun sets over the ancient city walls, prepare for an intoxicating nightlife scene - in no time you’ll be sipping moreish mojitos, nodding to reggaeton and - once really in the spirit - gyrating to the salsa.

Sparkle in this jewel of the Caribbean; the cultured and very colourful Cartagena. Saunter or ride by Segway through a maze of cobbled streets for historic architecture, bougainvillea-dripping plazas, old churches and chic eateries where you’ll discover a blend of Caribbean cool and Colombian sophistication. Learn new cooking techniques with a personal chef, birdwatch at the National Aviary, visit botanical gardens, take a cycle tour or head to Turbaco. Roam offshore to Islas Del Rosario for magnificent beaches and snorkelling through colourful coral reefs. And as the sun sets over the ancient city walls, prepare for an intoxicating nightlife scene - in no time you’ll be sipping moreish mojitos, nodding to reggaeton and - once really in the spirit - gyrating to the salsa.

A wonder of the modern world and an adventurer’s dream, the crossing of the Panama Canal is both a profound and poignant maritime experience. Carved through the narrowest point of the Western Hemisphere landmass — with the Gatun Locks on one end and the Miraflores Locks on the other — your ship is gently raised and lowered through huge locks then sails through pristine jungle-clad narrows and wildlife-filled lakes. A contrast of marvels, crossing from sea to shining sea.