An Extended Journey of Caribbean Castaways & Legacies

Itinerary

1. Day 1 , Miami, United States 2026-10-25 Departure 17:00
   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.
2. Day 2 , Time at Sea 2026-10-26
   With more time to reflect, rejuvenate, and embrace the Ocean State of Mind, days at sea with Explora Journeys invite moments of unhurried exploration. Against a backdrop of endless blue, indulge in a varied programme of wellness, dining and entertainment, enriching the mind and indulging the senses, designed to satisfy even the most curious of minds. These moments at sea offer a rare chance to disconnect from the outside world and reconnect with yourself and your loved ones. With so many onboard experiences, each day at sea is unique and memorable.
3. Day 3 , Time at Sea 2026-10-27
   With more time to reflect, rejuvenate, and embrace the Ocean State of Mind, days at sea with Explora Journeys invite moments of unhurried exploration. Against a backdrop of endless blue, indulge in a varied programme of wellness, dining and entertainment, enriching the mind and indulging the senses, designed to satisfy even the most curious of minds. These moments at sea offer a rare chance to disconnect from the outside world and reconnect with yourself and your loved ones. With so many onboard experiences, each day at sea is unique and memorable.
4. Day 4 , Cruz Bay (Saint John), United States Virgin Islands 2026-10-28 Arrival 08:00 Departure 17:00
   Spidery tendrils of the coast are dotted with quiet coves and hidden harbours in sublime Saint John, the smallest of the US Virgin Islands. Tune in to island time on Trunk Bay, where turquoise waters caress powder-soft sands; this is what Caribbean dreams are made of. The motherly arms of Virgin Islands National Park embrace two-thirds of the isle, an emerald expanse of protected forest etched with mountain valleys, indigenous rock art and the ruins of old sugar plantations, crisscrossed by a web of scenic hiking trails. Kayak into the knotted mangroves around Hurricane Hole or plunge below the waves at Maho Bay, where turtles and rays sluice through crystal-clear waters.
5. Day 5 , St. John's (Antigua), Antigua and Barbuda 2026-10-29 Arrival 09:00 Departure 19:00
   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. John's old town to tour cottages laden with cheerful fretwork. Explore British forts atop Shirley Heights and Goat Hill. Then rest and rejuvenate at one of the snow-white beaches.
6. Day 6 , Terre-de-Haut (Îles des Saintes), Guadeloupe 2026-10-30 Arrival 09:00 Departure 18:00

   In dainty Terre-de-Haute, diminutive sibling of Guadeloupe and queen of the Îles des Saintes, French charm and Caribbean culture are woven together in laid-back towns and sleepy fishing villages. High above, Fort Napoleon and Le Chameau peak are flanked by fragrant forests of fern and frangipani, overlooking picture-perfect landscapes bathed in golden sunlight and sailboats afloat on gin-clear bays.

7. Day 7 , Philipsburg , Sint Marteen 2026-10-31 Arrival 08:00 Departure 18:00

   Princely Philipsburg reigns as the capital of the Dutch side of the dual-nation island of Sint Maarten/ and French Saint Martin. Lounging beside aptly named Great Bay, the seaside city weaves colourful streets lined with Dutch emporiums brimming with chocolates, cheeses and coveted luxuries. Kayak lapis-blue waters, dive amongst a kaleidoscope of reefs or gallop on horseback along shaded plantation trails. Play ‘lady luck’ in winning casinos or a round of golf beside an eternally blue sea. Every moment embraces the idea that a day in Philipsburg is royal.

8. Day 8 , San Juan, Puerto Rico 2026-11-01 Arrival 08:00 Departure 18:00
   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.
9. Day 9 , Road Town (Tortola), British Virgin Islands 2026-11-02 Arrival 09:00 Departure 18:00
   A tropical utopia with soaring peaks for climbing, waves for surfing, wrecks for snorkelling, and cocktails with locally sourced rum. All around Road Town, the capital of the British Virgin Islands, are streets lined with brightly coloured buildings built during the days of colonial Dutch and British rule. Check out Pusser’s Painkiller Bar for a namesake punch before venturing into the humid embrace of the high-canopied forest of Sage Mountain. Beyond are adventures at every turn; zip-line through treetops; dive coral-laden lagoons, explore jungles with 4x4’s, or lounge on countless postcard-perfect beaches. And, since this is the so-called “sailing capital of the Caribbean,” don’t miss catching a catamaran navigating to a scattering of uninhabited islands.
   
10. Day 10 , Basseterre, Saint Kitts and Nevis 2026-11-03 Arrival 09:00 Departure 19:00
    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.
11. Day 11 , Gustavia, Saint Barthélemy 2026-11-04 Arrival 09:00
    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".
12. Day 12 , Gustavia, Saint Barthélemy 2026-11-05 Departure 01:00
    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".
13. Day 12 , Road Bay, Anguilla 2026-11-05 Arrival 09:00 Departure 17:00
    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.
14. Day 13 , Time at Sea 2026-11-06
    With more time to reflect, rejuvenate, and embrace the Ocean State of Mind, days at sea with Explora Journeys invite moments of unhurried exploration. Against a backdrop of endless blue, indulge in a varied programme of wellness, dining and entertainment, enriching the mind and indulging the senses, designed to satisfy even the most curious of minds. These moments at sea offer a rare chance to disconnect from the outside world and reconnect with yourself and your loved ones. With so many onboard experiences, each day at sea is unique and memorable.
15. Day 14 , Time at Sea 2026-11-07
    With more time to reflect, rejuvenate, and embrace the Ocean State of Mind, days at sea with Explora Journeys invite moments of unhurried exploration. Against a backdrop of endless blue, indulge in a varied programme of wellness, dining and entertainment, enriching the mind and indulging the senses, designed to satisfy even the most curious of minds. These moments at sea offer a rare chance to disconnect from the outside world and reconnect with yourself and your loved ones. With so many onboard experiences, each day at sea is unique and memorable.
16. Day 15 , Miami, United States 2026-11-08 Arrival 08:00
    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.