St Marteen to Bridgetown Silver Shadow 2026-02-19

Day 1

19th Feb '26

Phillipsburg

Offering an island bounty of electric-blue Caribbean Sea waters, sensational scuba diving, and elevated viewpoints, Philipsburg revels in Caribbean beauty. St. Maarten is an unusual island of dual personality – partitioned into French and Dutch sides. Discovered by Christopher Columbus on his second journey to the Americas in 1493. A truce was eventually brokered in 1648, sharing the island between the French and Dutch – an arrangement that endures today. View less A Caribbean mirage of soft sand beaches and perfect snorkelling and scuba diving opportunities – arrive on the south of this beautiful island at the Dutch side’s capital, Philipsburg. Squeezed between the bay and the Great Salt Pond, the town offers waterfront strolls in the gentle breeze, duty-free bargains, and plenty of room to sit and drink in the dazzling sea views. Clear, turquoise waters hold underwater worlds of colourful corals and fish, while glorious beaches of typical Caribbean beauty invite you to sprawl out beside the tempting shallow waters. Look out to see occasional jet skis skirting the waters, as you recline on sand flanked by lush vegetation on both sides. Tear into the fresh local produce and taste the island’s sensational seafood – from lobster to red snapper and conch cocktails. Don’t miss the opportunity to try out the island’s favourite tipple, either – guavaberry rum. Beautiful green peaks offer stunning hikes, amid the rich tangle of jungle scenery. Maho Beach may also be on the radar – the tranquillity of this small beach is regularly interrupted by the deafening roar of jet engines, as Princess Juliana International Airport’s runway comes perilously close to the sands. Huge planes skim just above the beach before touching down, and the blasts of departing jet engines blow violent gales out towards the waters. More

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Arrive

0:00

Depart

19:00

Day 2

20th Feb '26

St Johns, Antigua

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Arrive

8:00

Depart

18:00

Day 3

21st Feb '26

St Thomas, US Virgin Islands

The steep, spectacular hills that surround St Thomas’s exquisite harbour provide a fitting entry point for this island of overwhelming natural splendour. The jungled-mountains reach up above tempting beaches and scuba diving sites, while Charlotte Amalie – the island’s capital – sprawls down towards the water, bedecked with shops and tasty restaurants. Part of the beautiful U.S. Virgin Islands – together with St John and St Croix – these lands were purchased by the US in 1917. View less Nowadays, St Thomas is a patchwork of cultures, and a lively welcome to the islands, serving as a gracious host to the many visitors who linger – as well as those who jump on ferries, yachts and catamarans to explore the blessed beaches of the Caribbean’s other retreats. A stunning island of dramatic jungled-scenery, keep your camera close to hand as you swing up the Skyride to Paradise Point, to look down over the natural amphitheatre of the dock and city below. Snap some more postcard-perfect shots at Drake’s Seat – said to be Sir Francis Drake’s lookout point, where he could survey for approaching enemy ships. Nowadays, the views over Magens Bay and the infinite sea are always peaceful, and this is a great spot to catch a fiery Caribbean sunset spilling across the sky. Take catamaran cruises to explore the shining coastline, or seek out the glorious coves and caves that are hidden along the island’s perimeter. Land on the secluded shores of tiny islands, before scuba diving and snorkelling above the twisted boughs of lost ships, reclaimed by the waters and inhabited by curious tropical fish life. Kayak over still lagoon waters, or take the chance to lay back on soft beaches strewn with tiny shells, as St Thomas’s beauty washes over you. More

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Arrive

8:00

Depart

18:00

Day 4

22nd Feb '26

Little Bay, Montserrat, Bwi

As one of the Caribbean’s most dramatic islands, Montserrat has always done thing a little differently. While the rest of its neighbours were busy promoting tourism in its masses, Montserrat was content to sit back and stay in the (metaphorical) shadow. The island remains relatively undeveloped for the archipelago, with off the beaten path beaches, hidden creeks and so much natural beauty that we fully expect this little island to soon become the next go-to eco-tourism destination. View less Much of Montserrat’s discretion is because it is governed by seismic activity and has endured more volcanic eruptions than any other Caribbean island. These have earned it the nickname the “Pompeii of the Caribbean”, understandably so, as much of the main city was covered in ash after the 1995 eruption. The cause of this is the mighty Soufriere Hills volcano, dormant since 2010 yet still spewing sulphur and smoke. However, it is not all doom and gloom and Monserrat’s other nickname is “the emerald isle”, is not only because of its lush verdant forests lined with lime trees and palms, but because its coasts bear a certain similarity to Ireland. And yes, Guinness is available! Montserratians are optimistic and fun loving and Little Bay locals are the perfect example. Set at the very tip of the island, the town is intended as the new capital, and is being enhanced with the modernity once would expect of such an honour. Little Bay beach is without doubt one of the most beautiful in Caribbean, and is a tonic for the soul. More

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Arrive

8:00

Depart

17:00

Day 5

23rd Feb '26

Castries, St Lucia

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. More

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Arrive

8:00

Depart

19:00

Day 6

24th Feb '26

Mayreau Island, Saint Vincent and the Grenadines

Sip a tangy rum cocktail and leave your phone behind, as you sink into unbridled, undeveloped Caribbean bliss. An island gem of the Grenadines, Mayreau is the smallest island to house permanent residents, and a tiny gathering of just 200 are lucky enough to call it home. With limited infrastructure, and less than two square miles to explore, this is a place to enjoy the simple beauty of the here and now, as waves gently splash and the sun bronzes your skin. View less Dive spots invite you below the surface to a world of coral and tropical fish. Or you can stay put on Mayreau, to sprawl out across beautiful beaches like Saline Bay’s – perhaps the island’s most enticing wedge of sand and tranquil blue waters. If that sounds too indulgent, earn your beachside bliss with a short hike up the small, densely-forested hill. You’ll be rewarded with a great lookout across the other emerald islands, emerging from the azure seas. Jump aboard and hold on tight as your speedboat rips across the waves, or take a leisurely sailing tour of the surrounding islands of paradise. The glorious Tobago Cays are close by, and these uninhabited lands sparkle with a world of colour and sensory indulgence, immersing you in vistas lifted straight from the pages of a travel guide. Swim, snorkel, and let it all go. More

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Arrive

8:00

Depart

17:30

Day 7

25th Feb '26

Les Saintes, Guadeloupe

This small group of islands lies opposite the western part of Guadeloupe. They were discovered in November 1493 by Columbus, who named them Los Santos. French settlers established themselves in 1648 and changed the name to Iles des Saintes, commonly known as Les Saintes. Since then the islands have been closely connected with Guadeloupe. More

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Arrive

8:00

Depart

18:00

Day 8

26th Feb '26

Phillipsburg

Offering an island bounty of electric-blue Caribbean Sea waters, sensational scuba diving, and elevated viewpoints, Philipsburg revels in Caribbean beauty. St. Maarten is an unusual island of dual personality – partitioned into French and Dutch sides. Discovered by Christopher Columbus on his second journey to the Americas in 1493. A truce was eventually brokered in 1648, sharing the island between the French and Dutch – an arrangement that endures today. View less A Caribbean mirage of soft sand beaches and perfect snorkelling and scuba diving opportunities – arrive on the south of this beautiful island at the Dutch side’s capital, Philipsburg. Squeezed between the bay and the Great Salt Pond, the town offers waterfront strolls in the gentle breeze, duty-free bargains, and plenty of room to sit and drink in the dazzling sea views. Clear, turquoise waters hold underwater worlds of colourful corals and fish, while glorious beaches of typical Caribbean beauty invite you to sprawl out beside the tempting shallow waters. Look out to see occasional jet skis skirting the waters, as you recline on sand flanked by lush vegetation on both sides. Tear into the fresh local produce and taste the island’s sensational seafood – from lobster to red snapper and conch cocktails. Don’t miss the opportunity to try out the island’s favourite tipple, either – guavaberry rum. Beautiful green peaks offer stunning hikes, amid the rich tangle of jungle scenery. Maho Beach may also be on the radar – the tranquillity of this small beach is regularly interrupted by the deafening roar of jet engines, as Princess Juliana International Airport’s runway comes perilously close to the sands. Huge planes skim just above the beach before touching down, and the blasts of departing jet engines blow violent gales out towards the waters. More

Less

Arrive

7:00

Depart

19:00

Day 9

27th Feb '26

St. John, Cruz Bay, U.S. Virgin Islands

Like so many of the islands in the Caribbean, 2017’s double whammy of hurricanes Irma and Maria devastated much of St. John. However, as relief funds get funnelled into rebuilding, normality is gradually being restored, and St. John version 2.0 is emerging – bolder, brighter and better. St. John’s small size might just give it the edge over other desert islands. View less The US purchased the tiny landmass (at just nine miles long, the island is the smallest of the three American Virgin Islands) from the West India and Guinea Company in 1917 and it remains under US govern to this day. Historically speaking however St. John is Danish, who colonised it for almost 250 years before its sale to America. The Virgin Island Nation park covers almost two-thirds the island, meaning visually St. John is stunning, and will remain that way for generations to come. This ‘gift’ to the world comes thanks to Laurence Rockefeller who in 1956 gave the 5,000 acres of lush forest to the people of the island, with the caveat that it become a national park. Thus, velvety green hills slope into picture perfect white sand beaches, which are ringed by turquoise seas. One very definite winner of the tourism hiatus since 2017 has been the marine wildlife. Underwater life was barely affected by the storms and the subsequent lack of tourism has allowed the eco-systems to propagate. The island’s abundant coral reefs were not overly affected by the storms and today the waters are teeming with sea turtles, reef sharks and sting rays. More

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Arrive

8:00

Depart

18:00

Day 10

28th Feb '26

Gustavia

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. View less 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. More

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Arrive

8:00

Depart

18:00

Day 11

1st Mar '26

Roseau, Domimica

To fully appreciate the island’s unspoiled beauty, a trip into the interior is a must. A good part of Dominica’s mountainous terrain is covered with dense evergreen rain forest, where rare plants and animals are still found that have long been extinct on neighboring islands. The Smithsonian Institute called the island a giant plant laboratory, unchanged for 10,000 years. Numerous hot springs bear witness to continuing volcanic activity. Dominica is truly a place to discover nature in all her splendor. But it is not an island for those looking for white sand beaches. Around the mouth of rivers and in sheltered bays, the beaches are pebbly and of dark color. More

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Arrive

9:00

Depart

18:00

Day 12

2nd Mar '26

St Georges, Grenada

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Arrive

9:00

Depart

19:00

Day 13

3rd Mar '26

Trois Ilets

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. Found directly opposite the busy capital Fort de France, Trois Ilets retains its historic culture – much of it due to Marie Josèphe Rose Tascher de la Pagerie, aka Empress Josephine of France aka Mrs Napoleon Bonaparte. In fact, so proud are the Martiniquais of their famous daughter that they have sanctified her childhood sugar plantation home. View less 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). This latter place is where you’ll find most of the seaside fun. 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. If your idea of heaven involves the more simple pleasures of reading and strolling under the shade of the palms, then look no further. More

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Arrive

8:00

Depart

23:00

Day 14

4th Mar '26

Kingstown

Kingstown is the capital of Saint Vincent and the Grenadines. The port city is known for its Botanical Gardens, founded in 1765 and home to tropical plants and aviaries. More

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Arrive

8:00

Depart

19:00

Day 15

5th Mar '26

Barbados

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. More

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