Eastern Caribbean – St Marteen to St Marteen 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

Less

Arrive

0:00

Depart

19:00

Day 2

20th Feb '26

St Johns, Antigua

Less

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

Less

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

Less

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

Less

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

Less

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

Less

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