Bridgetown To Bridgetown Cruise

Day 1 - Barbados

Arrive: Mon 22 December 2025 / Depart: Mon 22 December 2025 at 18:00

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.

Day 2 - Castries, St. Lucia

Arrive: Tue 23 December 2025 at 09:00 / Depart: Tue 23 December 2025 at 18:00

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.

Day 3 - St Georges, Grenada

Arrive: Wed 24 December 2025 at 08:00 / Depart: Wed 24 December 2025 at 18:00

Day 4 - At Sea

Day 5 - Philipsburg, St Maarten

Arrive: Fri 26 December 2025 at 06:30 / Depart: Fri 26 December 2025 at 18:00

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.

Day 6 - St. Thomas (US Virgin Islands)

Arrive: Sat 27 December 2025 at 08:00 / Depart: Sat 27 December 2025 at 18:00

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.

Day 7 - Basseterre

Arrive: Sun 28 December 2025 at 08:00 / Depart: Sun 28 December 2025 at 18:00

Columbus discovered St. Kitts (short for St. Christopher) and Nevis on his second voyage in 1493. Arawak and Carib Indians who had moved up through the islands from South America already inhabited both islands. While European immigrants massacred many of them, the Caribs continued to stage fierce battles, which became legendary. In 1632, the West Indies' first British settlement was established on the island, which soon developed into an important colony thanks to its sugar industry. France and England shared St. Kitts for some time, but the partition ended with the Peace of Utrecht in 1713. After being declared a British colony in 1783, St. Kitts and Nevis, along with Anguilla and the British Virgin Islands, were administered as a single colony until 1871 when the Leeward Islands Federation was formed. This continued up to 1957 when St. Kitts and Nevis were granted self-government, with Britain remaining responsible for external affairs and defense. Both islands became an independent state within the Commonwealth in 1983. Basseterre, St. Kitts' capital, still shows signs of colonial architecture. However, its setting against the emerald green hills ensures a distinct Caribbean ambiance. Many travelers agree that Basseterre is one of the prettiest of the Caribbean's small capitals.

Day 8 - St John, U.S.Virgin Islands

Arrive: Mon 29 December 2025 / Depart: Mon 29 December 2025 at 18:00

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.

Day 9 - Roseau

Arrive: Tue 30 December 2025 at 08:00 / Depart: Tue 30 December 2025 at 18:00

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.

Day 10 - Bequia

Arrive: Wed 31 December 2025 / Depart: Wed 31 December 2025 at 18:00

An almost mythical utopia of virgin beaches, rustic rum shacks and bays so scenic you feel like you’re intruding - Bequia Island is an island mirage of Caribbean perfection. This is the real, unspoiled experience - and with just 6,000 locals living here, you quickly start to recognise the same smiling faces, welcoming you with outstretched arms. Offering glorious - often deserted - beaches of pure golden sand, and hillside sweeps of forest and almond trees, Bequia Island is an extraordinary feast for the senses. Unlike some of the flashier Caribbean islands, Bequia - a part of the Grenadines - is a rustic, unassuming and off-the-beaten-path choice. The staggeringly picturesque natural harbour, Admiralty Bay, greets you on arrival, and is peppered with day-tripping yachts bobbing on the gentle waves. The island’s tiny capital, Port Elizabeth, sits behind, with its bustling fruit and vegetable market, turtle sanctuary, and stalls selling hand-crafted model ships. This tiny, pretty island is ridged along the centre, and you can earn your beachside bliss with a gentle hike to the top of Mount Peggy, looking out over views of Grenada and St Vincent. At just seven miles long, you can discover the whole island in a few hours – but that would be to miss the point somewhat. Bequia Island coaxes you in to slow the pace and soothe your soul on blissful beaches, where you can revel in the uncomplicated joys of sitting, reading and swimming in heavenly shallow waters. The royally approved Princess Margaret Beach is one of the finest - an arching band of soft sand and cobalt-blue waters. As evening sets in, you may find you’re beckoned to share with communal barbecues of the day’s fresh catch with the locals, or to indulge in rum-heavy cocktails at beachside bars, lashed together from sea-blanched wooden limbs.

Day 11 - At Sea

Day 12 - Bonaire

Arrive: Fri 02 January 2026 / Depart: Fri 02 January 2026 at 18:00

Bonaire's small, tidy capital city (population 3,000) is five minutes from the airport. The main drag, J.A. Abraham Boulevard, turns into Kaya Grandi in the center of town. Along it are most of the island's major stores, boutiques, and restaurants. Across Kaya Grandi, opposite the Littman’s jewelry store, is Kaya L.D. Gerharts, with several small supermarkets, a handful of snack shops, and some of the better restaurants. Walk down the narrow waterfront avenue called Kaya C.E.B. Hellmund, which leads straight to the North and South piers. View less In the center of town, the Harbourside Mall has chic boutiques. Along this route is Ft. Oranje, with its cannons. From December through April, cruise ships dock in the harbor once or twice a week. The diminutive ocher-and-white structure that looks like a tiny Greek temple is the produce market, where one can find plenty of fresh produce brought over from Venezuela. Pick up the brochure Walking and Shopping in Kralendijk from the tourist office to get a map and complete list of all the monuments and sights in the town.

Day 13 - Willemstad, Curacao

Arrive: Sat 03 January 2026 / Depart: Sat 03 January 2026

Bright and brilliant colours coat the waterfront buildings of Willemstad, gleaming attractively below the generous Caribbean sun. The capital of the Carribean island Curacao, Willemstad is famous for its technicolour UNESCO World Heritage Site city centre, and a narrow channel connects the sea with the Schottegat harbour, which expands inland like a blooming flower. Settled by the Dutch in the 1630s, they brought colourful architecture, lavish red-roofed mansions, and gorgeous European-style waterfront buildings to this beautiful Caribbean island. View less Watching over the entrance to this luxurious port is Rif Fort - a 19th-century fortress, which looms above the Sint Anna Bay channel. From here, wind your way to the Queen Emma Bridge - a pontoon bridge known as the Swinging Old Lady, which was built in 1888 to connect Otrobanda and Punda. Enjoy the wonderful views of Willemstad's lavish, pastel-coloured Punda waterfront set before you. Visit the small boats that pull up side by side to sell juicy fruits and vegetables, in a floating market on the waters below. At sunset, the gingerbread stretch bathes in lights, glowing evocatively as the last of the evening's light ebbs away. Wander Willemstad to discover the lemon-shaded Mikve Israel-Emanuel Synagogue, said to be the oldest synagogue in the Americas, see the historic liqueur distillery or head for Queen Wilhelmina Park - where the letters 'DUSHI' are spelt out in a standing sign. You'll hear this word a lot - the island's favourite way of describing the little things that make life worth living. The beaches of Curacao are certainly 'dushi', with tempting sandy curves on practically every corner. Snorkel in the turquoise waves, among dashing fish life and sleek sea turtles.

Day 14 - At Sea

Day 15 - Barbados

Arrive: Mon 05 January 2026 at 06:30 / Depart: Mon 05 January 2026

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.