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Pirate Bays & Jet Set Harbours Await – Caribbean Sailing Cruise

Pirate Bays & Jet Set Harbours Await – Caribbean Sailing Cruise

From EUR €8,551

Description

Discover the very best of the Lesser Antilles on this immersive 14-night Caribbean sailing voyage aboard SEA CLOUD SPIRIT. Following the warm trade winds from Antigua to Barbados, this journey blends glamorous island harbours, secluded anchorages, and spectacular natural landscapes. Experience the elegance of St. Barths during its renowned regatta season, explore the yacht-filled bays of the British Virgin Islands, and unwind on idyllic beaches before continuing south to the volcanic peaks, rainforests, and colourful cultures of Dominica, Martinique, Grenada, St. Lucia, and the Tobago Cays. With days spent under sail, hidden coves reached by Zodiac, and a perfect balance of relaxation, adventure, and Caribbean charm, this voyage showcases the region at its most captivating.

Trip Name
Pirate Bays & Jet Set Harbours Await - Caribbean Sailing Cruise
Days
15
Overview
Vessel Type: Three-mast full-rigged ship Length: 138 meters Passenger Capacity: 136 Built: 2021 SEA CLOUD SPIRIT is a modern three-mast, full-rigged windjammer launched in 2021, combining traditional sailing heritage with contemporary shipbuilding and engineering. With an overall length of 138 metres and carrying up to 4,100 m² of sail across 28 sails, she is one of the largest and most advanced sailing cruise ships in the world. Built under the Maltese flag, the vessel accommodates a maximum of 136 passengers supported by a crew of approximately 85, preserving an intimate onboard atmosphere while delivering authentic tall-ship sailing. In addition to her classic rigging, SEA CLOUD SPIRIT is equipped with efficient diesel-electric propulsion, ensuring modern operational reliability alongside genuine sail-powered navigation. Onboard, the ship offers 69 outside cabins and suites, many with private balconies, all fitted with high-end amenities and refined finishes. Public spaces include a panoramic restaurant, lido bar and bistro, elegant lounge with a Steinway grand piano, library, sun deck, and boutique. A full wellness and spa area, fitness centre with ocean views, swim platform, water sports equipment, and Zodiac boats support both relaxation and active exploration. Designed as a true sailing vessel rather than a conventional cruise ship, SEA CLOUD SPIRIT sets a benchmark for combining windjammer tradition, spacious design, and 21st-century comfort at sea.

Itinerary



Day 1 - Day 1 St. John’s, Antigua
Departure 7:00 pmSt John’s is the capital of this small island in the Antilles, a former British colony. From Shirley Heights in the south you have a fantastic view over the English harbor and Nelson's Dockyard, an old restored shipyard named after the Admiral. Visit Betty's Hope, a restored sugar mill where "white gold" would have been processed during the island's bitter past. Now sweet black pineapples grow in the gentle rolling landscape around Boggy Peak. The coast is lined with bays and lagoons, dazzling white palm-filled beaches – one for every day of the year – and an almost unbroken coral reef.
Day 2 - Day 2 Terre-de-Haut, Îles des Saintes
Arrival 1:00 pm, Departure 7:00 pmÎles des Saintes is a small archipelago that was disputed for a long time until it finally became French in 1816. In the charming main town of Terre-de-Haut, take a delightful stroll along the waterside promenade. Boutiques, cafés, bars and restaurants invite you to browse and spend some time here. The savoir vivre takes place against a backdrop lit up in all the pastel shades of the Caribbean. Fort Napoleon is set high above the bay and your climb up to it is rewarded by a spectacular panoramic view. On the other side of the island, the Plage de Pompierre invites you to enjoy a dip in the sea and sunbathe on the beach.
Day 3 - Day 3 Gustavia, St. Barthélemy
Arrival 5:00 pmSt. Barthélemy, affectionately known as St. Barths by most, already had many "owners" before the Lesser Antilles were acquired by France in 1877. When the first estate was acquired by the banker David Rockefeller in 1957, the island's future was finally sealed. It became a refuge for the international jet set and an elegant holiday paradise for many Hollywood stars. For over 40 years, St. Barths has cultivated a luxurious lifestyle with a Caribbean laissez-faire approach. You can stroll through the charming main town of Gustavia, whose beautifully restored houses and colonial facades look out over the sea with its elegant superyachts, browse in the shops for precious items, or enjoy a sundowner in the picturesque harbor surrounded by clusters of high class bars and restaurants.
Day 4 - Day 4 Gustavia, St. Barthélemy
Departure 9:00 pmSt. Barthélemy, affectionately known as St. Barths by most, already had many "owners" before the Lesser Antilles were acquired by France in 1877. When the first estate was acquired by the banker David Rockefeller in 1957, the island's future was finally sealed. It became a refuge for the international jet set and an elegant holiday paradise for many Hollywood stars. For over 40 years, St. Barths has cultivated a luxurious lifestyle with a Caribbean laissez-faire approach. You can stroll through the charming main town of Gustavia, whose beautifully restored houses and colonial facades look out over the sea with its elegant superyachts, browse in the shops for precious items, or enjoy a sundowner in the picturesque harbor surrounded by clusters of high class bars and restaurants.
Day 5 - Day 5 North Sound, Virgin Gorda
Arrival 1:00 pmExplorers once used to cross swords in the Sir Francis Drake Channel. Nowadays the sea around the British Virgin Islands is one of the world's best sailing areas. Heavenly bays, gorgeous beaches, idyllic anchoring spots, smart yacht clubs and charming little beach bars make the island a popular haunt for sailors. On Virgin Gorda, once called "The Fat Virgin" by Columbus due to its shape, you can find "The Baths", one of nature's most beautiful oddities, in the National Park. Ground to a sphere and polished to a shine, the huge granite formations on the beach and in the water create a multi-branched labyrinth of giant boulders.
Day 6 - Day 6 North Sound, Virgin Gorda & Norman Island, British Virgin Islands & Great Harbour, Jost van Dyke
Departure 6:30 pmExplorers once used to cross swords in the Sir Francis Drake Channel. Nowadays the sea around the British Virgin Islands is one of the world's best sailing areas. Heavenly bays, gorgeous beaches, idyllic anchoring spots, smart yacht clubs and charming little beach bars make the island a popular haunt for sailors. On Virgin Gorda, once called "The Fat Virgin" by Columbus due to its shape, you can find "The Baths", one of nature's most beautiful oddities, in the National Park. Ground to a sphere and polished to a shine, the huge granite formations on the beach and in the water create a multi-branched labyrinth of giant boulders.Arrival 10:00 am, Departure 05:00 pmIt almost seems as if no other career choice than pirate was possible in the 17th and 18th centuries in the British Virgin Islands. Jost van Dyke, Blackbeard, Francis Drake – they all went on the prowl in the Dream Territory during the golden age of privateering. Norman Island was named after the pirate captain Norman, who allegedly hid his treasures here, and inspired Robert Louis Stevenson to write his adventure novel “Treasure Island”. If you dig a little in the fine sand on the uninhabited private island today, you probably won’t discover any gold coins, but you will discover an equally valuable treasure: deep, Caribbean relaxation.Arrival 07:00 pm, Departure 11:00 pmThe Sir Francis Drake Channel, where swords were once crossed, is now one of the most beautiful sailing spots. Jost van Dyke, the smallest of the main islands in the British Virgin Islands, is a mountainous volcanic object of beauty with fewer than 300 inhabitants. One of them, Foxy, has been mixing his cocktails since 1968 and the bar of the same name enjoys a legendary reputation as perhaps the most famous beach bar in the Lesser Antilles. The island's past is less reputable – it was named by a Dutch pirate. The island gives its most beautiful treasures to all who visit – fine sand, green palm trees, colorful beach bars and the luminous blue of the sea.
Day 7 - Day 7 Day under full sails
Climbing the rigging, untying ropes, setting sails – today is all about sailing. Time to lean back and relax in the deck chair and watch the passionate crew hoisting the sails by hand.
Day 8 - Day 8 St. John’s, Antigua
Arrival 8:00 amSt John’s is the capital of this small island in the Antilles, a former British colony. From Shirley Heights in the south you have a fantastic view over the English harbor and Nelson's Dockyard, an old restored shipyard named after the Admiral. Visit Betty's Hope, a restored sugar mill where "white gold" would have been processed during the island's bitter past. Now sweet black pineapples grow in the gentle rolling landscape around Boggy Peak. The coast is lined with bays and lagoons, dazzling white palm-filled beaches – one for every day of the year – and an almost unbroken coral reef.
Day 9 - Day 8 Cabrits, Dominica
Arrival 1:00 pm, Departure 7:00 pmDominica, nicknamed the Nature Isle of the Caribbean, is one of the most untouched of the Windward Islands. It boasts some of the highest mountains in the Lesser Antilles, as well as many beautiful national parks. Its interior is characterized by thick forest, where rivers plunge into the depths and tiny streams wind through the jungle. Two extinct volcanoes are at the center of the Cabrits National Park and, recaptured by nature, the former strategically important Fort Stanley appears like a picturesque backdrop in the heart of the lush woodlands.
Day 10 - Day 10 Saint-Pierre, Martinique
Arrival 8:00 am, Departure 6:00 pmThe 'Paris of the Islands,' the 'Pearl of the Antilles,' or the 'Venice of the Tropics' – Saint-Pierre in the northwest of the French dream island Martinique has always inspired romantic comparisons. Founded in 1635, the city at the foot of the volcanic mountain Pelée flourished due to sugar and slave trade, becoming the economic and cultural center of the island. Prosperity continued until 1902 when Pelée erupted, destroying Saint-Pierre and burying 30,000 people under lava, embers, and ash. Today, the coastal town is officially classified as a 'City of Art and History': In addition to the ruins of the theater and the old church, the intricate buildings of the Chamber of Commerce and the cathedral are worth a visit.
Day 11 - Day 11 Day under full sails
Climbing the rigging, untying ropes, setting sails – today is all about sailing. Time to lean back and relax in the deck chair and watch the passionate crew hoisting the sails by hand.
Day 12 - Day 12 St. George’s, Grenada
Arrival 8:00 am, Departure 1:30 pmBeautiful beaches, aromatic spice plantations, dense rainforests, waterfalls, and a volcano that has long been extinct define this stunning island. For many people, Grenada is the incarnation of a tropical paradise and St. George's the most beautiful little port in the Grenadines. All around the horseshoe-shaped bay there are numerous houses reminiscent of colonial times. There is good reason why nutmeg is immortalized on the national flag. Alongside cloves, cinnamon and ginger, it is one of the island's biggest exports.
Day 13 - Day 13 Tobago Cays, St. Vincent & Grenadines
Arrival 8:00 am, Departure 5:00 pmRight in the south of the Grenadines are the Tobago Cays – four small uninhabited islands, surrounded by a protective horseshoe-shaped coral reef. The Horseshoe Reef holds the Atlantic swell at bay and its unique animal and plant life make it an ideal place for snorkelling. The lagoon between the islets shimmers in all shades from turquoise through to emerald green and invites you to take a dip at the fantastic beaches.
Day 14 - Day 14 Soufrière, St. Lucia
Arrival 8:00 am, Departure 2:00 pmTwo famous volcanic cones are indisputably the emblem of St. Lucia and have been designated as UNESCO World Heritage Sites. Gros and Petit Piton tower over the southern, windward side of the island and, in Soufrière, seem close enough to touch. The volcanoes have in fact long been extinct, but the sulphur springs demonstrate the power of the earth's core and still bubble up. In the Botanical Gardens, natural abundance is combined with artistic arrangements to create a colorful tropical paradise. Some people claim that Josephine, who later became Napoleon's wife, used to bathe in the little pool in the garden.
Day 15 - Day 15 Bridgetown, Barbados
Arrival 8:00 amMore than 300 years of British rule have left their mark. The whole of Bridgetown, Barbados' historic center, with its colonial architecture surrounding Trafalgar Square, is a UNESCO World Heritage Site. A green hilly countryside and endless fields of sugar cane characterize the island's landscape. Old colonial houses are reminders of the high life of the plantation owners, while innumerable colorful chattel houses are evidence of their workers' moveable properties. The sweeping coastline is a picture postcard of fine sandy beaches and turquoise sea surrounded by vibrant coral reefs.
Day 16 - Please note:
Itineraries are subject to change. 

Trip Dates

StartEndPrice FromRoom Type
07-03-202821-03-2028EUR €0Category E: Superior Cabins, Outside. From
07-03-202821-03-2028EUR €0Category D: De Luxe Cabins, Outside. From
07-03-202821-03-2028EUR €0Category F: Superior Single Cabins, Outside. From
07-03-202821-03-2028EUR €0Category C: De Luxe Lido Cabins, Outside. From
07-03-202821-03-2028EUR €0Category B: Junior Suites With Balcony. From
07-03-202821-03-2028EUR €0Category A: Suites With Balcony. From
14-03-202828-03-2028EUR €0Category B: Junior Suites With Balcony. From
14-03-202828-03-2028EUR €0Category A: Suites With Balcony. From
14-03-202828-03-2028EUR €0Category E: Superior Cabins, Outside. From
14-03-202828-03-2028EUR €0Category D: De Luxe Cabins, Outside. From
14-03-202828-03-2028EUR €0Category F: Superior Single Cabins, Outside. From
14-03-202828-03-2028EUR €0Category C: De Luxe Lido Cabins, Outside. From

Inclusions

    • Renowned Racing: Watch the world-famous regatta off the celebrity island of St. Barths from front-row seats on the ship.
    • Where the Yachties Meet: Check out the laid-back beach bars of Virgin Gorda and the Îles des Saintes.
    • The Luxury of Leisure Time: Take the zodiac to hidden bays and barefoot barbecues on the beach.
    • At the Foot of the Volcano: Martinique charms with its colonial town of Saint-Pierre.
    • Nature at Full Force St. Lucia, Dominica, and Grenada reveal volcanic terrain, tropical forests, and magnificent blossoms.

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