Across A Sea Of Idyllic Islands - Caribbean Islands Sailing from Philipsburg

Dutch in the south, French in the north – on St. Maarten you will find an unusual piece of Europe in the middle of the Caribbean. Because of the natural salt deposits, the Dutch West India Company once claimed the island for itself and – according to legend – divided the island up in 1648 after a drinking competition with the French. In the colorful port city of Philipsburg, a day at the beach can be perfectly combined with a stroll through town: From the fine sandy Great Bay Beach it is only a stone's throw to the Boardwalk with its restaurants and to the boutiques of the small city center.

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.

Explorers 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.

The 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.

It 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.

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.

St 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.

St. 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.

Dutch in the south, French in the north – on St. Maarten you will find an unusual piece of Europe in the middle of the Caribbean. Because of the natural salt deposits, the Dutch West India Company once claimed the island for itself and – according to legend – divided the island up in 1648 after a drinking competition with the French. In the colorful port city of Philipsburg, a day at the beach can be perfectly combined with a stroll through town: From the fine sandy Great Bay Beach it is only a stone's throw to the Boardwalk with its restaurants and to the boutiques of the small city center.

Itineraries are subject to change. 

Vessel Type: Tall Ship (Sailing)

Length: 105 metres

Passenger Capacity: 88

Built: 2001

Sea Cloud II is a romantic tall ship that masterfully blends the elegance of classic sailing with the comfort and convenience of modern luxury. Inspired by her legendary predecessor from the 1930s, this three-masted barque is fitted with 23 sails and is hand-sailed whenever possible, adding a sense of theatre and tradition to every voyage. With 44 cabins accommodating just 88 guests, the atmosphere aboard remains intimate and relaxed, while the interiors evoke the charm of a bygone era—polished wood, sweeping staircases, and vintage nautical style—all paired with the contemporary standards of a premium expedition ship.

Guests aboard Sea Cloud II enjoy spacious decks for sun-soaked sailing days, al fresco dining on the Lido Deck, and a wellness area featuring a sauna, massage therapy, and fitness facilities. The ship’s welcoming indoor spaces include an elegant dining room and a comfortable lounge for evening Recaps hosted by expert field staff such as historians and photo instructors. Meals focus on locally sourced ingredients and regional cuisine, served in an informal yet refined setting. With an open Bridge policy and wide, accessible passageways, Sea Cloud II invites guests not just to relax, but to immerse themselves fully in the experience of life under sail.

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.