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A Sunny Break from Winter Blues – Caribbean Sailing from Philipsburg

A Sunny Break from Winter Blues – Caribbean Sailing from Philipsburg

From EUR €5,235

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Description

Embark on a luxurious Caribbean voyage, beginning and ending in St. Maarten, where you’ll sail through the scenic Sir Francis Drake Channel and explore the enchanting British Virgin Islands. Relax on the pristine beaches of Jost van Dyke and the North Sound of Virgin Gorda, before experiencing the thrill of sailing alongside the SEA CLOUD SPIRIT. Indulge in the glamorous lifestyle of St. Barths, known for its VIP beaches and high-end shopping, and immerse yourself in the natural wonders of Dominica with its lush jungle and stunning waterfalls. The serene beauty of Îles des Saintes, with its historic Fort Napoléon, adds the perfect touch of French Caribbean charm to this unforgettable journey.

Trip Name
A Sunny Break from Winter Blues - Caribbean Sailing from Philipsburg
Days
11
Overview
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.

Itinerary



Day 1 - Day 1 Philipsburg, St. Maarten
Departure 7:00 pmDutch 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.
Day 2 - Day 2 Sail through the Sir Francis Drake Channel
Great Harbour, Jost van DykeArrival 04:00 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 3 - Day 3 Norman Island/British Virgin Islands
Arrival 9:00 am, Departure 11:00 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.
Day 4 - Day 4 North Sound, Virgin Gorda
Arrival 8:00 am, Departure 6:00 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 5 - Day 5 Day under full sails with SEA CLOUD SPIRIT
Few and far between are the occasions, on which one can experience two fascinating windjammers together and directly compare their maneuvers. When both yachts glide along side by side under full sail, they offer a truly breathtaking spectacle.
Day 6 - Day 6 Gustavia, St. Barthélemy
Arrival 8:00 am, Departure 11:00 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 7 - Day 7 Day under full sails with SEA CLOUD SPIRIT
Few and far between are the occasions, on which one can experience two fascinating windjammers together and directly compare their maneuvers. When both yachts glide along side by side under full sail, they offer a truly breathtaking spectacle.
Day 8 - Day 8 Cabrits, Dominica & Terre-de-Haut, Îles des Saintes
Arrival 8:00 am, Departure 1:30 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.Arrival 06:00 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 9 - Day 9 Terre-de-Haut, Îles des Saintes
Departure 1:30 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 10 - Day 10 Day under full sails with SEA CLOUD SPIRIT
Few and far between are the occasions, on which one can experience two fascinating windjammers together and directly compare their maneuvers. When both yachts glide along side by side under full sail, they offer a truly breathtaking spectacle.
Day 11 - Day 11 Philipsburg, St. Maarten
Arrival 8:00 amDutch 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.
Day 12 - Please note:
Itineraries are subject to change.

Trip Dates

StartEndPrice FromRoom Type
10-12-202520-12-2025EUR €5,235GTY Double Cabin. From
10-12-202520-12-2025EUR €5,675Category F Upper/Lower Beds. From
10-12-202520-12-2025EUR €6,585Category E. From
10-12-202520-12-2025EUR €7,345Category D. From
10-12-202520-12-2025EUR €7,745Category C. From
10-12-202520-12-2025EUR €9,115Category B. From
10-12-202520-12-2025EUR €10,145Category A. From
11-12-202521-12-2025EUR €7,985Category F: Superior Single Cabins, Outside. From
11-12-202521-12-2025EUR €8,515Category C: De Luxe Lido Cabins, Outside. From
11-12-202521-12-2025EUR €10,045Category B: Junior Suites With Balcony. From
11-12-202521-12-2025EUR €11,535Category A: Suites With Balcony. From
11-12-202521-12-2025EUR €6,045Guaranteed Double Cabins. From
11-12-202521-12-2025EUR €6,465Category E: Superior Cabins, Outside. From
11-12-202521-12-2025EUR €7,425Category D: De Luxe Cabins, Outside. From

Inclusions

    • It’s a Yachtie Life: Indulge in the carefree customs of beach, bar, and sea.
    • Celeb-Packed Paradise: St. Barths calls all A-listers with VIP beaches, high-end shopping, and luxe private parties.
    • Pure Nature, Pure Adventure: Dominica wows with thundering waterfalls, red cliffs, and a lush, unspoiled jungle.
    • Savoir Vivre, Caribbean-Style: The beauty of Îles des Saintes captivates with Fort Napoléon set high above the bay.

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