Sailing To Eleven Island Paradises - Caribbean Islands Sailing from Philipsburg

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15 days from

£7395 GBP pp

* Current p/p indicative rate.

Overview
Highlights
Dates & Prices
Itinerary
Map
Ships

Highlights

  • French Flair, Dutch Charm: See cultures come together in inspiring ways on the shared island of St. Maarten.
  • Celeb-Packed Paradise: St. Barths calls all A-listers with VIP beaches, high-end shopping, and luxe private parties.
  • The Baths: Float in Virgin Gorda’s tidal pools and grottoes, formed from granite boulders on a picturesque beach.
  • It’s a Yachtie Life: Indulge in the Virgin Islands’ carefree customs of beach, bar, and sea.
  • At the Foot of the Volcano: Martinique charms with its colonial town of Saint-Pierre.
  • Pure Nature on the Pitons St. Lucia and Dominica are tropical utopias with volcanoes covered in rainforests.
  • Evening Light Show: Enjoy alfresco cocktails with backdrops of sunsets in rich Caribbean colors.

Highlights

  • French Flair, Dutch Charm: See cultures come together in inspiring ways on the shared island of St. Maarten.
  • Celeb-Packed Paradise: St. Barths calls all A-listers with VIP beaches, high-end shopping, and luxe private parties.
  • The Baths: Float in Virgin Gorda’s tidal pools and grottoes, formed from granite boulders on a picturesque beach.
  • It’s a Yachtie Life: Indulge in the Virgin Islands’ carefree customs of beach, bar, and sea.
  • At the Foot of the Volcano: Martinique charms with its colonial town of Saint-Pierre.
  • Pure Nature on the Pitons St. Lucia and Dominica are tropical utopias with volcanoes covered in rainforests.
  • Evening Light Show: Enjoy alfresco cocktails with backdrops of sunsets in rich Caribbean colors.
Capacity: 136
Feture image for Sailing To Eleven Island Paradises - Caribbean Islands Sailing from Philipsburg

This sailing itinerary explores the northern and eastern Caribbean through a varied sequence of island cultures, natural landscapes, and open-water passages. Beginning and ending in St. Maarten, the journey blends lively ports such as Gustavia and Saint-Pierre with quieter anchorages in the British Virgin Islands, Dominica, and Nevis. Days under full sail are interspersed with time ashore to experience sheltered bays, volcanic coastlines, rainforest-covered peaks, and relaxed island harbours, creating a balanced voyage that moves fluidly between refined ports, unspoilt nature, and classic Caribbean seascapes.

  • French Flair, Dutch Charm: See cultures come together in inspiring ways on the shared island of St. Maarten.
  • Celeb-Packed Paradise: St. Barths calls all A-listers with VIP beaches, high-end shopping, and luxe private parties.
  • The Baths: Float in Virgin Gorda’s tidal pools and grottoes, formed from granite boulders on a picturesque beach.
  • It’s a Yachtie Life: Indulge in the Virgin Islands’ carefree customs of beach, bar, and sea.
  • At the Foot of the Volcano: Martinique charms with its colonial town of Saint-Pierre.
  • Pure Nature on the Pitons St. Lucia and Dominica are tropical utopias with volcanoes covered in rainforests.
  • Evening Light Show: Enjoy alfresco cocktails with backdrops of sunsets in rich Caribbean colors.

Availability is always subject to confirmation. Please check with us before booking flights

04 January, 2027 to 18 January, 2027 on Sea Cloud Spirit
Prices

Prices quoted here are often dependent on currency fluctuations. Please check with (01432 507450 or info@small-cruise-ships.com) for the very latest price, which may well be cheaper than the one advertised here.

Category E: Superior cabins, outside. From
£7395 GBP pp
Category E: Superior cabins, outside. From
These outside cabins on both sides of the cabin deck are the epitome of cosiness on board the SEA CLOUD SPIRIT. This is where you can retreat, switch off and relax while enjoying the unique luxurious ambience for which our private yachts are famous. Here too, tradition and the future of travel on board a modern tall ship meets in the elegant interior.
Category D: De luxe cabins, outside. From
£8685 GBP pp
Category D: De luxe cabins, outside. From
The large portholes give our De-Luxe outside cabins on the cabin deck a special maritime flair. Together with their elegant yacht ambience, these living spaces emphasise the certainty of being on an extraordinary journey with an extraordinary ship. Precious materials and the stylish design give the spacious cabins a cosy atmosphere. And of course this cabin category is also characterised by the combination of the long SEA CLOUD tradition with the modern interpretation of classic elegance.
Category F: Superior single cabins, outside. From
£9035 GBP pp
Category F: Superior single cabins, outside. From
The two cabins in this category are the ideal home for single travellers who want to enjoy the special comfort of the SEA CLOUD SPIRIT. In a slightly smaller space, they offer the same luxury and comfort as the other double cabins on the cabin deck.
Category C: De luxe lido cabins, outside. From
£9979 GBP pp
Category C: De luxe lido cabins, outside. From
The large outside cabins of this category on the lidodeck combine the comfort and personal atmosphere of a five-star hotel room with the maritime, elegant cosiness that only the SEA CLOUD SPIRIT offers. The high panoramic windows can be opened - you can therefore immediately feel the special spirit of a sea voyage aboard the SEA CLOUD SPIRIT in your cabin. Of course, these panoramic windows also offer a wonderful view of the sea at any time of day.
Category B: Junior suites with balcony. From
£11789 GBP pp
Category B: Junior suites with balcony. From
Our junior suites are also characterised by the elegant interpretation of the SEA CLOUD's classic design and are designed with love for detail. Their generous character is further enhanced by the fact that they are flooded with light thanks to the panorama windows. Those who are still not satisfied with the view outside the window can enjoy the proximity of the sea from the spacious balcony. These cabins are a must for people who love the sea and above all fresh air. The simple elegance of the classic modern interior corresponds in gentle tension with the maritime atmosphere on board our new ship.
Category A: Suites with balcony. From
£13339 GBP pp
Category A: Suites with balcony. From
The SEA CLOUD SPIRIT carries the spirit of our legendary flagship into a new age. This is also reflected in the ambience of the suites on the panorama deck. Her noble design combines with the spaciousness of the room to create an exclusive living environment. The idea of the suite is the modern interpretation of a tradition from the time when the ship owners themselves lived on board and had the best cabins furnished for themselves. The feeling of being the centre of the endless expanse of the ocean is reinforced by the unique perspective through the large panoramic windows overlooking the sea. Experiencing the sea is meant literally here – on the large balcony, sailing becomes a special pleasure.
18 January, 2027 to 01 February, 2027 on Sea Cloud Spirit
Prices

Prices quoted here are often dependent on currency fluctuations. Please check with (01432 507450 or info@small-cruise-ships.com) for the very latest price, which may well be cheaper than the one advertised here.

Category E: Superior cabins, outside. From
£7625 GBP pp
Category E: Superior cabins, outside. From
These outside cabins on both sides of the cabin deck are the epitome of cosiness on board the SEA CLOUD SPIRIT. This is where you can retreat, switch off and relax while enjoying the unique luxurious ambience for which our private yachts are famous. Here too, tradition and the future of travel on board a modern tall ship meets in the elegant interior.
Category D: De luxe cabins, outside. From
£8955 GBP pp
Category D: De luxe cabins, outside. From
The large portholes give our De-Luxe outside cabins on the cabin deck a special maritime flair. Together with their elegant yacht ambience, these living spaces emphasise the certainty of being on an extraordinary journey with an extraordinary ship. Precious materials and the stylish design give the spacious cabins a cosy atmosphere. And of course this cabin category is also characterised by the combination of the long SEA CLOUD tradition with the modern interpretation of classic elegance.
Category F: Superior single cabins, outside. From
£9309 GBP pp
Category F: Superior single cabins, outside. From
The two cabins in this category are the ideal home for single travellers who want to enjoy the special comfort of the SEA CLOUD SPIRIT. In a slightly smaller space, they offer the same luxury and comfort as the other double cabins on the cabin deck.
Category C: De luxe lido cabins, outside. From
£10285 GBP pp
Category C: De luxe lido cabins, outside. From
The large outside cabins of this category on the lidodeck combine the comfort and personal atmosphere of a five-star hotel room with the maritime, elegant cosiness that only the SEA CLOUD SPIRIT offers. The high panoramic windows can be opened - you can therefore immediately feel the special spirit of a sea voyage aboard the SEA CLOUD SPIRIT in your cabin. Of course, these panoramic windows also offer a wonderful view of the sea at any time of day.
Category B: Junior suites with balcony. From
£12145 GBP pp
Category B: Junior suites with balcony. From
Our junior suites are also characterised by the elegant interpretation of the SEA CLOUD's classic design and are designed with love for detail. Their generous character is further enhanced by the fact that they are flooded with light thanks to the panorama windows. Those who are still not satisfied with the view outside the window can enjoy the proximity of the sea from the spacious balcony. These cabins are a must for people who love the sea and above all fresh air. The simple elegance of the classic modern interior corresponds in gentle tension with the maritime atmosphere on board our new ship.
Category A: Suites with balcony. From
£13749 GBP pp
Category A: Suites with balcony. From
The SEA CLOUD SPIRIT carries the spirit of our legendary flagship into a new age. This is also reflected in the ambience of the suites on the panorama deck. Her noble design combines with the spaciousness of the room to create an exclusive living environment. The idea of the suite is the modern interpretation of a tradition from the time when the ship owners themselves lived on board and had the best cabins furnished for themselves. The feeling of being the centre of the endless expanse of the ocean is reinforced by the unique perspective through the large panoramic windows overlooking the sea. Experiencing the sea is meant literally here – on the large balcony, sailing becomes a special pleasure.
show reverse itinerary
Day 1 Philipsburg, St. Maarten


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.

Day 2 Gustavia, St. Barthélemy


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.

Day 3 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 4 St. John’s, Antigua


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.

Day 5 North Sound, Virgin Gorda


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.

Day 6 North Sound, Virgin Gorda & White Bay, Jost van Dyke & Great Harbour, Jost van Dyke


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 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.


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.

Day 7 Norman Island, British Virgin Islands


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.

Day 8 Philipsburg, St. Maarten


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.

Day 9 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 10 Saint-Pierre, Martinique


The '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 Soufrière, St. Lucia


Two 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 12 Cabrits, Dominica


Dominica, 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 13 Charlestown, Nevis


With an area of 100 square miles and a population of only around 53,000, the Federation of St. Kitts and Nevis is one of the twelve smallest recognized states in the world. Located to the southeast, Nevis is the smaller and quieter of the two leeward islands – and a true Caribbean dream. Lush green rainforests stretch along the slopes of its extinct volcano, flowing into long sandy beaches that shimmer seductively in various shades of yellow, black and red toward the ocean. Charlestown itself is quite manageable, and offers two museums as cultural alternatives to splashing around in the warm Caribbean waters.

Day 14 Road Bay, Anguilla


Anguilla is one of the Leeward Islands in the Lesser Antilles, a British Overseas Territory that also includes several small, uninhabited coral islands. This small island is host to more than 30 superb beaches protected by coral reefs. Enjoy the turquoise blue sea and white sandy beaches of Road Bay as you swim against a backdrop of palm trees.

Day 15 Philipsburg, St. Maarten


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.

Please note:

Itineraries are subject to change. 

Sea Cloud Spirit
Building a three-mast full-rigged ship with traditional rigging in the 21st century may seem a little unusual. For SEA CLOUD CRUISES it is a commitment to true passion for sailing. With her clear, cl…

Sea Cloud Spirit

Building a three-mast full-rigged ship with traditional rigging in the 21st century may seem a little unusual. For SEA CLOUD CRUISES it is a commitment to true passion for sailing. With her clear, classic line she follows the example of her elegant windjammer sisters, but goes completely new ways. An entire deck with balcony cabins, an exclusive wellness and SPA area, a fitness room with sea view, a bistro on deck as an evening alternative to “fine dining” in the restaurant – the youngest member of the SEA CLOUD family offers plenty of room for individuality in addition to genuine windjammer romance.

The SEA CLOUD SPIRIT combines traditional windjammer experience with 21st century comfort with up to 136 passengers.

Cabins
Even more comfort: of the 69 cabins from the owner suite to the superior outside cabin, almost half have balconies or windows to open.

Public areas
Spacious decks, a generous wellness and SPA area, fitness with sea view and much more: on board the SEA CLOUD SPIRIT, one does not only enjoy the freedom under sails.

Deck plans are for illustrative purposes only – The actual ship and cabin layout may differ.

Cabin layout for Sea Cloud Spirit
Overview
Highlights
Dates & Prices
Itinerary
Map
Ship

15 days from £7395 GBP pp

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