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Caribbean Happy New Year Sailing Cruise

Celebrate the arrival of the New Year in true Caribbean style aboard this relaxing eight-night sailing voyage from Guadeloupe to the Dominican Republic. Combining days under full sail with visits to some of the Caribbean’s most beautiful islands, this journey showcases the volcanic landscapes of St. Lucia, the French-Caribbean charm of Martinique, the tranquil beaches of Nevis, and the crystal-clear waters of the British Virgin Islands. Welcome the New Year surrounded by warm trade winds, swaying palms, and spectacular tropical scenery while enjoying the elegance and intimacy of a classic sailing yacht. From hidden coves and colourful harbours to world-famous beaches and natural wonders, this festive voyage offers the perfect blend of relaxation, exploration, and Caribbean island life.

28 December, 2027 to 05 January, 2028
Category F Upper/Lower Beds. From €7,548 EUR pp
All the cabins have small sitting areas, a bright ambience, brightly coloured, spacious marble baths and plenty of space for all your personal belongings. No matter which cabin you choose, the cabin service will provide everything you need. Your pretty maritime home is tidied twice a day, the fruit bowl is refilled, and the daily programme is left out for you to read (not to mention all the extra little touches...). These cabins are in the traditional windjammer style with upper and lower beds. They are located on the Cabin Deck. Cabin size: Approx. 14 m². Furnishings: Two portholes, chair, table, TV with DVD player, mini-bar, dressing table, closet, safe, adjustable A/C Bed: Upper and lower single beds (90 cm x 200 cm) Bathroom: Approx. 3 m² with shower, WC, marble sink, golden fixtures, hair dryer, outlet for razor.
view cabin photo
Category E. From €8,764 EUR pp
All the cabins have small sitting areas, a bright ambience, brightly coloured, spacious marble baths and plenty of space for all your personal belongings. No matter which cabin you choose, the cabin service will provide everything you need. Your pretty maritime home is tidied twice a day, the fruit bowl is refilled, and the daily programme is left out for you to read (not to mention all the extra little touches...). The comfortable cabins in Category E are located on the Cabin Deck, where the hospital, sauna, swim platform and fitness area can be found. Cabin size: No. 207-210 approx. 19 m². No. 211-217, 224-231 approx. 20 m². Furnishings: Two portholes, sofa, table, TV with DVD player, mini-bar, dressing table, closet, safe, adjustable A/C Bed: Queen size bed (180 cm x 200 cm); can be separated into two single beds Bathroom: Approx. 3 m² with shower, WC, marble sink, golden fixtures, hair dryer, outlet for razor.
view cabin photo
Category D. From €10,098 EUR pp
All the cabins have small sitting areas, a bright ambience, brightly coloured, spacious marble baths and plenty of space for all your personal belongings. No matter which cabin you choose, the cabin service will provide everything you need. Your pretty maritime home is tidied twice a day, the fruit bowl is refilled, and the daily programme is left out for you to read (not to mention all the extra little touches...). The Category D de luxe double-bed cabins are located on the Cabin Deck, where the hospital, sauna, swim platform and fitness area can be found. Cabin size: Approx. 21 m². Furnishings: Three portholes, two chairs, table, TV with DVD player, mini-bar, dressing table, closet, safe, adjustable A/C. Bed: Queen size bed (180 cm x 200 cm) with two separate mattresses. Bathroom: Approx. 3 m² with shower, WC, marble sink, golden fixtures, hair dryer, outlet for razor
view cabin photo
Category C. From €10,506 EUR pp
All the cabins have small sitting areas, a bright ambience, brightly coloured, spacious marble baths and plenty of space for all your personal belongings. No matter which cabin you choose, the cabin service will provide everything you need. Your pretty maritime home is tidied twice a day, the fruit bowl is refilled, and the daily programme is left out for you to read (not to mention all the extra little touches...). The Category C deluxe double-bed cabins are located on the Promenade Deck, where the restaurant, boutique and the reception can be found. Cabin size: Approx. 20 m². Furnishings: Panorama windows, two chairs, table, TV with DVD player, mini-bar, dressing table, closet, safe, adjustable A/C. Bed: Queen size bed (180 cm x 200 cm) with two separate mattresses Bathroom: Approx. 3 m² with shower, WC, marble sink, golden fixtures, hair dryer, outlet for razor.
view cabin photo
Category B. From €11,628 EUR pp
All the cabins have small sitting areas, a bright ambience, brightly coloured, spacious marble baths and plenty of space for all your personal belongings. No matter which cabin you choose, the cabin service will provide everything you need. Your pretty maritime home is tidied twice a day, the fruit bowl is refilled, and the daily programme is left out for you to read (not to mention all the extra little touches...). The spacious junior suites are conveniently located on the Promenade Deck, where the restaurant, boutique, and the reception can be found. Cabin size: No. 303 approx. 22 m², No. 304 approx. 21,5 m², No. 305-319 approx. 23 m². Furnishings: Panorama window, seating area, decorative fireplace, console with TV/DVD and mini-bar, dressing table, walk-in closet, safe, adjustable A/C. Bed: Queen size bed (180 cm x 200 cm) with two separate mattresses; can be separated into two single beds. Bathroom: Approx. 3,2 m² with tub, WC, marble sink, golden fixtures, hair dryer, outlet for razor.
view cabin photo
Category A. From €13,362 EUR pp
All the cabins have small sitting areas, a bright ambience, brightly coloured, spacious marble baths and plenty of space for all your personal belongings. No matter which cabin you choose, the cabin service will provide everything you need. Your pretty maritime home is tidied twice a day, the fruit bowl is refilled, and the daily programme is left out for you to read (not to mention all the extra little touches...). The charming luxury owner suites are located on the Lido Deck where you can also find the library and the lounge. Cabin size: Approx. 27 m². Furnishings: Panorama window, sofa, table, chair, desk, decorative fireplace, TV and DVD player, mini-bar, dressing table, four closets, safe, adjustable A/C. Bed: King size canopy bed with two separate mattresses (90 cm x 200 cm). Bathroom: Approx. 4,2 m² with tub and separate shower, WC, marble sink, golden fixtures, hair dryer, outlet for razor
view cabin photo

Caribbean Happy New Year Sailing Cruise itinerary:

show reverse itinerary
Day 1 Pointe-à-Pitre, Guadeloupe

Departure 6:00 pm
With a population around 15,000, Pointe-à-Pitre is the largest city in the French overseas region of Guadeloupe – and euros are common currency. If you want to splash out, visit one of its picturesque markets. The traditional Marché La Darse takes place around the harbor on weekdays, where local traders sell mainly vegetables, fruit, and fresh fish. The best place to find exotic jams and spices is around the Saint-Antoine Market in the market hall. The name Pointe-à-Pitre goes back to a Dutch fisherman named Peter, who settled there in the 17th century.

Day 2 Soufrière, St. Lucia

Arrival 1:30 pm, Departure 5:00 pm
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 3 Saint-Pierre, Martinique

Arrival 8:00 am, Departure 4:00 pm
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 4 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 5 Charlestown, Nevis

Arrival 8:00 am, Departure 6:30 pm
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 6 North Sound, Virgin Gorda

Arrival 1:00 pm, Departure 7:00 pm
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 7 White Bay, Jost van Dyke

Arrival 7:00 am, Departure 1:00 pm
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.

Day 8 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 9 Santo Domingo, Dom. Republic

Arrival 8:00 am
On this island, which is part of Hispaniola, Columbus founded the first Spanish colony in America. Santo Domingo, the present capital of the Dominican Republic, is the first and oldest European-founded city in the New World. Old in the New World still means relatively young – it corresponds to Renaissance visions of the ideal and was the model for many cities in Latin America. A visit to the historic old city is like a journey through time. The splendid stone buildings are testament to the era of the colonial conquests and have been smartened up as World Heritage Sites under the protection of UNESCO.

Please note:

Itineraries are subject to change. 

Caribbean Happy New Year Sailing Cruise reverse itinerary:

show main itinerary
Please note: *

Itineraries are subject to change. 

Day 9 Santo Domingo, Dom. Republic *

Arrival 8:00 am
On this island, which is part of Hispaniola, Columbus founded the first Spanish colony in America. Santo Domingo, the present capital of the Dominican Republic, is the first and oldest European-founded city in the New World. Old in the New World still means relatively young – it corresponds to Renaissance visions of the ideal and was the model for many cities in Latin America. A visit to the historic old city is like a journey through time. The splendid stone buildings are testament to the era of the colonial conquests and have been smartened up as World Heritage Sites under the protection of UNESCO.

Day 8 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 7 White Bay, Jost van Dyke *

Arrival 7:00 am, Departure 1:00 pm
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.

Day 6 North Sound, Virgin Gorda *

Arrival 1:00 pm, Departure 7:00 pm
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 5 Charlestown, Nevis *

Arrival 8:00 am, Departure 6:30 pm
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 4 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 3 Saint-Pierre, Martinique *

Arrival 8:00 am, Departure 4:00 pm
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 2 Soufrière, St. Lucia *

Arrival 1:30 pm, Departure 5:00 pm
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 1 Pointe-à-Pitre, Guadeloupe *

Departure 6:00 pm
With a population around 15,000, Pointe-à-Pitre is the largest city in the French overseas region of Guadeloupe – and euros are common currency. If you want to splash out, visit one of its picturesque markets. The traditional Marché La Darse takes place around the harbor on weekdays, where local traders sell mainly vegetables, fruit, and fresh fish. The best place to find exotic jams and spices is around the Saint-Antoine Market in the market hall. The name Pointe-à-Pitre goes back to a Dutch fisherman named Peter, who settled there in the 17th century.

* = Indicative
Map for Caribbean Happy New Year Sailing Cruise
Sea Cloud II, the ship servicing Caribbean Happy New Year Sailing Cruise

Sea Cloud II

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.

Cabin layout for Sea Cloud II
• Pure Nature on the Pitons: St. Lucia is a tropical utopia with twin volcanoes covered in rainforests.

• Holidays with a Barefoot Vibe: Enjoy the new year under the palm fronds.

• The Yachtie Lifestyle of the BVI and Îles des Saintes: Carefree living between beach, bar, and sea.

• The Baths: Float in Virgin Gorda’s tidal pools and grottoes, formed from granite boulders on a picturesque beach.