Dream Islands as Your Holiday Gift Caribbean Sailing Cruise

date_range
8 days from

£4215 GBP pp

* Current p/p indicative rate.

Overview
Highlights
Dates & Prices
Itinerary
Map
Ships

Highlights

  • Trade Evergreens for Palm Trees: It’s the new way to holiday, with Caribbean rhythms as your Christmas soundtrack.
  • Take a Deep Breath: Clove, nutmeg, cinnamon, and ginger grow in abundance on the spice isle of Grenada.
  • Snorkel, Swim, Paddle: These stops are the most beautiful spots for water sports enthusiasts.
  • Pure Nature, Pure Adventure: Dominica wows with thundering waterfalls, red cliffs, and a lush, unspoiled jungle.

Highlights

  • Trade Evergreens for Palm Trees: It’s the new way to holiday, with Caribbean rhythms as your Christmas soundtrack.
  • Take a Deep Breath: Clove, nutmeg, cinnamon, and ginger grow in abundance on the spice isle of Grenada.
  • Snorkel, Swim, Paddle: These stops are the most beautiful spots for water sports enthusiasts.
  • Pure Nature, Pure Adventure: Dominica wows with thundering waterfalls, red cliffs, and a lush, unspoiled jungle.
Capacity: 96, Types: Luxury Small Ship CruiseYachtSingle cabins
Feture image for Dream Islands as Your Holiday Gift Caribbean Sailing Cruise

Escape the traditional winter festivities and celebrate Christmas beneath Caribbean skies on this seven-night sailing voyage from Barbados to Guadeloupe. Aboard an elegant tall ship, discover a collection of idyllic islands where turquoise waters, palm-fringed beaches, and warm trade winds replace snow and evergreen trees. Explore the lush rainforests and waterfalls of Dominica, the spice-scented streets of Grenada, the untouched beauty of Tobago Cays, and the relaxed charm of Bequia and Tobago. With opportunities for swimming, snorkelling, and simply unwinding under sail, this festive Caribbean escape combines tropical scenery, island culture, and the timeless romance of life at sea.

  • Trade Evergreens for Palm Trees: It’s the new way to holiday, with Caribbean rhythms as your Christmas soundtrack.
  • Take a Deep Breath: Clove, nutmeg, cinnamon, and ginger grow in abundance on the spice isle of Grenada.
  • Snorkel, Swim, Paddle: These stops are the most beautiful spots for water sports enthusiasts.
  • Pure Nature, Pure Adventure: Dominica wows with thundering waterfalls, red cliffs, and a lush, unspoiled jungle.

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

21 December, 2027 to 28 December, 2027 on Sea Cloud II
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 F Upper/Lower Beds. From
£4215 GBP pp
Category F Upper/Lower Beds. From
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.
Category E. From
£4895 GBP pp
Category E. From
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.
Category D. From
£5635 GBP pp
Category D. From
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
Category C. From
£5865 GBP pp
Category C. From
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.
Category B. From
£6495 GBP pp
Category B. From
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.
Category A. From
£7465 GBP pp
Category A. From
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
show reverse itinerary
Day 1 Bridgetown, Barbados

Departure 10:00 pm
More 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.

Days 2 - 3 Man-O-War Bay, Tobago

Arrival 9:00 pm
If you are looking for a sunny, dreamy Caribbean bay, the options are nearly endless in the northeast of Tobago. As soon as the windjammer enters Man-o-War Bay, smaller hidden bays are revealed. A real island paradise: From Hermitage Bay to Pirate's Bay, the tropical forest grows up to the golden sand beach, while under water colorful reef inhabitants cavort below the surface. Tobago is a pioneer in environmental protection: As early as 1764, the Main Ridge Rainforest was declared a nature reserve here, enabling it to preserve its impressive biodiversity.

Day 4 St. George’s, Grenada

Arrival 8:00 am, Departure 11:00 pm
Beautiful 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 5 Tobago Cays, St. Vincent & Grenadines

Arrival 8:00 am, Departure 6:00 pm
Right 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 6 Port Elizabeth, Bequia

Arrival 8:00 am, Departure 1:30 pm
Bequia is actually the largest island in the Grenadines, but still small and tranquil at just 87 square miles. Elegant sailing yachts sway in the natural shelter of Admiralty Bay, while in lovely Port Elizabeth, with its attractive beach bars, you are right in the heart of a lifestyle that likes to take things easy. You can find Princess Margaret Beach just nearby, named because it was once visited by the British royal. And on the eastern coast, you can find the Old Hegg Turtle Sanctuary focuses on rearing and caring for endangered turtles.

Day 7 Cabrits, Dominica

Arrival 1:30 pm, Departure 11:00 pm
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 8 Pointe-à-Pitre, Guadeloupe

Arrival 8:00 am
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.

Please note:

Itineraries are subject to change. 

Day 1 Bridgetown, Barbados

Departure 10:00 pm
More 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.

Days 2 - 3 Man-O-War Bay, Tobago

Arrival 9:00 pm
If you are looking for a sunny, dreamy Caribbean bay, the options are nearly endless in the northeast of Tobago. As soon as the windjammer enters Man-o-War Bay, smaller hidden bays are revealed. A real island paradise: From Hermitage Bay to Pirate's Bay, the tropical forest grows up to the golden sand beach, while under water colorful reef inhabitants cavort below the surface. Tobago is a pioneer in environmental protection: As early as 1764, the Main Ridge Rainforest was declared a nature reserve here, enabling it to preserve its impressive biodiversity.

Day 4 St. George’s, Grenada

Arrival 8:00 am, Departure 11:00 pm
Beautiful 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 5 Tobago Cays, St. Vincent & Grenadines

Arrival 8:00 am, Departure 6:00 pm
Right 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 6 Port Elizabeth, Bequia

Arrival 8:00 am, Departure 1:30 pm
Bequia is actually the largest island in the Grenadines, but still small and tranquil at just 87 square miles. Elegant sailing yachts sway in the natural shelter of Admiralty Bay, while in lovely Port Elizabeth, with its attractive beach bars, you are right in the heart of a lifestyle that likes to take things easy. You can find Princess Margaret Beach just nearby, named because it was once visited by the British royal. And on the eastern coast, you can find the Old Hegg Turtle Sanctuary focuses on rearing and caring for endangered turtles.

Day 7 Cabrits, Dominica

Arrival 1:30 pm, Departure 11:00 pm
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 8 Pointe-à-Pitre, Guadeloupe

Arrival 8:00 am
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.

Please note:

Itineraries are subject to change. 

Itinerary also available in reverse
Sea Cloud II
Vessel Type: Tall Ship (Sailing) Length: 105 metres Passenger Capacity: 96 Built: 2001 Launched in 2001, Sea Cloud II is a stunning vessel, built along traditional lines, but offering deluxe acco…

Sea Cloud II

Vessel Type: Tall Ship (Sailing)

Length: 105 metres

Passenger Capacity: 96

Built: 2001

Launched in 2001, Sea Cloud II is a stunning vessel, built along traditional lines, but offering deluxe accommodation. She combines timeless elegance of sailing ships of the past with the highest safety standards and the luxurious comfort of modern cruise ships. Just like her legendary sister ship Sea Cloud, the 29,600 square feet of sails is set by hand which is a truly magical sight. Built to accommodate 96 passengers in five star luxury, she offers a range of beautifully appointed suites and cabins which are furnished with great style. All accommodations have outside views and the bathrooms, in light marble, are unusually spacious and extremely comfortable. The finest, carefully chosen fabrics, combined with leather, rattan and other materials, brass and gold, precious woods and marble together create an impressive ensemble.

No expense has been spared to create a sympathetic ambience in both the accommodations and public areas and this is reflected throughout the vessel. Public areas include an elegant lounge, library, fitness centre, boutique, lido bar and hospital. The single sitting dining room is airy and modern and the quality of the cuisine and service will be to the highest of standards, as one would expect on a Sea Cloud cruise. Relax on the Lido deck and experience the natural grandeur of travelling under sail, rekindling memories of a bygone age.

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

Cabin layout for Sea Cloud II
Overview
Highlights
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8 days from £4215 GBP pp

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