Famous Pirates Trails of the Caribbean

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Highlights

The British Virgin Islands a sailors paradise
Luxury in a relaxed atmosphere on St Barts
French style on the IIes des Saintes

Highlights

The British Virgin Islands a sailors paradise
Luxury in a relaxed atmosphere on St Barts
French style on the IIes des Saintes
Capacity: 64, Types: Luxury Small Ship CruiseYacht
Feture image for Famous Pirates Trails of the Caribbean

Follow famous pirates trails and sail along the trade winds to the Lesser Antilles and the British Virgin Islands.

The British Virgin Islands a sailors paradise
With more than 60 islands and reefs (of which just 16 are inhabited), the British Virgin Islands are a real dream destination. Fans of sailing from all around the world are drawn to their idyllic and tropically warm waters, and the quaint beach bars bring together everyone from luxury yacht owners to solo sailors. It is so easy to get used to the carefree lifestyle, and with your feet in the sand as you gaze out over green hills and the tranquil sea, you will soon forget about the stresses of everyday life back home.

Luxury in a relaxed atmosphere on St Barts
Known for attracting a certain class of visitor, St Barthelemy has been a top holiday destination for the rich and famous from around the world ever since billionaire David Rockefeller discovered the island back in the 1960s. St Barts is all about quality not quantity, so you are more likely to brush shoulders with Hollywood stars than with tourists on its 22 white sandy beaches. In the capital Gustavia, houses with red roofs nestled into the green hills look just like rows of spectators in an amphitheatre, transforming the idyllic port into an impressive stage. As you walk along the luxurious promenade, you
will be sure to pass by some spectacular yachts.

French style on the IIes des Saintes
The IIes des Saintes give such a welcoming first impression, though the historical Fort Napoleon that towers over the main island is a reminder of less peaceful times. This small towns promenade is perfect for taking a stroll, and the savoir-vivre of life here unfolds against a backdrop of the glowing pastel colours of the Caribbean.

The British Virgin Islands a sailors paradise
Luxury in a relaxed atmosphere on St Barts
French style on the IIes des Saintes

There are no future departures for this trip at this stage.

show reverse itinerary
Day 1 - St. John's/Antigua (Antigua & Barbuda)
Guests arrive individually in Antigua. Embarkation on the Sea Cloud. 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 Harbour 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 2 - At Sea
Day 3 - North Sound/Virgin Gorda & Great Harbour/Jost van Dyke (Virgin Islands(Brit)
Explorers and privateers 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. Optional Excursion to The Baths"
Day 4 - Great Harbour/Jost van Dyke & White Bay/Jost van Dyke (Virgin Islands(Brit)
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, colourful beach bars and the luminous blue of the sea.
Day 5 - Gustavia/St Barthelemy (France)
St Barthelemy, affectionately known as St Barths by most, had 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 harbour surrounded by clusters of high class bars and restaurants.
Day 6 - At Sea
Day 7 - Terre-de-Haut/Iles des Saintes (Guadeloupe)
Iles des Saintes is a small archipelago which was disputed for a long time until it finally became French in 1816. In the charming main town of Terre-de-Haut, you can take a delightful stroll along the waterside promenade. Boutiques, cafes, 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 8 - Soufriere (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 Soufriere, 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 colourful tropical paradise. Some people claim that Josephine, who later became Napoleon's wife, used to bathe in the little pool in the garden. Optional Excursion to the botanical gardens and the volcanic sulphur springs.
Day 9 - Tobago Cays & Chatham Bay/Union Island (St. Vincent and Grenadines)
Right in the south of the Grenadines are Union Island and the Tobago Cays. Union Island was given the evocative name "the Tahiti of the West Indies" thanks to its volcanic silhouette. Four small uninhabited islands, surrounded by a protective horseshoe-shaped coral reef, form the Tobago Cays. 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. Optional Snorkelling and swimming excursion to the Tobago Cays.
Day 10 - Port Elizabeth/Bequia (St. Vincent and Grenadines)
Bequia is actually the largest island in the Grenadines, but still small and tranquil at just 18 square kilometres (87 square miles) in size. 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. On the eastern coast you can find the Old Hegg Turtle Sanctuary which focuses on rearing and caring for endangered turtles. Optional Excursion to a turtle sanctuary.
Day 11 - Bridgetown (Barbados)
More than 300 years of British rule have left their mark. The whole of Bridgetown, Barbados' historic centre, with its colonial architecture surrounding Trafalgar Square, is a UNESCO World Heritage Site. Gentle green hilly countryside and endless fields of sugar cane characterise the island's landscape. Old colonial houses are reminders of the high life of the plantation owners, while innumerable colourful chattel houses are evidence of their workers' "moveable property". The sweeping coastline is a picture postcard of fine sandy beaches and turquoise sea surrounded by colourful coral reefs. Disembarkation. Guests return home individually.
Please Note:
Itinerary subject to change! Optional excursions are not included in the rate.
Sea Cloud
Sea Cloud is a ship with a soul, imbued by the original owners, Marjorie Merriweather Post and her husband E.F. Hutton in the 1930’s. The ship has played host to royalty, known service i…

Sea Cloud

Launched 1931
Capacity 64 passengers
Length 109 metres

Sea Cloud is a ship with a soul, imbued by the original owners, Marjorie Merriweather Post and her husband E.F. Hutton in the 1930’s. The ship has played host to royalty, known service in wartime, and sailed the world over. She is a vessel of incomparable grace that harks back to the golden age of ship travel. Once you’ve been on Sea Cloud under full sail, you’ll begin your own love affair.

Welcome aboard a legend Sea Cloud accommodates 58 guests in 28 outside cabins including two original owner’s suites that still feature original marble baths and fireplaces. At 360 feet she is an expansive ship with extensive public spaces on the top deck, where we luxuriate in deck chairs and watch the crew of 18 go aloft in the web of riggings to hand-set her 30 sails. Her dining room is hung with marine oil paintings of the period and accommodates all guests at once for a single seating. We’ll gather in the lounge each evening for Recap. Life aboard is a uniquely pleasing mix of elegance and informality—a return to the golden age of sailing in shorts and deck shoes. You’ll find all shipboard services impeccable. 

Discover the romance of tall ship sailingExperience something many people don’t know exists in the 21st century—the romance of life under square sails. Discover the thrill of standing on deck as Sea Cloud gently glides through the water, her crew aloft in the riggings, running out and reefing sails. Settle in to your favorite areas on the top deck and bask in the incomparable experience of traveling aboard the finest tall ship to ever sail the seas. Lose yourself in an adventure that, in this day and age, is almost unimaginable.

Cabin layout for Sea Cloud
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