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Pointe-à-Pitre – Santo Domingo · 28 December 2027 – 5 January 2028 – Main voyage image

Pointe-à-Pitre – Santo Domingo · 28 December 2027 – 5 January 2028

28 December 2027 – 5 January 2028
8 nights
Pointe-à-Pitre, Guadeloupe – Santo Domingo, Dom. Republic
Sea Cloud II
from€7,038/ person
Places available
Visit operator's page

Route

Pointe-à-Pitre, Guadeloupe – Santo Domingo, Dom. Republic

Port

Pointe-à-Pitre, GuadeloupeSanto Domingo, Dom. Republic

What's included

Czysta natura na PitonachWakacje z barefootowym klimatemŻeglarski styl życia na BVI i Îles des SaintesThe Baths

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Feel the power of wind in the sails and take part in a real sea adventure – without commercial gimmicks and crowds of tourists.

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Immerse yourself in a world where time flows slower, and the only sound is the rush of waves and the crack of lines.

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Check the voyage itinerary

Departure 18:00:00

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.

Photo: Zivax, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Pointe-%C3%A0-Pitre.JPG)

Arriving in Pointe-à-Pitre, you enter a busy Caribbean harbour framed by low shores, marinas and the warm, humid energy of Guadeloupe’s main urban area. Nearby, the waterfront and town streets offer colourful markets, Creole architecture and views across the bay, with green hills and tropical coastline never far away.

Arrival 13:30:00Departure 17:00:00

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.

Photo: Caribbeandy, CC BY-SA 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Pitons-aerial.jpg)

Arriving off Soufrière, you are greeted by a dramatic green coastline where steep hills tumble toward a sheltered bay, giving this part of St. Lucia a lush, volcanic feel. Nearby, the famous Pitons rise over the coast, and the town itself has a relaxed Caribbean atmosphere with colorful buildings backed by dense tropical slopes.

Arrival 08:00:00Departure 16:00:00

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.

Photo: lb:user:Zinneke, CC BY-SA 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Saint-Pierre_(Martinique)_avec_Montage_Pel%C3%A9e.JPG)

Arriving at Saint-Pierre, you come ashore on a dramatic stretch of Martinique’s Caribbean coast, with green volcanic slopes rising behind the bay and a relaxed tropical atmosphere all around. Nearby, visitors can explore the historic streets and waterfront of this small town, where the sea, mountain backdrop, and traces of the island’s past give the place a distinctive character.

Sea day

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.

Arrival 08:00:00Departure 18:30:00

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.

Photo: Aaron Vos, CC BY-SA 2.5, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Nevis_Charlestown.jpg)

Arriving by ship at Charlestown, you are welcomed by a low, sunlit waterfront backed by green hills and the broad silhouette of Nevis Peak rising inland. Nearby, the town has a calm Caribbean feel, with Georgian-era buildings, quiet streets, and beaches and old plantation landscapes within easy reach.

Arrival 13:00:00Departure 19:00:00

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.

Photo: Gruepig, CC BY-SA 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Virgin_Gorda_North_Sound_2010.jpg)

North Sound welcomes ships with calm, bright-blue water, low green hills, and a scattered coastline of marinas, beaches, and small islands. From the anchorage, the atmosphere feels relaxed and upscale, with nearby shores offering easy views of Virgin Gorda’s sheltered bays and elegant Caribbean seascapes.

Arrival 07:00:00Departure 13:00:00

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.

White Bay welcomes ships with a brilliant curve of white sand, clear turquoise water, and low green hills that give this corner of Jost van Dyke its relaxed Caribbean feel. From the anchorage, the shoreline looks idyllic and unhurried, with beaches and coastal views nearby rather than a busy port scene.

Sea day
Arrival 08:00:00

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.

Photo: Victor Ml Sanz, CC BY 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Amanecer_Playa_Guibia_Santo_Domingo_(147620045).jpeg)

Arriving in Santo Domingo, you come to a busy Caribbean port backed by the broad city waterfront and the mouth of the Ozama River. Nearby, the historic Zona Colonial offers old stone streets, churches and plazas, while the seafront has an energetic urban feel with sea breezes, traffic and the pulse of the Dominican capital.

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Places you'll visit

Pointe-à-Pitre

Arriving in Pointe-à-Pitre, you enter a busy Caribbean harbour framed by low shores, marinas and the warm, humid energy of Guadeloupe’s main urban area. Nearby, the waterfront and town streets offer colourful markets, Creole architecture and views across the bay, with green hills and tropical coastline never far away.

Photo: Zivax, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Pointe-%C3%A0-Pitre.JPG)
Photo: Zivax, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Pointe-%C3%A0-Pitre.JPG)

Soufrière, St. Lucia

Arriving off Soufrière, you are greeted by a dramatic green coastline where steep hills tumble toward a sheltered bay, giving this part of St. Lucia a lush, volcanic feel. Nearby, the famous Pitons rise over the coast, and the town itself has a relaxed Caribbean atmosphere with colorful buildings backed by dense tropical slopes.

Photo: Caribbeandy, CC BY-SA 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Pitons-aerial.jpg)
Photo: Caribbeandy, CC BY-SA 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Pitons-aerial.jpg)

Saint-Pierre, Martinique

Arriving at Saint-Pierre, you come ashore on a dramatic stretch of Martinique’s Caribbean coast, with green volcanic slopes rising behind the bay and a relaxed tropical atmosphere all around. Nearby, visitors can explore the historic streets and waterfront of this small town, where the sea, mountain backdrop, and traces of the island’s past give the place a distinctive character.

Photo: lb:user:Zinneke, CC BY-SA 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Saint-Pierre_(Martinique)_avec_Montage_Pel%C3%A9e.JPG)
Photo: lb:user:Zinneke, CC BY-SA 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Saint-Pierre_(Martinique)_avec_Montage_Pel%C3%A9e.JPG)

Charlestown, Nevis

Arriving by ship at Charlestown, you are welcomed by a low, sunlit waterfront backed by green hills and the broad silhouette of Nevis Peak rising inland. Nearby, the town has a calm Caribbean feel, with Georgian-era buildings, quiet streets, and beaches and old plantation landscapes within easy reach.

Photo: Aaron Vos, CC BY-SA 2.5, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Nevis_Charlestown.jpg)
Photo: Aaron Vos, CC BY-SA 2.5, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Nevis_Charlestown.jpg)

North Sound, Virgin Gorda

North Sound welcomes ships with calm, bright-blue water, low green hills, and a scattered coastline of marinas, beaches, and small islands. From the anchorage, the atmosphere feels relaxed and upscale, with nearby shores offering easy views of Virgin Gorda’s sheltered bays and elegant Caribbean seascapes.

Photo: Gruepig, CC BY-SA 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Virgin_Gorda_North_Sound_2010.jpg)
Photo: Gruepig, CC BY-SA 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Virgin_Gorda_North_Sound_2010.jpg)

White Bay, Jost van Dyke

White Bay welcomes ships with a brilliant curve of white sand, clear turquoise water, and low green hills that give this corner of Jost van Dyke its relaxed Caribbean feel. From the anchorage, the shoreline looks idyllic and unhurried, with beaches and coastal views nearby rather than a busy port scene.

Santo Domingo

Arriving in Santo Domingo, you come to a busy Caribbean port backed by the broad city waterfront and the mouth of the Ozama River. Nearby, the historic Zona Colonial offers old stone streets, churches and plazas, while the seafront has an energetic urban feel with sea breezes, traffic and the pulse of the Dominican capital.

Photo: Victor Ml Sanz, CC BY 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Amanecer_Playa_Guibia_Santo_Domingo_(147620045).jpeg)
Photo: Victor Ml Sanz, CC BY 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Amanecer_Playa_Guibia_Santo_Domingo_(147620045).jpeg)

Frequently asked questions about tall ship cruises and sailing ships

Many leisure and introductory voyages accept guests without sailing experience. Training and expedition voyages may require active participation, minimum ages or a particular level of mobility. Check the operator's conditions for the exact voyage before booking.
Start with the operator's joining instructions because space, dress rules and required equipment vary by ship. Soft luggage, layered clothing, a waterproof outer layer, sun protection and operator-approved non-slip footwear are common recommendations. Ask a medical professional about suitable seasickness precautions if needed.
Choose a cruise on the Cruise Tall Ships site, click the offer and go to the operator's booking page. We do not charge fees – we connect you directly with the cruise organizer.
Choosing a tall ship cruise is more than just booking a vacation; it is an invitation to experience the timeless romance of the sea. Unlike modern, crowded cruise liners, a traditional sailing vessel offers an intimate atmosphere where the sound of the wind in the canvas replaces the hum of engines. Taking part in such a unique voyage allows you to connect with maritime heritage while enjoying the comforts of a modern leisure cruise. Whether it’s the thrill of seeing the horizon from a wooden deck, the spectacular sight of a full press of sail, or the chance to visit hidden coastal gems inaccessible to larger ships, a tall ship voyage offers a sense of freedom that is simply unmatched. It is the perfect choice for travelers seeking authenticity, tranquility, and a truly luxury sailing experience that stays with them long after they return to shore.
Tall ships cruises take place on many waters: Baltic, North Sea, Atlantic, Caribbean, Mediterranean and others. Each offer indicates the region and route.
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