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Santo Domingo – Bridgetown · 26 February – 3 July 2028 – Main voyage image

Santo Domingo – Bridgetown · 26 February – 3 July 2028

26 February 2028 – 3 July 2028
128 nights
Santo Domingo, Dom. Republic – Bridgetown, Barbados
Sea Cloud Spirit
from€5,857/ person
Places available
Visit operator's page

Route

Santo Domingo, Dom. Republic – Bridgetown, Barbados

Port

Santo Domingo, Dom. RepublicBridgetown, Barbados

What's included

Raj pełen gwiazdU podnóża wulkanuLasy deszczowe, wulkany i wodospadyŻycie jachtowe

A tall ship cruise is more than a journey - it's an experience that stays with you for a long time

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Authentic sailing experience

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

Closeness to nature and peace

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

Cruises for everyone

Whether you have sailing experience or are taking your first steps on deck – you'll find a cruise tailored to your expectations and abilities.

Diversity of routes and ships

From short Baltic cruises to multi-week transatlantic voyages. Choose a cruise that fits your rhythm and dreams.

Check the voyage itinerary

Departure 19:00:00

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.

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 14:00:00Departure 18:00:00

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.

Great Harbour on Jost van Dyke welcomes you with a small Caribbean waterfront, clear turquoise water, and green hills rising just beyond the bay. From the anchorage or quay, the mood is relaxed and beachy, with quiet island scenery and a few nearby stretches of sand inviting an easy walk ashore.

Arrival 09:00:00Departure 17:00:00

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.

Approaching Norman Island by ship, you are greeted by steep green hills, rocky coves, and clear turquoise water that gives the anchorage a secluded, tropical feel. Nearby, the island’s sheltered bays and dramatic shoreline are the main sights, offering a relaxed atmosphere shaped more by sea and nature than by any town waterfront.

Arrival 09:00:00Departure 23:00:00

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.

Photo: digitalfilmphoto, CC BY 2.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Gustaviaphare2.jpg)

Arriving in Gustavia, you are greeted by a compact Caribbean harbour framed by green hills, bright waterfront buildings, and a lively mix of yachts and ferries. Just beyond the port, the town’s boutiques, cafés, and hillside viewpoints give St. Barts its polished yet relaxed island atmosphere.

Sea day
Arrival 08:00:00Departure 17:00:00

Îles des Saintes is a small archipelago that was disputed for a long time until it finally became French in 1816. In the charming main town of Terre-de-Haut, take a delightful stroll along the waterside promenade. Boutiques, cafés, 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.

Photo: UHF, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Eglise_de_Terre-de-Haut.jpg)

Approaching Terre-de-Haut by sea, you are met by one of the loveliest bays in the Lesser Antilles, with bright water, green hills and a compact village of colourful houses gathered around the harbour. Nearby, quiet streets, small beaches and hilltop views give the island an easy, sunlit Caribbean atmosphere.

Arrival 08:00:00Departure 14:00:00

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.

Photo: CareAhLine, CC0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Fort_Shirley,_Dominica,_2026_(telephoto).jpg)

Arriving at Cabrits, you are greeted by a lush, volcanic coastline, calm bay waters and a quieter, more remote corner of Dominica than the island’s larger ports. Nearby, the Cabrits peninsula and the old hilltop fort offer striking views over Prince Rupert Bay, with dense tropical greenery all around.

Arrival 07:00:00Departure 13:30:00

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.

Arrival 08:00:00Departure 13:30:00

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 07:00:00

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.

Arriving in Bridgetown, you come into a busy Caribbean harbour backed by low-rise city streets, palms, and the bright light of Barbados’ west coast. Nearby, visitors can explore the historic centre and waterfront areas, while the island’s easygoing, sun-washed atmosphere is never far from the quay.

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Places you'll visit

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)

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.

Great Harbour, Jost van Dyke

Great Harbour on Jost van Dyke welcomes you with a small Caribbean waterfront, clear turquoise water, and green hills rising just beyond the bay. From the anchorage or quay, the mood is relaxed and beachy, with quiet island scenery and a few nearby stretches of sand inviting an easy walk ashore.

Norman Island

Approaching Norman Island by ship, you are greeted by steep green hills, rocky coves, and clear turquoise water that gives the anchorage a secluded, tropical feel. Nearby, the island’s sheltered bays and dramatic shoreline are the main sights, offering a relaxed atmosphere shaped more by sea and nature than by any town waterfront.

Gustavia, St. Barts

Arriving in Gustavia, you are greeted by a compact Caribbean harbour framed by green hills, bright waterfront buildings, and a lively mix of yachts and ferries. Just beyond the port, the town’s boutiques, cafés, and hillside viewpoints give St. Barts its polished yet relaxed island atmosphere.

Photo: digitalfilmphoto, CC BY 2.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Gustaviaphare2.jpg)
Photo: digitalfilmphoto, CC BY 2.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Gustaviaphare2.jpg)

Terre-de-Haut, Îles des Saintes

Approaching Terre-de-Haut by sea, you are met by one of the loveliest bays in the Lesser Antilles, with bright water, green hills and a compact village of colourful houses gathered around the harbour. Nearby, quiet streets, small beaches and hilltop views give the island an easy, sunlit Caribbean atmosphere.

Photo: UHF, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Eglise_de_Terre-de-Haut.jpg)
Photo: UHF, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Eglise_de_Terre-de-Haut.jpg)

Cabrits, Dominica

Arriving at Cabrits, you are greeted by a lush, volcanic coastline, calm bay waters and a quieter, more remote corner of Dominica than the island’s larger ports. Nearby, the Cabrits peninsula and the old hilltop fort offer striking views over Prince Rupert Bay, with dense tropical greenery all around.

Photo: CareAhLine, CC0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Fort_Shirley,_Dominica,_2026_(telephoto).jpg)
Photo: CareAhLine, CC0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Fort_Shirley,_Dominica,_2026_(telephoto).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)

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)

Bridgetown

Arriving in Bridgetown, you come into a busy Caribbean harbour backed by low-rise city streets, palms, and the bright light of Barbados’ west coast. Nearby, visitors can explore the historic centre and waterfront areas, while the island’s easygoing, sun-washed atmosphere is never far from the quay.

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.
Safety rules, vessel certification, briefings and required equipment depend on the ship, flag state, route and operator. Review the operator's current safety information and ask them directly about certification or accessibility before booking.
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Swimming requirements vary by operator and voyage. Do not assume that a life jacket removes an operator's swimming or mobility requirement; confirm the conditions for the specific departure.

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