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Round trip from Philipsburg · 21 December 2026 – 4 January 2027 – Main voyage image

Round trip from Philipsburg · 21 December 2026 – 4 January 2027

21 December 2026 – 4 January 2027
14 nights
Philipsburg, St. Maarten
Sea Cloud Spirit
from€10,730/ person
Places available
Visit operator's page

Route

Philipsburg, St. Maarten – Philipsburg, St. Maarten

Port

Philipsburg, St. Maarten

What's included

The BathsRaj pełen gwiazdLuksus czasu wolnegoTo jest życie jachtowego załogantaData rejsu

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

Why choose a Tall Ship cruise?

I want to set sail →

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

Arrival 08:00:00Departure 19:00:00

Dutch in the south, French in the north – on St. Maarten you will find an unusual piece of Europe in the middle of the Caribbean. Because of the natural salt deposits, the Dutch West India Company once claimed the island for itself and – according to legend – divided the island up in 1648 after a drinking competition with the French. In the colorful port city of Philipsburg, a day at the beach can be perfectly combined with a stroll through town: From the fine sandy Great Bay Beach it is only a stone's throw to the Boardwalk with its restaurants and to the boutiques of the small city center.

Photo: Clavius66, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Philipsburg_and_the_Great_Bay,_Sint_Maarten,_Caribbean.jpg)

Arriving in Philipsburg, you are greeted by a bright Caribbean shoreline, calm turquoise water, and a busy harbour backed by low green hills. Nearby, the town is known for its long seafront, colorful streets, and relaxed island atmosphere that blends beach life with the energy of a cruise port.

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

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.

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.

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 08:00:00Departure 18:00:00

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.

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 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 08:00:00Departure 21:00:00

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
Arrival 08:00:00Departure 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.

Sea day
Arrival 08:00:00Departure 13:30:00

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.

Sea day
Arrival 17:00:00Departure 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.

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.

Photo: Clavius66, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Philipsburg_and_the_Great_Bay,_Sint_Maarten,_Caribbean.jpg)

Arriving in Philipsburg, you are greeted by a bright Caribbean shoreline, calm turquoise water, and a busy harbour backed by low green hills. Nearby, the town is known for its long seafront, colorful streets, and relaxed island atmosphere that blends beach life with the energy of a cruise port.

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Places you'll visit

Philipsburg, St. Maarten

Arriving in Philipsburg, you are greeted by a bright Caribbean shoreline, calm turquoise water, and a busy harbour backed by low green hills. Nearby, the town is known for its long seafront, colorful streets, and relaxed island atmosphere that blends beach life with the energy of a cruise port.

Photo: Clavius66, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Philipsburg_and_the_Great_Bay,_Sint_Maarten,_Caribbean.jpg)
Photo: Clavius66, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Philipsburg_and_the_Great_Bay,_Sint_Maarten,_Caribbean.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)

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.

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)

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)

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)

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.
Follow our website and newsletter – we regularly add new cruises and news. You can also subscribe to the newsletter to receive information about offers.
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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