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.
Round trip from Philipsburg · 14–21 December 2026
14 December 2026 – 21 December 2026
7 nights
Philipsburg, St. Maarten
Sea Cloud Spirit
from€2,860/ person
Route
Philipsburg, St. Maarten – Philipsburg, St. Maarten
Port
Philipsburg, St. Maarten
What's included
Luksus czasu wolnegoRaj pełen gwiazdNurkuj z maską, pływaj, wiosłujThe Baths
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 →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.
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 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.
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.
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.
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 08:00:00Departure 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 13:00:00Departure 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.
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
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 13:30:00
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 harbor 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.
Approaching St. John’s by sea, you are greeted by a bright Caribbean harbour edged with low hills, pastel buildings, and the lively waterfront of Antigua’s capital. From the port, the historic town, markets, and nearby beaches give the area an easygoing island atmosphere with a busy maritime feel.
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.
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.
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.
St. John’s, Antigua
Approaching St. John’s by sea, you are greeted by a bright Caribbean harbour edged with low hills, pastel buildings, and the lively waterfront of Antigua’s capital. From the port, the historic town, markets, and nearby beaches give the area an easygoing island atmosphere with a busy maritime feel.
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.
