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 Funchal · 28 December 2026 – 2 January 2027
After last year’s success, we’re bringing back this unforgettable voyage between the islands of Madeira and Porto Santo, combining the pleasure of traditional sailing with one of the world’s most spectacular fireworks displays!
28 December 2026 – 2 January 2027
5 nights
Funchal
Santa Maria Manuela
from€1,450/ person
After last year’s success, we’re bringing back this unforgettable voyage between the islands of Madeira and Porto Santo, combining the pleasure of traditional sailing with one of the world’s most spectacular fireworks displays!
Route
Funchal – Porto Santo – Funchal
Port
Funchal
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
Funchal, the capital of Madeira on the Atlantic coast, combines maritime scenery, culture, and food. The city is known for its beautiful harbor and crystal-clear surrounding waters. Ashore, you can explore cobbled streets and vibrant markets, especially the Mercado dos Lavradores, a key stop for fresh local produce, exotic fruits, and Madeira’s famous black scabbardfish. Local specialties also include bolo do caco, a traditional garlic bread, and Madeira wine. Cultural highlights include the 15th-century Funchal Cathedral and the colorful murals in the old town. For maritime context, visitors can discover the island’s seafaring heritage at the Museum of the History of Madeira or by seeing the replica of Christopher Columbus’s ship, the Santa Maria. Funchal offers a well-rounded stop where harbor views, local cuisine, historic architecture, and maritime history can all be enjoyed in one destination.
Arriving in Funchal, you are met by Madeira’s steep green slopes rising above a broad harbour, with white buildings climbing the hillside and the Atlantic stretching open beyond the breakwaters. Nearby, the old town, waterfront promenade and the terraced landscape above the city give the port a bright, relaxed subtropical feel.
Porto Santo is a maritime stop known for golden beaches and crystal-clear waters. Its main highlight is a 9-kilometer beach, ideal for swimming, snorkeling, and sunbathing. The island is also known for its therapeutic sands, believed to have healing properties, adding a wellness element to your day. Beyond the beach, Porto Santo offers historical and cultural interest. A visit to Christopher Columbus’ house, now a museum, connects you with the island’s past as a stopping point for explorers. The island also offers traditional Madeiran flavors, including lambecas, its most popular ice cream, and peixe espada com banana, a local dish of black scabbardfish with banana. With its relaxed atmosphere, cultural heritage, and striking coastline, Porto Santo is an enjoyable and memorable destination for a sailing voyage.
Arriving in Funchal, you are met by Madeira’s steep green slopes rising above a broad harbour, with white buildings climbing the hillside and the Atlantic stretching open beyond the breakwaters. Nearby, the old town, waterfront promenade and the terraced landscape above the city give the port a bright, relaxed subtropical feel.
Places you'll visit
Funchal
Arriving in Funchal, you are met by Madeira’s steep green slopes rising above a broad harbour, with white buildings climbing the hillside and the Atlantic stretching open beyond the breakwaters. Nearby, the old town, waterfront promenade and the terraced landscape above the city give the port a bright, relaxed subtropical 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.
