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.
Piraeus – Valletta · 16–24 October 2027
16 October 2027 – 24 October 2027
8 nights
Piraeus – Valletta, Malta
Star Flyer
from~€1,470/ person
Operator price: £1,260
Approximate conversion using the ECB reference rate from 28 August 2026. The operator's final charge may differ.
Route
Athens - Valletta
Port
PiraeusValletta, Malta
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
Piraeus is a vast, busy harbour where ferries, fishing boats and cargo traffic create an unmistakably maritime first impression. From the port you are close to Athens, with the city's historic sights nearby, while around Piraeus itself you can find marinas, waterfront promenades and a lively urban Greek atmosphere.
Arriving at Milos, you are greeted by a harbour framed by pale volcanic hills, whitewashed settlements and the clear light of the Cyclades. Nearby, the island’s dramatic coastline, quiet coves and traditional villages give the place a relaxed, sun-bleached Aegean atmosphere.
Arriving in Chania, you are greeted by the feel of Crete’s north coast, with busy harbour approaches and low hills beyond the waterfront. Nearby, the old town and Venetian harbour offer warm stone colours, narrow streets and a lively, Mediterranean atmosphere that is especially inviting in the evening.
Arriving in Gythio, you are greeted by a long waterfront of pastel houses climbing the hillside and a relaxed Peloponnesian harbour atmosphere. From the port, the town is easy to explore on foot, with sea views, narrow streets and nearby reminders of the region’s long maritime history.
Arriving at Pylos, you come into a calm natural bay framed by green hills and a small waterfront town with an easy, unhurried feel. Nearby, visitors can enjoy the broad square, sea views across Navarino Bay, and short trips to the area’s historic forts and sandy Mediterranean coastline.
Arriving by ship in Syracuse, you come to a broad Sicilian harbour with sunlit waterfronts and a relaxed Mediterranean feel. Nearby, the old city on the island of Ortigia, baroque streets, sea views and the archaeological heritage of ancient Syracuse make this one of the most atmospheric stops on Sicily’s east coast.
Approaching Gozo by sea, you are met by a rugged limestone coast, small harbours, and a quieter, more rural atmosphere than on Malta’s main island. Nearby, visitors can look out for steep cliffs, sheltered bays, and the honey-coloured villages that give the island its relaxed Mediterranean character.
Approaching Valletta by sea, you enter one of the Mediterranean’s great natural harbours, framed by honey-coloured fortifications and tightly packed historic buildings rising above the waterfront. Nearby, the old city’s bastions, domes and narrow streets give the area a grand yet lived-in atmosphere, with views across the water to the surrounding Three Cities.
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Places you'll visit
Piraeus
Piraeus is a vast, busy harbour where ferries, fishing boats and cargo traffic create an unmistakably maritime first impression. From the port you are close to Athens, with the city's historic sights nearby, while around Piraeus itself you can find marinas, waterfront promenades and a lively urban Greek atmosphere.
Milos, Cyclades
Arriving at Milos, you are greeted by a harbour framed by pale volcanic hills, whitewashed settlements and the clear light of the Cyclades. Nearby, the island’s dramatic coastline, quiet coves and traditional villages give the place a relaxed, sun-bleached Aegean atmosphere.
Chania
Arriving in Chania, you are greeted by the feel of Crete’s north coast, with busy harbour approaches and low hills beyond the waterfront. Nearby, the old town and Venetian harbour offer warm stone colours, narrow streets and a lively, Mediterranean atmosphere that is especially inviting in the evening.
Gythio
Arriving in Gythio, you are greeted by a long waterfront of pastel houses climbing the hillside and a relaxed Peloponnesian harbour atmosphere. From the port, the town is easy to explore on foot, with sea views, narrow streets and nearby reminders of the region’s long maritime history.
Pylos
Arriving at Pylos, you come into a calm natural bay framed by green hills and a small waterfront town with an easy, unhurried feel. Nearby, visitors can enjoy the broad square, sea views across Navarino Bay, and short trips to the area’s historic forts and sandy Mediterranean coastline.
Syracuse, Sicily
Arriving by ship in Syracuse, you come to a broad Sicilian harbour with sunlit waterfronts and a relaxed Mediterranean feel. Nearby, the old city on the island of Ortigia, baroque streets, sea views and the archaeological heritage of ancient Syracuse make this one of the most atmospheric stops on Sicily’s east coast.
Gozo, Malta
Approaching Gozo by sea, you are met by a rugged limestone coast, small harbours, and a quieter, more rural atmosphere than on Malta’s main island. Nearby, visitors can look out for steep cliffs, sheltered bays, and the honey-coloured villages that give the island its relaxed Mediterranean character.
Valletta
Approaching Valletta by sea, you enter one of the Mediterranean’s great natural harbours, framed by honey-coloured fortifications and tightly packed historic buildings rising above the waterfront. Nearby, the old city’s bastions, domes and narrow streets give the area a grand yet lived-in atmosphere, with views across the water to the surrounding Three Cities.
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.
