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 Piraeus · 4–11 September 2027
4 September 2027 – 11 September 2027
7 nights
Piraeus
Star Flyer
from~€1,289/ person
Operator price: £1,105
Approximate conversion using the ECB reference rate from 28 August 2026. The operator's final charge may differ.
Route
Athens - Athens
Port
Piraeus
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.
Fethiye greets ships with a wide turquoise bay, pine-covered hills and a laid-back Mediterranean atmosphere. From the harbour, the town stretches around the waterfront, while nearby you can look out for the rock tombs in the cliffs and the yacht-filled marina that gives the coast its lively, nautical feel.
Arriving by sea, Symi makes a striking first impression with its steep hillsides, calm natural harbour and rows of elegant pastel houses rising above the waterfront. Near the port you can soak up the relaxed island atmosphere, watch the small boats in the bay and enjoy views toward the colourful town and the rocky coast beyond.
Arriving by ship at Astypalea, you are greeted by a striking whitewashed town rising above a deep blue bay, with the island’s hilltop silhouette setting the scene. Nearby, you can look out for the traditional Cycladic-style houses and the old castle crowning the ridge, while the harbour area itself feels calm, sunlit, and unmistakably Aegean.
Arriving by sea, Sifnos greets you with a bright Cycladic shoreline of whitewashed villages, dry hills and clear blue water, with the island’s main port set at Kamares in a broad, sheltered bay. From the harbour, it’s easy to enjoy the relaxed small-island atmosphere and look out toward nearby hilltop settlements, beaches and the rugged interior that gives Sifnos its calm, elegant character.
Approaching Monemvasia by sea, you are greeted by a dramatic rocky islet crowned with stone walls and clustered houses, one of the most striking coastal silhouettes in Greece. From the port area, the famous fortified town lies nearby and the whole setting feels atmospheric, sun-washed, and quietly timeless.
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.
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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.
Fethiye
Fethiye greets ships with a wide turquoise bay, pine-covered hills and a laid-back Mediterranean atmosphere. From the harbour, the town stretches around the waterfront, while nearby you can look out for the rock tombs in the cliffs and the yacht-filled marina that gives the coast its lively, nautical feel.
Symi
Arriving by sea, Symi makes a striking first impression with its steep hillsides, calm natural harbour and rows of elegant pastel houses rising above the waterfront. Near the port you can soak up the relaxed island atmosphere, watch the small boats in the bay and enjoy views toward the colourful town and the rocky coast beyond.
Astypalea
Arriving by ship at Astypalea, you are greeted by a striking whitewashed town rising above a deep blue bay, with the island’s hilltop silhouette setting the scene. Nearby, you can look out for the traditional Cycladic-style houses and the old castle crowning the ridge, while the harbour area itself feels calm, sunlit, and unmistakably Aegean.
Sifnos
Arriving by sea, Sifnos greets you with a bright Cycladic shoreline of whitewashed villages, dry hills and clear blue water, with the island’s main port set at Kamares in a broad, sheltered bay. From the harbour, it’s easy to enjoy the relaxed small-island atmosphere and look out toward nearby hilltop settlements, beaches and the rugged interior that gives Sifnos its calm, elegant character.
Monemvasia
Approaching Monemvasia by sea, you are greeted by a dramatic rocky islet crowned with stone walls and clustered houses, one of the most striking coastal silhouettes in Greece. From the port area, the famous fortified town lies nearby and the whole setting feels atmospheric, sun-washed, and quietly timeless.
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.
