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 · 18–25 September 2027
18 September 2027 – 25 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.
Approaching Pythagoreio by sea, you see a compact harbour town backed by low hills, with whitewashed buildings, fishing boats and a relaxed Aegean island atmosphere. From the port, the waterfront and old-town lanes are nearby, and the wider coast of Samos invites gentle walks and views rather than big-city bustle.
Arriving in Cesme, you are welcomed by a bright Aegean coast of clear water, low hills and a lively marina atmosphere shaped by ferries, fishing boats and seaside promenades. Nearby, the town is known for its relaxed resort feel, with waterfront cafés, beaches and the historic castle overlooking the bay.
Arriving at Skyros, you are met by a quiet island port with clear Aegean light, low hills and a relaxed, unhurried atmosphere. Nearby, the coast feels rugged and open, while farther off you can look toward the island’s whitewashed main town climbing the hillside below its old castle.
Approaching Skopelos by sea, you are met by a green island rising above a quiet harbour, with whitewashed houses climbing the hillside beyond the waterfront. Nearby, visitors can enjoy the relaxed small-town atmosphere, narrow lanes, and wide views of the Aegean framed by pine-covered slopes.
Poros welcomes ships with a relaxed island atmosphere, low hills, whitewashed houses and a waterfront lined with cafés and small boats. From the harbour, the charm of the nearby town, pine-fringed shores and views across the narrow strait make this stop feel intimate and unmistakably Greek.
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.
Pythagoreio
Approaching Pythagoreio by sea, you see a compact harbour town backed by low hills, with whitewashed buildings, fishing boats and a relaxed Aegean island atmosphere. From the port, the waterfront and old-town lanes are nearby, and the wider coast of Samos invites gentle walks and views rather than big-city bustle.
Cesme
Arriving in Cesme, you are welcomed by a bright Aegean coast of clear water, low hills and a lively marina atmosphere shaped by ferries, fishing boats and seaside promenades. Nearby, the town is known for its relaxed resort feel, with waterfront cafés, beaches and the historic castle overlooking the bay.
Skyros
Arriving at Skyros, you are met by a quiet island port with clear Aegean light, low hills and a relaxed, unhurried atmosphere. Nearby, the coast feels rugged and open, while farther off you can look toward the island’s whitewashed main town climbing the hillside below its old castle.
Skopelos
Approaching Skopelos by sea, you are met by a green island rising above a quiet harbour, with whitewashed houses climbing the hillside beyond the waterfront. Nearby, visitors can enjoy the relaxed small-town atmosphere, narrow lanes, and wide views of the Aegean framed by pine-covered slopes.
Poros
Poros welcomes ships with a relaxed island atmosphere, low hills, whitewashed houses and a waterfront lined with cafés and small boats. From the harbour, the charm of the nearby town, pine-fringed shores and views across the narrow strait make this stop feel intimate and unmistakably Greek.
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.
