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 · 25 September – 2 October 2027
25 September 2027 – 2 October 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.
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 by ship at Santorini, you are greeted by dramatic dark cliffs rising above the caldera and bright white villages perched high along the rim. Near the port, the landscape feels stark and volcanic, while the island above offers famous sea views, winding lanes, and the relaxed yet lively atmosphere of the Cyclades.
Bodrum greets arriving ships with a bright Aegean waterfront, whitewashed hillsides and a lively marina atmosphere. Near the harbour you can look out toward Bodrum Castle and the bay, while the town beyond feels relaxed by day and energetic in the evening.
Approaching Amorgos by sea, you are met by a dramatic Cycladic coastline of rocky hills, clear blue water, and small harbours tucked into the island’s rugged edge. From the port, the atmosphere feels quiet and sun-bleached, with whitewashed villages and sweeping Aegean views waiting nearby beyond the waterfront.
Approaching Hydra by ship, you are greeted by a compact, amphitheatre-like harbour framed by steep, rocky hills and elegant stone houses climbing the slope. Just beyond the waterfront, narrow lanes, small churches and sun-bleached viewpoints give the island a calm, refined Mediterranean atmosphere with no cars and a strong sense of old seafaring Greece.
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.
1-3 / 8
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.
Santorini
Arriving by ship at Santorini, you are greeted by dramatic dark cliffs rising above the caldera and bright white villages perched high along the rim. Near the port, the landscape feels stark and volcanic, while the island above offers famous sea views, winding lanes, and the relaxed yet lively atmosphere of the Cyclades.
Bodrum
Bodrum greets arriving ships with a bright Aegean waterfront, whitewashed hillsides and a lively marina atmosphere. Near the harbour you can look out toward Bodrum Castle and the bay, while the town beyond feels relaxed by day and energetic in the evening.
Amorgos
Approaching Amorgos by sea, you are met by a dramatic Cycladic coastline of rocky hills, clear blue water, and small harbours tucked into the island’s rugged edge. From the port, the atmosphere feels quiet and sun-bleached, with whitewashed villages and sweeping Aegean views waiting nearby beyond the waterfront.
Hydra
Approaching Hydra by ship, you are greeted by a compact, amphitheatre-like harbour framed by steep, rocky hills and elegant stone houses climbing the slope. Just beyond the waterfront, narrow lanes, small churches and sun-bleached viewpoints give the island a calm, refined Mediterranean atmosphere with no cars and a strong sense of old seafaring Greece.
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.
