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Wine Tasting · Village Walk · Syros

Syros: Wine Tasting and Village Walk

Syros wine tasting and village walk in San Michalis, with local wines, Cycladic flavours, old stone paths and panoramic Aegean views.

45 min + 90 min Duration
0.5 km Distance
From €50 Price
San Michalis Meeting point
Full experience details
  • DurationWalk 45 minutes / wine tasting 90 min
  • Distance0.5 km / 0.3 miles
  • DifficultyLevel 1
  • Active periodMarch – September
  • Available daysWednesday, Thursday, Friday
  • Meeting pointSaint Benedict, San Michalis
  • Meeting time18:00
  • Hiking18:00 – 18:45
  • Wine tasting19:00 – 20:30
  • End of activity20:30
  • Age18+ years old
  • Minimum participants2
  • View on mapOpen map

Syros wine tasting and village walk in San Michalis

This Syros wine tasting and village walk takes you through San Michalis, the oldest settlement on the island, before ending with local wines and Cycladic delicacies.

Step off the beaten path and into the timeless charm of San Michalis, the oldest settlement on Syros. This guided walking tour follows narrow stone paths and forgotten corners of a village where history lingers in every ruin and the scent of wild herbs fills the air.

As you explore, you will hear stories from the past of Syros, admire sweeping views over the Aegean and take in the quiet, nostalgic atmosphere that makes this place truly unique.

After the walk, the experience continues at a scenic spot with a tasting of local Syros wines, accompanied by hand-picked local delicacies, charcuterie and cheese platters.

Whether you love history, nature, wine or slow local experiences, this route connects you with the land, its flavours and its soul. It is an easy, sensory experience that blends nature, history and Cycladic tradition.

For more food and culture ideas on the island, explore more experiences in Syros or discover the history of Syros on syros.gr.

Syros wine tasting and village walk highlights

Oldest village of Syros Walk through San Michalis, the oldest settlement on the island.
360-degree views Enjoy panoramic views over Syros and the surrounding Aegean islands.
Local winery Enjoy a wine tasting experience at a local winery.
Cycladic flavours Taste local wines with charcuterie, cheese platters and selected delicacies.
Village atmosphere Discover stone paths, ruins, wild herbs and the nostalgic atmosphere of San Michalis.
Slow local experience Combine nature, history, wine and authentic Cycladic tradition in one evening.

Itinerary for the Syros wine tasting and village walk

18:00 — Meeting at Saint Benedict, San Michalis The experience begins at Saint Benedict in San Michalis, the oldest village of Syros.
18:00 – 18:45 — Village walk Walk through the stone paths, quiet corners and old village atmosphere of San Michalis.
Stories, herbs and views Discover local stories, wild herbs and panoramic views over Syros and the nearby islands.
19:00 – 20:30 — Wine tasting Enjoy local wines with a variety of charcuterie and cheese platters.
20:30 — End of activity The experience ends after the wine tasting, in a scenic and relaxed setting.
The experience is available for adults aged 18 years and above.

Included

  • English-speaking Trekking Hellas guide
  • Wine tasting
  • Variety of charcuterie and cheese platters
  • Liability insurance

Not included

  • Anything not mentioned above
  • Pick-up and drop-off transfer from and to your accommodation, optional
  • Tips and gratuities

Optional additional costs

  • Local transportation: €18/person per way

What to bring

  • Comfortable shoes for walking
  • Hat
  • Sunglasses
  • Sunblock
  • Your own personal water bottle

Who it is suitable for

This easy village walk and wine tasting experience is suitable for adults who want to discover San Michalis, local wines and Cycladic flavours in a relaxed evening setting.

It is suitable for travelers aged 18 years and above. The walking part covers approximately 0.5 km and is rated difficulty level 1.

The people behind the experience

This experience is led by people who know Syros from the inside and share with visitors the island’s landscapes, local stories and authentic flavours.

Their aim is to offer outdoor, cultural and gastronomic experiences with respect for the local identity and the rhythm of Syros.

Aggelos Raouzaios Syros outdoor experience host
Owner and program coordinator

Aggelos Raouzaios

Born and raised in Syros, Aggelos has loved nature since childhood. Today, he shares the island’s most genuine side with visitors through outdoor routes and authentic local experiences.

Thodoris Kielich Kakolyris Syros outdoor experiences
Incoming tourism department

Thodoris Kielich Kakolyris

With experience in incoming tourism and a love for outdoor activities, Thodoris contributes to experiences that reveal the hidden natural treasures and local culture of Greece.

Contact the organizers directly

Speak with the local team for availability, questions, transfers or custom requests.

Frequently asked questions about this Syros wine tasting and village walk

What should I bring with me?
Please bring comfortable shoes for walking, a hat, sunglasses, sunblock and your own personal water bottle.
What other services can be included?
Additional services are available on request. Transfer can be arranged with pick-up from anywhere on the island, subject to availability and additional cost.
Is the wine tasting included?
Yes. The experience includes wine tasting and a variety of charcuterie and cheese platters.
Is it suitable for children?
No. This experience is suitable for adults aged 18 years and above.

Discover San Michalis through wine, history and Aegean views

A relaxed evening experience combining Syros’ oldest village, local wines, Cycladic flavours and panoramic views.

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€50 San Michalis · Wine tasting
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