Discover one of the most beloved hikes on Andros — a route that seamlessly weaves together lush valleys, traditional villages, Byzantine castles, and sweeping sea views. This half-day adventure is a deep dive into the cultural and natural heritage of southern Andros.

Our journey begins in Chora (Andros Town), where we set off on a historic stone-paved trail that once connected the island’s fortified settlements and served as the main artery for trade and farming. The path leads us uphill, offering ever-expanding views over the island’s dramatic terrain.

Our first stop is the village of Sineti, known for its stone houses, mountain views, and local Folklore Museum — a lovely pause to understand Andros’ rural life of past centuries.

We continue into the lush Dipotamata Valley, one of Andros’ most ecologically important landscapes. This green gorge is home to a remarkable collection of 22 stone watermills, all scattered along the stream, surrounded by dense vegetation and birdsong. A paradise for both nature lovers and photographers.

From the valley, our trail ascends toward Epano Kastro (Upper Castle). Built atop a commanding plateau at 600 meters, the site offers 360-degree views of Andros and the Aegean. Once the largest medieval settlement on the island, the remains of Byzantine fortifications and cisterns tell stories of power, protection, and history shaped by wind and stone.

We then descend toward Kochylou, a quiet mountain village with sea-facing balconies. Here, we take a well-earned break at a traditional kafeneio with a view stretching down to Korthi Bay.

Our hike ends at the inviting shores of Korthi Bay (Yialos). Bring your swimsuit—there’s time for a swim in the crystal-clear waters before we return by car to Chora, full of impressions and island spirit.

• Walk the historic medieval trail from Chora to Korthi
  

• Visit the Folklore Museum of Sineti
  

• Explore the Dipotamata river valley and its 22 old watermills
  

• Reach Upper Castle, the best panoramic viewpoint of Andros
  

• Pause for local treats in Kochylou village

• Finish at Korthi Bay with a refreshing swim in the Aegean
  

• Return to Chora by vehicle

• Guided hiking tour led by European-certified guides  (English, French, Italian)

• Snacks & water provided along the trail

• Hiking poles (upon request)

• Safety & First Aid equipment for a secure experience

• Digital photo collection of your tour

• Picnic lunch (optional, available upon request)
• Pick  up / Drop off (upon request)
• Gratuities (optional)

• The hikes offer a moderate hike with a maximum of 4-5 hours walk. This tour requires reasonable physical and mental health on behalf of all participants!
• This tour is not suitable for people with walking difficulties.
• Necessary: long trousers, appropriate shoes and socks, hat and sunscreen.
• Insurance: Participants should be covered by their own personal travel-health insurance prior to the trip. One Foot Forward is not responsible for any accidents or mishaps directly or indirectly related to the tour. (See Terms & Conditions)
• Children over 9 years old can book when accompanied by an adult.
• Confirmation and meeting point info will be received at the time of booking