Guided & Self-Guided Walking Holidays

Walking holidays in the Cyclades are about slowing down and exploring the islands on foot.
Following old stone paths, coastal routes, and village trails, each journey reveals landscapes shaped by nature, history, and everyday island life.

Our multi-day walking holidays combine scenic walks, cultural encounters, and time to swim, rest, and connect with the rhythm of the Cyclades.

What defines our walking holidays

• Carefully designed multi-day and multi-island walking journeys
• Easy to moderate routes, suitable for relaxed exploration
• Small groups and a slow, experience-led pace
• Family-run accommodation and authentic local food
• A balance of walking, culture, nature, and free time

Walking Holidays in the Cyclades 

Each itinerary below offers a different way to experience the Cyclades on foot — from greener northern islands to volcanic landscapes and quieter island combinations.

Choose the journey that best matches your interests, available time, and preferred pac