Wear comfortable walking shoes, as parts of the trail can be uneven. The hike involves moderate inclines and some rocky terrain, so a basic level of fitness is required. Start early in the morning or late in the afternoon to avoid the midday heat, especially during summer. Bring sunscreen and a refillable water bottle; while there are occasional shops and cafes along the way, they’re spaced out.

To start the hike from Fira, head to the main square and follow the signs toward Firostefani. If you’re beginning in Oia, start at the northern end of the village. Both Fira and Oia are accessible by local buses, taxis, or private transfers, making it easy to start the hike from either direction.

The best time for the Fira–Oia hike is during the shoulder seasons of spring (April–June) and fall (September–October) when the weather is mild and the trails are less crowded. If hiking in summer, early morning or late afternoon is ideal to avoid the scorching sun. The route is especially magical during sunrise or sunset, offering unparalleled views of the caldera.

To make the most of your hike, consider stopping at some of the highlights along the way. Take a detour to explore Skaros Rock, enjoy a coffee in Imerovigli, or visit one of the blue-domed churches for iconic Santorini views. If you’d prefer a shorter hike, start in Imerovigli and walk to Oia, which covers the most scenic portion of the trail. The hike is a rewarding journey that showcases Santorini’s natural beauty and charm.