
easy
3 hours
Suitable for most fitness levels; you should be comfortable walking 3 km on uneven terrain and climbing short stone steps.
Swap the daytime crowds for a quieter, after-dark walk along the caldera edge, then sink into a guided tasting of Assyrtiko and Vinsanto paired with traditional Santorinian dinner. This three-hour evening tour blends geology, local wine culture and easy hiking with hotel pickup.
The cobbled lanes of Fira are quieter at dusk: shutters click closed, stray cats pad between whitewashed houses, and the caldera edge throws a long shadow across the Aegean. A small group gathers under a ferryman’s lamp, and the guide checks headlamps before they step onto the Fira–Imerovigli section of the famous trail. The sun—still a fierce coin of orange—sinks behind the rim and Santorini, unhurried, begins to glow with thousands of scattered lights.

The trail uses uneven stone steps and low light; a reliable headlamp frees your hands and improves safety on descents.
Expect compacted volcanic ash, loose stones and short stair sections—grippy soles make the walk comfortable.
Evening breezes can mask dehydration — drink water before the hike and bring a small refillable bottle for the tasting afterward.
Temperatures can drop quickly after sunset near the caldera; carry a light jacket or windbreaker.
Santorini’s dramatic cliffs are the result of one of the largest volcanic eruptions in the Mediterranean; the island’s volcanic soils are central to its ancient and modern wine culture.
Stick to marked trails to limit erosion on fragile volcanic soil and support local tavernas and wineries that follow sustainable farming practices.
Illuminates the path and frees your hands for balance on rocky sections.
Provides traction on volcanic rock and stone stairs.
Blocks the cool caldera breeze that arrives after sunset.
spring specific
Keeps you hydrated before and after the hike; refill opportunities are limited.
summer specific