
Summary: Follow the beautifully preserved stone-paved mule track that winds its way up to the spectacular Chora. Explore the white-washed alleys and the Venetian Castle for a panoramic view of the bay before returning to the harbor.
Hike: Length: 4.5 km | Duration: 2h | Ascent/Descent: 273m | Difficulty: Easy
Today’s Journey:
Overnight: Serifos
Summary: A demanding but rewarding day exploring the mountainous heart of the island. Visit the picturesque village of Kentarchos (Kallitsos) and the historic village of Panagia, passing through a landscape of wild peaks and deep blue Aegean vistas.
Hike: Length: 16 km | Duration: 6h | Ascent/Descent: 718m | Difficulty: Difficult
Today’s Journey:
Overnight: Serifos
Summary: Explore the industrial ruins that gave Serifos its nickname. Walk past abandoned mining galleries, rusted machinery, and stone loading docks down to the calm Bay of Koutalas for a refreshing break.
Hike: Length: 7 km | Duration: 3h 30min | Ascent/Descent: 428m | Difficulty: Moderate
Today’s Journey:
Overnight: Serifos
Summary: Start your Sifnian adventure directly from Apollonia. Walk through the noble mansions of Artemonas to the medieval fortified capital of Kastro. Visit the famous Church of the Seven Martyrs before returning to your hotel.
Hike: Length: 8.2 km | Duration: 3h 30min | Ascent/Descent: ~330m | Difficulty: Moderate
Today’s Journey:
Overnight: Sifnos (Apollonia)
Summary: A deep exploration of the island’s central and western backcountry. Hike to the highlands for a stunning “aerial” view over Kamares port and visit the remote, serene chapel of Panagia Toso Nero.
Hike: Length: 14.4 km | Duration: ~7h | Ascent/Descent: 635m | Difficulty: Moderate/Challenging
Today’s Journey:
Overnight: Sifnos
Summary: Walk through rare cedar forests and ancient olive groves to reach the secluded bay of Fykiada, accessible only on foot. A perfect day for nature and sea lovers.
Hike: Length: 10.7 km | Duration: 4h 30min | Ascent/Descent: ~400m | Difficulty: Moderate
Today’s Journey:
Overnight: Sifnos
Summary: Explore the rocky and atmospheric northern tip of Sifnos. Visit the ruins of an ancient tower and a seasonal lake before arriving at the traditional fishing village of Cherronissos for a final swim.
Hike: Length: 4.1 km | Duration: ~2h | Descent: 320m | Difficulty: Easy
Today’s Journey:
Overnight: Departure
The Greek islands are at their most vibrant during Spring (April–June) for lush geology and Autumn (September–October) for the perfect Mediterranean water temperature and soft, golden light.
Learn more about the best time to visit Greece in our article “Best Time to Hike in Greece: A Seasonal Guide“.
This tour is designed for active travelers with a moderate fitness level. You will navigate ancient stone paths, steady inclines, and rocky trails for 3 to 5 hours daily.
More about the difficulty levels of trails in Greece as well as about our grading system to be found on our dedicated article “Understanding Trail Difficulty in Greece: A Hiker’s Guide“.
Our premium self-guided experiences start from €945 per guest. This includes high-end logistics and curated stays. Pricing may vary based on your selected travel dates.
We have partnered with exceptional properties in Serifos and Sifnos to ensure your rest is as premium as your trek.
Learn more about the accommodation that we carefully select on our trips in our Journal article “Beyond the Buffet: Authentic & Boutique Hotels in Rural Greece“.
Make your journey even more comfortable or extend your stay with our bespoke add-ons. Contact us for a personalized quote.