Summary: Settle into the emerald heart of the Sporades. After checking into your hotel, explore the vibrant town of Skiathos with a short hike through its charming alleys and historic churches, concluding with a relaxed evening by the Aegean Sea.
Hike: 3.2 km (2 mi) | Elevation: 30 m (100 ft) | Duration: ~1 hour
Today’s Journey:
Overnight: Skiathos
Summary: Begin your journey at the port, walking past the tranquil Agios Georgios Lagoon. The trail follows the edge of the famous airport runway—a world-renowned spot for plane spotters—before arriving at the serene Xanemos Beach for a refreshing swim.
Hike: 6.9 km (4.3 mi) | Elevation: 60 m (197 ft) | Duration: ~2 hours
Today’s Journey:
Overnight: Skiathos
Summary: A spectacular trek along the rugged northern coastline, traversing lush forests and discovering secluded gems like Aselinos and Mandraki beaches. The path leads through the protected Koukounaries pine forest to the legendary golden sands of Koukounaries Beach.
Hike: 16 km (10 mi) | Elevation: 475 m (1,558 ft) | Duration: ~5.5 hours
Today’s Journey:
Overnight: Skiathos
Summary: Ascend ancient stone paths through olive groves to reach Karaboukotrona, the island’s highest peak. After taking in 360-degree views of the Sporades, descend to the acclaimed Parissis Winery for a sophisticated tasting of local delicacies and wines.
Hike: 7.9 km (4.9 mi) | Elevation: 436 m (1,430 ft) | Duration: ~3 hours
Today’s Journey:
Overnight: Skiathos
Summary: Discover the island’s spiritual and defensive history at the Evangelistria Monastery before trekking to the cliff-top ruins of Kastro, the medieval capital. Conclude your day with a private boat voyage back to the port, offering a noble perspective of the coastline.
Hike: 7.3 km (4.5 mi) | Elevation: 349 m ascent / 513 m descent | Duration: ~3 hours
Today’s Journey:
Overnight: Skiathos
Summary: Enjoy your final morning in the Sporades before your private departure transfer.
Today’s Journey:
Overnight: Departure
The lush landscapes of Skiathos are best enjoyed during May to June (for blooming forests) and September to October (for warm waters and mild hiking temperatures).
Learn more about the best time to visit Greece in our article “Best Time to Hike in Greece: A Seasonal Guide“.
This tour is rated as Moderate. It is suitable for active hikers of all levels, with daily trails ranging from coastal walks to summit ascents on varied terrain.
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 €980 per person (based on double occupancy). Prices vary based on season and group size; please contact us for a precise quote.
We believe your rest should be as inspiring as your walk. You will stay in handpicked, boutique accommodations chosen for their authentic character, comfort, and easy access to the island’s natural beauty.
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“.
This is your adventure. We are happy to shape the trip to your specific needs—whether you wish to extend your stay, upgrade your accommodation, or add private guided days.
