Hiking in the Greek Isles

Hidden Trails and Golden Beaches of the Cyclades


Greece casts a spell, with its honey-colored isles surrounded by azure seas. In the archipelago of the Cyclades, named for the circle it forms around the sacred island of Delos, we hike on Tinos, Naxos, and rugged Amorgos, each island its own distinctive realm of bougainvillea-draped villages and cobbled pathways above the Aegean. As we hike past blue-domed churches, up to cliff-perched monasteries, and to tiny whitewashed villages, the good life of Greece surrounds us. Our Greek Trip Leaders are famously passionate about food, and along the way, they’ll introduce us to a mouth-watering array of seasonal and local treats.

Itinerary at a Glance

Days 1-5, Sep 18-22, 2023
Athens / Tinos

From Athens, we ferry to Tinos to hike along paths past small villages and up an old Roman road to the great Venetian fortress of Exomvourgo. One hike brings us to lovely Pyrgos, and another takes from the mountain village of Falatados down to the beach at Livada for a swim.

Divani Palace Acropolis
Athens, Greece
Day 1 (1 night)
Hotel Voreades
Tinos, Greece
Days 2 to 5 (4 nights)
Days 6-8, Sep 23-25, 2023
Naxos / Mount Zas / Apano Kastro

Crossing the blue Aegean to Naxos, Lord Byron’s favorite Greek island, we explore the twisting lanes of Chora, the main town, and hike on Mount Zas (3,284'), the highest point in the Cyclades and home to a sacred cave thought to be the birthplace of Zeus. We also hike to Apano Kastro, an ancient fortress perched on a rocky hilltop that was built in the 13th century by the Venetians, and admire a glorious sunset from the Portara, an uncompleted temple from 506 BC.

Alkyoni Beach Hotel
Naxos, Greece
Days 6 to 8 (3 nights)
Days 9-13, Sep 26-30, 2023

Easternmost of the Cyclades, Amorgos is a gorgeous island of hidden coves and dramatic mountains. Traditional stone-paved paths lead us between villages, past frescoed churches, and along the spectacular coast. One ramble is up to Hozoviotissa, an 11th century monastery set high above the Aegean. Depart on Day 13 via Athens.

Vigla Hotel
Tholaria, Greece
Days 9 to 12 (4 nights)



Hike village to village along island pathways of Tinos, Naxos, and Amorgos
Savor the delightfully authentic and homemade dishes of each island
Swim in the beautiful coves of the blue Aegean
Enjoy a wonderful immersion into the culture and history of Greece with our exuberant Trip Leaders


Length: 13 days
Cost From: $4995  
Arrive: Athens, Greece
Depart: Athens, Greece
Lodging: 12 nights hotels and country inns
Meals: All meals included except 1 lunch and 2 dinners as indicated in the Detailed Itinerary (B=Breakfast, L=Lunch, D=Dinner)
Activity: Hiking / Trekking, Archaeology, Cultural Adventures
Trip Level:

7 hiking days on moderate to strenuous trails, some steep sections, 3-6 hours a day, van support