Highlights
Greek food tour in Tinos. Hike to the castle of Tinos. Food and Culture tour of Naxos. Sail and snorkel in the Aegean Sea.
Itinerary
Blue seas, whitewashed villages, and sun-soaked hillsides—imagine discovering the lesser-known side of Greece on the "Greece: Walking in the Greek Islands" tour. This eight-day small group walking adventure, starting in Athens and concluding in Santorini, reveals hidden gems across Tinos, Naxos, and more.
Begin on tranquil Tinos, famous for the Church of the Annunciation and authentic Greek culture. Then, ferry to Naxos, where Venetian mansions, winding alleys, and a hilltop castle invite exploration. From kayaking the azure waters to tasting local distillations and marveling at Byzantine churches, each day delivers a new facet of island life.
The tour’s unique selling point? A chance to experience the authentic rhythms and landscapes of the Greek islands, far from tourist crowds—perfect for travelers eager to combine gentle walks with rich cultural immersion.
day 1 - Athens
Athens has always been the gateway to the Greek islands and an island hopping trip is part of everyone's vision when you think about exploring this magnificent part of the world. Imagine the warm sun on your face, the blue water that turns to azure, and the beautiful white villages that starts coming into focus. Welcome to Tinos, and to Greece, and we invite you get off the beaten track and live in the moment.
Meet very early at our Athens hotel. Depart early for the port of Rafina, where we board our ferry to Tinos, find a good spot to sit and enjoy the views. Arrive in Tinos and enjoy free time to explore over lunch; dinner today is a walking food tour of the old town.
day 2 - Tinos
Lesser known and lesser visited, Tinos is what you imagine in your mind's eye when you picture the Greek islands. In the southern part of the island, a rocky outcrop known as the castle is your backdrop as you hike around the castle from village to village and learn about the history and culture of the island.
After a delicious breakfast, set off for the trailhead and begin your hike in Exombourgo. Pass through various small towns on this moderate hike and finish in time to gather for a well deserved lunch at a local restaurant. The rest of the day is at leisure. Spend time relaxing by the pool overlooking the Agean or walk down to the beach right from the hotel. Some time in the water is calling your name.
day 3 - Naxos
Each Greek island is distinct from the other and has its own unique feel and specialties that can be found only there. This is one of the main reasons why island hopping in Greece is so rewarding; each Day is a unique adventure. Naxos welcomes you with an exclusive food and wine experience making and tasting local Arseniko cheese and visiting a vineyard to learn and sample some of the locally produced wine.
Leave Tinos by Ferry for Naxos. After a fulfilling-and filling-afternoon discovering Naxos' cheese and wine trail, arrive at your hotel in time for a late afternoon swim.
day 4 - Naxos
Even though we may love our modern conveniences, it's impossible not to imagine what life was like over 500 years ago, especially, on a small island. Here on Naxos you have the chance to briefly step back in time on a hike that gets you out into the countryside with a local guide, learning about how the valley of Tragea helped the entire island to flourish economically and socially over 500 years ago.
Transfer from your hotel to the trailhead where you start our journey. Along the way, discover this island's hidden treasures, meet locals and enjoy a delicious lunch. Early afternoon is spent at the hotel, with some time off to refresh and relax, an opportunity to enjoy the local beach right down the street from your hotel.
day 5 - Naxos
There is no better Day in the Aegean than sailing around the Islands, jumping off to cool down, swimming in the azure water or snorkelling to search for fish and lost treasures. A trip to the Greek islands wouldn't be complete without a Day out on a boat.
Head out for the entire day on a small sailing yacht. Stop at Piso Livadi in Paros, where you will have time to explore and choose from one of the local tavernas to grab a bite to eat. You return to your hotel in the late afternoon.
day 6 - Santorini
There is no island more famous in Greece than Santorini. Its white building with blue domes are famous the world over and there is no better place to end our island hopping. Upon arrival, let your interests and energy level guide you. You have the choice between two fantastic and distinct experiences today. If you are ready to get out and walk, choose to hike from Fira to Oia. If you would rather take it easy, join a guided tour of Santorini by vehicle. Both experiences end in Oia, so you may even run into your fellow travellers along the way.
Board the ferry to Santorini and in no time at all you will recognize the white villages high above. Whether you choose to hike or to take a guided tour, we know Santorini will impress you.
day 7 - Santorini
Explore Fira this morning with a CEO-led orientation walk before using free time to personalize your time. End the Day with a beautiful sunset cruise.
Head to Fira for a short orientation walk of the town where you can enjoy lunch on your own. This evening, head back to the port to embark on a sunset cruise. Bring your bathers, as there will be time for snorkelling and swimming. A beach barbecue will be served during your cruise.
day 8 - Santorini
Today your adventure comes to an end, but the memories made during your time in the Greek islands will live on.
Depart at any time. Please note, your transfer to the airport is included.

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What's Included
Note: Allow USD220-290 for meals not included.
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