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Greek Island Wanderer

5.0Based on
14 days
14 daysDuration
Small Group TourUsually 8-12 participants
16 peopleMaximum group size
16 - 99 yearsAge range for participants
EnglishGuide language
Easy
Light physical activity suitable for most people with average fitness levels.
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Highlights

Santorini - Discover postcard-perfect Santorini with its volcanic scenery and blue-domed churches. Syros - Uncover the capital of the Cyclades Islands with coastal walks and pit stops in seafront tavernas. Paros - Walk an ancient Byzantine road and explore the local sea life with a snorkelling trip on Golden Beach.

Itinerary

Greece’s Cycladic islands beckon on the "Greek Island Wanderer" walking tour, a 14-day odyssey bridging ancient history and sunlit shores. Journey from Athens’ storied streets to the whitewashed villages and blue domes of Santorini, with stops in Syros, Paros, and Naxos. Each island offers a unique blend: coastal walks, seaside tavernas, ancient ruins, and snorkeling adventures off Golden Beach. With an easy activity level, this trip is tailored for experienced travelers eager to balance leisurely strolls with cultural deep-dives. The unique selling point? A thoughtfully paced tour package that captures the essence of Greek island life—combining natural beauty, history, and culinary delights for an unforgettable Mediterranean escape.

day 1Join trip in Athens

Our tour starts in Athens, Greece's historic hub. The city is a heady mix of ancient and modern, having been the capital of Greece for less than two centuries, but with a history dating back over 3,000 years. Located on the Plain of Attica, it's also an area of breathtaking scenery, set against a backdrop of mountains and stretching to the blue coast. For those arriving on time, our tour leader will meet you in the hotel reception at 7.30pm and, for those that wish, there'll be the chance to go out for dinner. Due to a number of flights arriving into Athens later in the evening, our welcome meeting will take place on the morning of day two. There are no activities planned today, so you're free to arrive in Athens at any time. If you'd like an airport transfer, you'll need to arrive into Athens International Airport (ATH), which is around a one-hour drive from our hotel. On arrival, please look out for your driver who will be waiting in Arrival Hall A near exits 1 and 2, holding a branded sign. If your flight arrives earlier in the day, you might like to visit one of the cafes in the colourful Psyrri district, which offer traditional Greek cuisine of scrumptious aubergines, tomatoes and cheese washed down with ouzo or raki. There are traditional rustic tavernas in the well-known Plaka area at the foot of the Acropolis, too.

Accommodation
Hotel Evripides

day 2Walking tour in Athens, chance to visit Acropolis

day 3Ferry to Syros Island, afternoon coastal walk

day 4Free day, chance to take coastal walk around the island

day 5Free day in Syros, evening ferry to Paros

day 6Free day with optional caique boat cruise

day 7Walk along the Byzantine road

day 8Ferry to Naxos, afternoon orientation tour of old town

day 9Free day in Naxos with optional visit to Delos and Mykonos

day 10Full day exploring Naxos

day 11Ferry to Santorini and optional wine tasting

day 12Free day on Santorini Island, optional volcano excursion

day 13Exploring Santorini Island, including Caldera walk to Oia and free afternoon

day 14Trip ends in Santorini

What's Included

Accommodation
Hotel Evripides (2 nights)Hotel Francoise (2 nights)Anezina Village Hotel (3 nights)Hotel Mare Naxia (3 nights)Hotel Nikolas (3 nights)
Meals
13 Breakfasts
Transport
Driver(s)BusFerry
Guide
Explore Tour Leader
Others
Taxi

What's Excluded

Customer Reviews

4.8

based on 27 reviews
21
6
E
EddieVerified Traveler
5.0 | Excellent

We like Explore! because of the small group mode of all the tours we've done with Explore! (5, so far). The Greek Island Wanderer was 5 guests and a guide, and we had 3 in our party. So, it was the smallest group ever for us. But it was like friends taking a tour and one of them happened to be a local expert. Panajotis was a brilliant tour guide who is passionate about his adopted country. I can't say enough about the tour guide, Pan. The calm nature he presented while the gears were turning in his head to find us the best places for history, the views, the coffee shops and restaurants plus the people of the places we visited. He figured out how to accommodate me and my need for MORE and my wife who's a marathoner but a shopper too. Plus, our cousin Gary with a physical limitation and a lady fresh out of an April surgery who was a total Champ. Folks could dial into all they wanted or chill out with the options Pan offered for 2 weeks. Just brilliant. Overall, the tour was fantastic, so my inputs are really only the stand-out goods or bads. Starting in Athens, the Evripides Hotel was a great choice. The location and the facility offered everything we needed. Initially, it seemed to be in a bad part of town, but it turns out that Athens just looks like that all over and its just fine. The location is unbeatable. We loved the long walks through Athens despite the heat. My wife would have added a few more water or refreshment stops. We absolutely loved the ferries. That's something new for Americans. The schedule was nice between islands allowing just enough time to really see the top spots. We also loved taking the night ferry to Paros. The Mykonos option was fun because of the Super Express Ferry, and we skipped the ruins stop. I’d have been happier staying on Naxos for that day but, indeed, Mykonos is a must-see on most folks list, so I’d do it again. I’d call it marginal. The Francois Hotel on Syros was a low spot. Its very small and the shower stall was ridiculous. We were glad to move on. Each island had its own charm, and the accommodation was just right in all the other places. On Santorini, Pan took us into an art Gallery where he knows the proprietors. I'm a rather-be-hiking guy but my wife and our cousin thoroughly enjoyed that visit. They both suggested more museum and gallery stops. Again, Panajotis made the trip what it was. I’m glad we had him almost all to ourselves even though we usually consider that the other guests and their experiences and conversation to easily be 50% of the reason for traveling in the first place. We’ll be perusing the Explore! Website soon for our next adventure.

C
ChandraVerified Traveler
5.0 | Excellent

Loved the trip, it was everything I hoped for and more! The trip followed the itinerary and had lots of exciting things to do. I loved the hiking, the group/leader, and itinerary.

A
AnonymousVerified Traveler
5.0 | Excellent

A wonderful holiday, with a great group and an excellent tour guide. Highly recommend this trip! Would definitely repeat.

R
RomaVerified Traveler
4.0 | Very Good

The bedrooms for 2 people were a bit too small. Everthing else was very good.

J
JoyVerified Traveler
5.0 | Excellent

The Greek Wanderer was an awesome trip around four separate islands (Syros, Paros,Naxos & Santorini) -each different & interesting. Loved it all. The transfer on ferries between islands is quite a process with lining up, crowd jostling, hauling suitcases, managed exceptionally well by our experienced guide Charlotte. Greek food is awesome with fresh salads, local herbs and warm freshly baked breads. The hi light for me were the hikes. Some were a ramble, others were more challenging but each was sensational. Stone walled laneways, mountain vistas, donkeys, horses, wild herbs of thyme, dill, rosemary perfuming the air. Poles & good walking boots made it comfortable & safe. Our wonderful guide Charlotte, ensured everyone was catered for. With varying levels of fitness & desire to get hot & sweaty, Charlotte always offered alternate activities. You could remain at the hotel enjoying the pool, stroll around local sites or do partial walks & catch a local bus back to accommodation. The accommodation was basic but adequate. With mostly private family run businesses they offered a more personal touch. Some hotels lacked lifts (stairs only), so best keep your luggage as lightweight as possible. Our sensational guide Charlotte ensured all ran like clockwork. Buses, ferries, taxis, museums, restaurants were all organised & details communicated to each member of the group via WhatsApp. I would recommend this trip.

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