Greek Islands Private Tours

Greek Islands Tours and Experiences Hosted by Local Experts

Ancient archaeology, vibrant villages, world-class olive oil, and exciting local wines, there is much more to the Greek Islands than just another beautiful beach! Explore the islands of the Aegean Sea with a Context expert.
Escape to a world of wonder and discovery with our private tours in Greece, where you'll be guided by passionate experts who bring the rich history and cultural heritage of these islands to life. 

Looking for tours in Athens, Dephi, or Argolis? Check those out here.

Private Tours and Walking Tours of Santorini and Crete: The Context Difference

Ignite your sense of adventure with a Context private tour of Santorini or Crete, where you'll immerse yourself in the captivating stories of the Greek Islands and witness the echoes of ancient civilizations. Each island has its own unique character and charm. From the dramatic black volcanic sand beaches of Santorini to the traditional villages that feel lost in time on Crete, the array of island options is staggering. The Greek Islands offer breathtaking scenery, fascinating archaeological and historical sites, traditional foods, and delicious wines. On our Greek Islands private tours, our local experts will take you off the beaten track, away from the crowds, to get below the surface of these magical isles. 
What Context Greek Islands Travelers Say
30 Reviews (5.0)

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Alexandra was very knowledgeable and I recommend her highly.
Dimitra was an engaging, enthusiastic and expert guide. She is extremely knowledgeable about Minoan heritage and shared that in an accessible and entertaining way. The tour is split into two key parts; first at the Temple of Knossos where she was able to bring to life the history of the Temple and how it would have looked and operated during its heyday. She was clear and honest about the work that has been done to the Temple since it has been rediscovered and how successive owners have changed what we see today. The second part was in Heraklion's Museum of Archeology and here her passion for and knowledge of the collection was obvious. She highlighted for us beautiful items which showed particular skill or ability in their creation; but also quirky, more offbeat items which told a story or highlighted an aspect of Minoan life. She also responded enthusiastically to questions, which often took us to specific items to illustrate her answers to our questions. Overall this tour did exactly what we wanted and more - a thorough introduction to Crete and Minoan culture from a knowledgeable and entertaining guide. And in between the main points of the tour, Dimitra showed us other parts of Heraklion, and advised us on where to eat, and where to visit for the rest of our holiday.
Spiros was injured and unable to make it. Stiliosis filled in for him. He was excellent and modified the itinerary at our request. We could not more highly recommend him. Knew the subject very well and was very professional and responsive to our questions and requests.