Meet your guide and start heading to the southern village of Megalochori, considered one of the most beautiful villages on the island. Here, you can meander down the narrow pathways and check out the cave houses, neoclassical houses, and local chapels.

Now your guide will turn into the alleys of the laid-back village of Pyrgos. With its cute alleyways and stunning Venetian castle, you’ll see all the unique details the town has to offer. While you’re here, take some time to admire the view of castle dating back to the 13th century.

Next, your guide will take you to Anhydrous Winery, where you’ll sample award-winning wines made from local grapes and pair them with delicious local specialties. While you sip on your wine, you can learn about the agricultural traditions of the island.

After your wine tasting, it’s time to visit the iconic Oia – with its characteristic houses and old Venetian Castle. You’ll have some time to explore the north of the island and take in the sights, shop, or simply sit at a café to take in the hustle and bustle of life in Oia.