Oia, Greece 5 Day Itinerary

Day 1 - Arrival & Exploring Oia

  • Accommodation: Stay at a traditional Cycladic hotel in Oia, such as Katikies Hotel or Canaves Oia Suites for an authentic experience.
  • Transportation: The best way to get around Santorini is by renting a car, scooter, or ATV. Make sure to have an international driver’s license if you plan on driving.

Activities

  • Start your day with breakfast at one of the local bakeries like To Marteleti or Melitini.
  • Visit the Blue Domes church for a stunning photo opportunity.
  • Wander around Oia’s narrow, whitewashed streets, lined with blue-domed churches and charming shops.
  • Explore the ruins of Castle Kyklope (Katagaki) offering breathtaking sunset views.
  • Visit the Museum of Ancient, Byzantine and Post-Byzantine Religious Art for a glimpse into Santorini’s history.

Day 2 - Fira & Archaeological Sites

  • Transportation: Take the cable car or a donkey ride from Oia to Fira (the capital of Santorini). Alternatively, you can hike along the scenic path between the two towns.

Activities

  • Spend the morning exploring Fira’s shops, museums, and archaeological sites like the Archaeological Museum of Santorini and the Prehistoric Thera Museum.
  • Visit the open-air Anthropology Museum to learn about the island’s traditional life.
  • For lunch, try out Metaxi Mas or Pelekanos Taverna in Fira for delicious Greek cuisine.
  • In the afternoon, visit the Akrotiri Archaeological Site, a Bronze Age settlement buried by volcanic ash that offers fascinating insights into ancient civilizations.

Day 3 - Wine Tasting & Beaches

Activities

  • Take a wine tasting tour in Santorini’s vineyards. The Santo Winery and Domaine Sigalas are popular choices.
  • Spend the afternoon at Red Beach (Kokkini Ammos), one of Santorini’s most picturesque beaches, famous for its red volcanic rocks. Be prepared as it can get crowded during peak season.

Day 4 - Akrotiri & Oia Sunset

  • Transportation: Rent a car or ATV and drive to the Akrotiri Lighthouse.

Activities

  • Visit the prehistoric ruins at Akrotiri again for an in-depth exploration.
  • Head to the Akrotiri Lighthouse, where you can enjoy lunch with stunning views at a nearby restaurant like La Sirena or Taverna Argos.
  • Drive back to Oia and prepare for the famous Santorini sunset at Amoudi Bay or Sunset Viewpoint.

Day 5 - Departure

  • Spend your final morning enjoying a leisurely breakfast, taking in the sights one last time, and shopping for souvenirs before heading to the airport or port for your departure.