In any other island destination in the world, the beachfront would be the most prized and expensive real estate. Another traditional village, Megalochori, sits in the heart of Santorini’s wine region with an alluring village center to explore. The traditional, mountain village of Pyrgos is another excellent choice for a romantic atmosphere and sunsets, plus panoramic views over the whole island from its perch at one of the highest points in Santorini. To avoid the crowds while still taking in the caldera views, stay in the stretch between Imerovigli and Oia or head farther south to the cliffside hotels near Akrotiri, Megalochori, or Mesaria – though you’ll want to rent a car to get around, as hotels along the southern rim of the caldera tend to be more isolated with little within walking distance (which is fine if you just want to spend most of your time by a pool enjoying the caldera views). However, the cliffside villages can become crowded, especially during the summer months when the cruise ships arrive with throngs of day-trippers. I strongly recommend that you stay in one of the caldera towns as this is what makes Santorini so special – the incredible views and almost surreal setting. The hike between these four villages is one of the highlights of a Santorini visit. It’s easy to walk between Fira, Firostefani, and Imerovigli but Oia is a two-hour hike (or 20 minutes by bus or taxi) north of Imerovigli so feels like a separate part of the island. They each have different pros and cons, but most visitors, especially first-timers, will prefer to stay in one of these four villages. To best absorb the legendary scenery, travelers should plan on staying on the northwestern side of the island in one of the four villages built on the side of the caldera’s rim: the capital Fira, relaxed Firostefani, romantic Imerovigli, and upscale Oia. The volcanic island of Santorini is most loved for its dramatic landscapes and breathtaking views over the caldera, especially during sunset. The Best Areas to Stay in Santorini See Also Photo taken during a Santorini helicopter tour. Almost sunset over Oia, the most luxurious village in Santorini.
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