4Santorini – For Romance, Sunsets & Caldera Views

Suggested stay: 4 days

Start your island adventure with one of Greece’s most visually stunning destinations—Santorini. Yes, it’s popular, but it’s popular for a reason. With its dramatic cliffs, cobalt-domed churches, and sweeping views over the caldera, Santorini is the quintessential Greek postcard come to life. Stay in Oia or Imerovigli for those breathtaking sunsets and infinity pool moments. Spend your days wandering through whitewashed alleyways, sipping Assyrtiko wine at a clifftop winery, or visiting the ruins of Ancient Thera and Akrotiri, the Minoan city preserved in volcanic ash.

Don’t miss the hike from Fira to Oia—a 10 km trail along the caldera rim that offers spectacular photo opportunities. For a relaxing change of pace, head to the volcanic beaches of Perissa or Red Beach.

Why it works: Santorini offers a magical start to your trip and sets the tone with luxury, romance, and deep history.

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