A Weekend in Santorini
Santorini (pop. 15,000) is even more beautiful than you’ve imagined. With its strange red rock formations rising dramatically out of the sea, whitewashed blue-domed villages precariously perched on the island’s edge, the depressed caldera, a smattering of colorful beaches, those glowing sunsets, and sprawling archaeological sites, it’s a jewel of an island. If you’re on a honeymoon or romantic getaway—or just exploring solo—here’s how to spend a weekend in Santorini.
Day One
There are a few moments in life worth splurging on, and getting a room in Oia or Imerovigli with a view of the caldera is one of them. An entire day can (should) be spent lounging poolside and marveling at the view. A few other recommendations for you on this day: Just relax, enjoy the view, and swim in the pool. When you feel the need to stretch your legs, here are a few ideas.
- Your first morning in Santorini should be spent gazing slack-jawed at the view. A stroll through Oia does the trick, stopping at Atlantis Books to pick up a read for the pool.
- Head to Fira and walk down the 600 Stairs to Fira Skala for a picturesque view of boats bobbing in the sea, and then take the Santorini Cable Car back up the hillside.
- Have dinner in Fira in an old Catholic monastery at Katikes Garden.
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Day Two
An early morning can be spent quietly walking around Oia before driving to see archaeological ruins, visit some of Santorini’s finest wineries, and catch the sunset from a Venetian castle.
- Wake up early in the morning to stroll through Oia (mostly uninterrupted). Return to your hotel for breakfast.
- Head to Ancient Akrotiri for a walk through Santorini’s answer to Pompeii.
- Stop for lunch at Metaxi Mas in Exo Gonia for cuisine that’s a mix of Crete and Santorini.
- Fortified, visit at least two of the area’s wineries, starting with Artemis Karamolegos. Make sure to sample assyrtiko and vinsanto.
- Drive up to nearby Pyrgos for an evening stroll. Afterward, catch the sunset from the top of the village at Kastelli of Pyrgos Kallistis.
- Keep on the village vibe and head to Meze Meze for dinner.
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