Santorini: Sunsets, Scarves & the Hike of a Lifetime

Santorini: Sunsets, Scarves & the Hike of a Lifetime

The Caldera Path in Santorini, Greece

We ferried from Paros to Santorini via Sea Jets, soaking up views of the Cyclades on the top deck. The two-hour ride was breezy and beautiful—I was already eyeing Naxos for a future trip. When we arrived, a driver from Tholos Resort picked us up. We stayed in Imerovigli, perched on the caldera between Fira and Oia. While Oia gets the Instagram fame, Imerovigli’s views were jaw-dropping—calm, romantic, and uninterrupted.

The island felt otherworldly. Rugged cliffs, whitewashed buildings, and volcanic energy gave it a mystical vibe that left me in awe from morning to night.

On our first full day, we hiked the Caldera path from Imerovigli to Oia, a scenic 4–5 mile trail hugging the edge of the cliffs. It was a highlight—peaceful, epic, and rewarding. Once in Oia, we devoured Pito Gyros—the best gyro of my life—and explored local shops where I found beautiful silk scarves for my mom and mother-in-law.

Oia, Santoini, Greece

The next day was packed with history. We explored Akrotiri, the Minoan “Pompeii” preserved by volcanic ash, and Ancient Thira, a mountaintop site with Greek, Roman, and even Egyptian remnants. Then we swung by Santorini Brewing Company, tasted a few beers, and brought a six-pack back to the hotel. That afternoon, we set out on a catamaran cruise. Sailing past cliffs, dipping into the warm (volcanically heated) springs, and watching the sunset from the boat.

On our final day, we returned to Oia dressed up for a photo shoot in front of the famous blue domes. These pictures are treasures. If I ever return to Santorini, I’d be perfectly content just sitting on a balcony with a glass of wine, soaking in the view. This island was truly breathtaking.

Tholos Resort
Champagne at Tholos Resort
 
Catamaran in Santorini
Tholos Resort at Sunset
Akrotiri, Santorini, Greece
Oia, Santorini, Greece

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