Exploring Santorini by Cruise: Ruins, Views, and Cliffside Charm

Sailing into Santorini cruise port instantly reveals why the island is one of Greece’s most photographed destinations. Known locally as Thira (Θήρα – pronounced THEE-rah), it sits dramatically atop volcanic cliffs overlooking the deep blue caldera. The island’s unique landscape was formed by one of the largest eruptions in recorded history, shaping both its beauty and its myths.

Beyond its striking scenery, Santorini has long been celebrated for its vibrant villages, ancient ruins, and unforgettable sunsets. Whitewashed homes with blue-domed churches cling to the cliffs, while narrow streets bustle with cafés and shops. The island combines layers of history with modern-day charm, making every visit distinct.

Although Santorini is a popular stop for many cruises, it is not always guaranteed due to port congestion or gondola maintenance. That makes stepping ashore here feel like a fortunate opportunity to explore one of Greece’s most iconic islands.

On my first visit, I joined a guided excursion to Akrotiri, an archaeological site often called the Pompeii of the Aegean. Walking through the Bronze Age ruins preserved under volcanic ash was an incredible glimpse into life thousands of years ago. From there, a bus tour took us across the island to Oia, where we enjoyed time to shop, wander, and soak in the panoramic views of the caldera. Lunch at a rooftop restaurant, complete with baklava and a cold drink, made for an unforgettable afternoon.

My second visit was more spontaneous and just as rewarding. After an early gondola ride up to Fira, I enjoyed breakfast in town before arranging a local van tour with friends. We returned to Oia for another leisurely lunch overlooking the sea before heading back. The gondola line had grown impossibly long, so we decided to descend the Karavolades Stairs instead.

The stairs were both a challenge and a story in themselves. With 588 cobblestone steps stretching down 1.2 miles, they demand attention and balance. Sharing the path with donkeys, dodging their occasional messes, and navigating the steep incline made for a lively experience. By the time we reached the port, the last tender was waiting, and we were the final passengers to board. It was a nerve-wracking but memorable end to the day.