Santorini

Along Dusty Roads

This photogenic village is an appealing endpoint for the hike. The author recommends exploring early in the morning or later in the afternoon before sunset crowds gather.

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Wander narrow lanes and whitewashed steps past blue-domed churches and cozy taverns. The author considers it Santorini’s most beautiful town, despite the crowds.

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Watch the sunset from this beautiful clifftop town, allowing for plenty of fellow visitors.

Along Dusty Roads

The author considers this picturesque fishing port beneath Oia the best place to finish the hike, with waterside drinks or lunch. A short walk beyond the restaurants leads to a swimming and cliff-diving spot.

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This small harbor below Oia combines clear water with waterfront seafood dining and romantic sunsets. Reach it by road or descend the uneven steps beside Oia’s castle.

Along Dusty Roads

Continue through Oia to the castle for spectacular viewpoints before descending the steps to Ammoudi Bay.

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Sit on the castle wall for a memorable sunset. Arrive at least an hour early during high season to secure a spot.

Along Dusty Roads

The author recommends taking time to explore this beautifully situated whitewashed village and its pretty streets, especially if the hike is your only visit.

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This tranquil cliffside village offers whitewashed houses, blue domes, and expansive sea views without Oia’s crowds. Enjoy views toward Skaros Rock and the volcano.

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Visit for the striking red volcanic cliffs rather than ideal sunbathing conditions. Falling rocks make beach access risky; a boat trip offers an alternative way to see it.

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Explore the waters here as part of the author's recommended caldera sailing trip.

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Recommended for its blue-and-white clifftop villages, sweeping sea views, and memorable sunsets.

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Recommended for spectacular sunsets, caldera views and excellent restaurants, despite peak-season crowds and higher prices.

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An optional walking detour from Imerovigli leads to this popular sunset spot. Avoid the detour in strong winds when conditions may be unsafe.

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A short hike from Imerovigli leads to Venetian fortress ruins and a white church overlooking the sea. Climb to the peak for the most impressive panorama.

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The area near this church offers classic postcard views at sunset, as an alternative to the castle.

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Explore this exceptionally important, well-preserved ancient city. A modern roof shelters the archaeological remains and provides welcome daytime shade.

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Featured among the author's favorite Santorini accommodation options.

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Visit the mountaintop archaeological site to see the remains of temples, shrines, a church, and a theater.

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The author loved these cliffside cave suites for their exceptional views across Santorini's caldera.

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The author recommends lunch at this attractively decorated cafe in the center of Pyrgos. It is also listed among their favorite places for European food.

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The author singles out this cathedral as a worthwhile discovery while wandering Fira.

Along Dusty Roads

A recommended stop in Ammoudi Bay for cold local beer and ice cream after the hike. The author notes that beer costs €7.50 a bottle.

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The author's recommended base on Santorini, with a central location that makes exploring the island convenient.

Along Dusty Roads

This 10.5-kilometre caldera walk is the author's favourite way to appreciate Santorini's volcanic landscape, linking whitewashed villages, churches and dramatic viewpoints. Allow half a day to enjoy the stops rather than rush.

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Follow a peaceful, pedestrian-only cliffside route with spectacular scenery. The 10.5-kilometer hike takes roughly three to five hours and includes several climbs.

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This quieter village adjoining Fira offers a viewpoint over the three-bell church. Its central location also makes it a convenient base for exploring the island.

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A recommended stop in Kamari for pizza and pasta.

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The author enjoyed learning about harvesting and wine aging during the tasting. Pair the wines with local cheeses and bread on a shaded terrace beside the sea.

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Included in the author's shortlist of favorite hotels on Santorini.

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The author includes this Greek restaurant among their favorite places to eat on the island.

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This vegan meze bar is one of the author’s recommended dining spots in Oia.

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Included in the author's favorite accommodation picks on Santorini.

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One of the author's selected favorite places to stay on Santorini.

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Explore alleyways lined with mansions, cave houses, and blue-domed churches. The main square has traditional taverns and cafes.

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A favorite of the author for seafood and Greek dishes in Firostefani.

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A favorite stay featuring an infinity pool with sea views and white hillside buildings as its backdrop.

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Featured in the author’s selection of favorite places to stay on Santorini.

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The author recommends this restaurant for Thai food in Oia.

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One of the author’s favorite restaurants on Santorini, serving Greek and European food.

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Relax on this long black-sand beach, with loungers, umbrellas, and restaurants nearby. Rent a bed or spread out a towel before enjoying a refreshing swim.

Along Dusty Roads

A characterful stop along the route serving good coffee and juices.

Along Dusty Roads

A peaceful Greek Orthodox chapel with beautiful icons inside, where respectful hikers are welcome. Seats and tree shade outside make it a useful rest stop after the climb.

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Visit this quieter hilltop village for its castle, picturesque lanes, and panoramic views across both sides of Santorini.

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Seek out this church while exploring Fira’s atmospheric backstreets and tucked-away religious sights.

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Listed among the author’s favorite restaurants for Greek food in Fira.

Along Dusty Roads

This small blue-and-white chapel makes a peaceful detour with dramatic photographic views and a sense of being away from the crowds. Allow roughly 15 extra minutes.

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One of the vineyards the author visited and enjoyed for its delicious Santorini wines.

Along Dusty Roads

Pause here for views towards Oia after the volcanic ascent. Walking farther uphill from the chapel reveals additional views, although shade is scarce.

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Visit for little bars and restaurants overlooking the caldera.

Along Dusty Roads

Stop to admire this landmark church as the coastal trail passes through Firostefani.

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The author highlights this Perissa restaurant as a favorite for vegan food.

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Recommended among the island's distinctive vineyards for wine tasting; a guided tour avoids needing to drive.

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A recommended snorkelling stop on a small-group catamaran trip around the caldera.

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Listed among the author's favorite hotels on Santorini.