Cyclades Islands Adventure Vacations 2026

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Top Adventure vacation packages in Cyclades Islands

Price found within the past 48 hours. Click for updated prices.

Rocabella Santorini Hotel & SPA

￥298,865

per person

Nov 22 - Nov 25

found 5 hours ago

Roundtrip flight included

Osaka (OSA) to Thira (JTR)

9.4/10 Exceptional! (687 reviews)

Las vistas del hotel son extraordinarias, las habitaciones muy cómodas, el desayuno es muy bueno con varias opciones servidas en mesa, mi única recomendación para el desayuno es incluir jugo de naranja natural que no tienen ahora.

Reviewed on Sep 15, 2026

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4 Night Adventure vacations in Cyclades Islands

Price found within the past 48 hours. Click for updated prices.

Absolute Bliss

￥281,347

per person

Nov 22 - Nov 25

found 5 hours ago

Roundtrip flight included

Osaka (OSA) to Thira (JTR)

10/10 Exceptional! (648 reviews)

Absolute bliss is exactly right. Location is stunning. Peaceful but close enough to walk into Fira or catch the bus to anywhere on the island. Staff went above and beyond to make our stay incredible, they were all incredibly kind and helpful. They responded within minutes, when we reached out for anything. Hot tub was perfect, breakfast was delicious. Room was clean and had everything we needed. Can’t recommend enough! Thank you 😊

Reviewed on Sep 12, 2026

Rocabella Santorini Hotel & SPA

￥298,865

per person

Nov 22 - Nov 25

found 5 hours ago

Roundtrip flight included

Osaka (OSA) to Thira (JTR)

9.4/10 Exceptional! (687 reviews)

Reviewed on Sep 15, 2026

Don't see what you're looking for?

See all available trips from Osaka to Cyclades Islands

View all trips

Top Adventure Cyclades Islands Hotels

Bella Santorini

Agios Georgios Emboriou Santorini Santorini Island

8 min drive from Athinios Port

Book a stay at this beach hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Kamari Beach and Athinios Port are located ...

8.6/10 Excellent! (242 reviews)

"Lina and all the staff took the time to make us feel welcome and at home from our first day there!"

Reviewed on Jul 18, 2026

Art Hotel Santorini

Pyrgos Santorini Santorini Island

15 min walk from Athinios Port

Stay at this hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Athinios ...

9.4/10 Exceptional! (173 reviews)

"Malu was an incredible help during our stay. She was polite - made great suggestions upon request and assisted whenever she could. Our trip was most enjoyable because she made our wishes come true."

Reviewed on Sep 17, 2026

Hotel Sunny Villas

Imerovigli Santorini Santorini Island

8 min drive from Athinios Port

Stay at this hotel in Santorini. Enjoy free breakfast, an outdoor pool, and room service. Our guests praise the breakfast and the helpful staff in our reviews. ...

9.6/10 Exceptional! (1,001 reviews)

"Nice friendly and a work out on those stairs"

Reviewed on Sep 16, 2026

See all 14,897 properties in Cyclades Islands

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.