Cyclades Islands Adventure Vacations

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Top Adventure vacation packages in Cyclades Islands

Price found within the past 48 hours. Click for updated prices.
Afroessa Hotel by Caldera Houses

Afroessa Hotel by Caldera Houses

¥49,460
per person
Oct 4 - Oct 7
found 5 hours ago
Roundtrip flight included
Athens (ATH) to Thira (JTR)
9.6/10 Exceptional! (193 reviews)
We absolutely loved our stay at Afroessa Hotel. The hosts were incredibly friendly, welcoming, and helpful throughout our entire visit. They made getting around Santorini so easy and were always happy to arrange car service whenever we needed to go somewhere or be picked up. The view of the sea was absolutely amazing and easily one of the highlights of our stay. The hotel is in a quiet, peaceful neighborhood that felt very safe, while still being close enough to Fira to easily get to restaurants, bars, and everything else going on. It was the perfect balance of being able to relax and enjoy the beauty of Santorini without feeling too far from the action. We had a wonderful stay and would definitely recommend Afroessa!

Reviewed on Aug 7, 2026

The Majestic Hotel

The Majestic Hotel

¥408,221
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Thira (JTR)
9.2/10 Wonderful! (594 reviews)
Santorini Princess Spa Hotel

Santorini Princess Spa Hotel

¥343,330
per person
Oct 19 - Oct 24
found 10 hours ago
Roundtrip flight included
Osaka (OSA) to Thira (JTR)
10/10 Exceptional! (1,002 reviews)
Aria Suites

Aria Suites

¥470,078
per person
Sep 21 - Sep 25
found 5 hours ago
Roundtrip flight included
Tokyo (TYO) to Thira (JTR)
10/10 Exceptional! (317 reviews)
We absolutely loved our stay at Aria Suites! The staff was amazing, so friendly, welcoming, and helpful throughout our entire stay. Breakfast was fantastic, the views were absolutely beautiful, and everything was incredibly clean and well maintained. The location could not be better. You can walk to the heart of Fira and all the restaurants, shops, and action in just a couple of minutes, yet the hotel itself feels peaceful and quiet. It truly gives you the best of both worlds. Our kids loved the pool, and it was very nice to cool off after a hot day. We stayed in carmen suite, and having the two bedrooms was really wonderful. There was honestly nothing we didn’t like about our stay. Beautiful property, wonderful staff, perfect location, and amazing views. We would absolutely stay at Aria Suites again and highly recommend it!

Reviewed on Aug 8, 2026

Kapari Natural Resort

Kapari Natural Resort

¥521,366
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Thira (JTR)
9.6/10 Exceptional! (168 reviews)
The hotel is set on various levels and can feel strange at first the pool and restaurants are over one part with other hotels in between its like a maze. Very helpful friendly staff room was excellent resort is hard to get to unless you walk or use taxis which can be expensive. The island is lacking a good local bus service. 2 miles to fira which is beautiful and a lovely walk along various paths and steps

Reviewed on Aug 3, 2026

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5* Adventure vacations in Cyclades Islands

Price found within the past 48 hours. Click for updated prices.
Santorini Princess Spa Hotel

Santorini Princess Spa Hotel

¥343,330
per person
Oct 19 - Oct 24
found 10 hours ago
Roundtrip flight included
Osaka (OSA) to Thira (JTR)
10/10 Exceptional! (1,002 reviews)
The Majestic Hotel

The Majestic Hotel

¥408,221
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Thira (JTR)
9.2/10 Wonderful! (594 reviews)
Kapari Natural Resort

Kapari Natural Resort

¥521,366
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Thira (JTR)
9.6/10 Exceptional! (168 reviews)
The hotel is set on various levels and can feel strange at first the pool and restaurants are over one part with other hotels in between its like a maze. Very helpful friendly staff room was excellent resort is hard to get to unless you walk or use taxis which can be expensive. The island is lacking a good local bus service. 2 miles to fira which is beautiful and a lovely walk along various paths and steps

Reviewed on Aug 3, 2026

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3 Night Adventure vacations in Cyclades Islands

Price found within the past 48 hours. Click for updated prices.
Rocabella Santorini Hotel & SPA

Rocabella Santorini Hotel & SPA

Save 100% on your flight
¥80,349
per person
Oct 4 - Oct 7
found 5 hours ago
Roundtrip flight included
Athens (ATH) to Thira (JTR)
9.4/10 Exceptional! (679 reviews)
Amazing hotel with gorgeous views and spacious rooms and such friendly staff

Reviewed on Aug 8, 2026

Santorini Princess Spa Hotel

Santorini Princess Spa Hotel

Save 100% on your flight
¥106,356
per person
Oct 4 - Oct 7
found 5 hours ago
Roundtrip flight included
Athens (ATH) to Thira (JTR)
10/10 Exceptional! (1,002 reviews)
Kapari Natural Resort

Kapari Natural Resort

Save 100% on your flight
¥120,136
per person
Oct 4 - Oct 7
found 5 hours ago
Roundtrip flight included
Athens (ATH) to Thira (JTR)
9.6/10 Exceptional! (168 reviews)
The hotel is set on various levels and can feel strange at first the pool and restaurants are over one part with other hotels in between its like a maze. Very helpful friendly staff room was excellent resort is hard to get to unless you walk or use taxis which can be expensive. The island is lacking a good local bus service. 2 miles to fira which is beautiful and a lovely walk along various paths and steps

Reviewed on Aug 3, 2026

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See all available trips from Athens to Cyclades Islands
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4 Night Adventure vacations in Cyclades Islands

Price found within the past 48 hours. Click for updated prices.
Rocabella Santorini Hotel & SPA

Rocabella Santorini Hotel & SPA

¥251,169
per person
Oct 28 - Oct 31
found 13 hours ago
Roundtrip flight included
Tokyo (TYO) to Thira (JTR)
9.4/10 Exceptional! (679 reviews)
Amazing hotel with gorgeous views and spacious rooms and such friendly staff

Reviewed on Aug 8, 2026

Santorini Princess Spa Hotel

Santorini Princess Spa Hotel

¥266,883
per person
Oct 28 - Oct 31
found 13 hours ago
Roundtrip flight included
Tokyo (TYO) to Thira (JTR)
10/10 Exceptional! (1,002 reviews)
Kapari Natural Resort

Kapari Natural Resort

¥294,073
per person
Oct 28 - Oct 31
found 13 hours ago
Roundtrip flight included
Tokyo (TYO) to Thira (JTR)
9.6/10 Exceptional! (168 reviews)
The hotel is set on various levels and can feel strange at first the pool and restaurants are over one part with other hotels in between its like a maze. Very helpful friendly staff room was excellent resort is hard to get to unless you walk or use taxis which can be expensive. The island is lacking a good local bus service. 2 miles to fira which is beautiful and a lovely walk along various paths and steps

Reviewed on Aug 3, 2026

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Top Adventure Cyclades Islands Hotels

Bella Santorini

Bella Santorini

Agios Georgios Emboriou Santorini Santorini Island
  • 3 hours drive from Mykonos New 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

Bella Santorini
Art Hotel Santorini

Art Hotel Santorini

Pyrgos Santorini Santorini Island
  • 3 hours drive from Mykonos New 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! (172 reviews)
"Overall the room was clean. Breakfast was perfect. But nicer, if there was a selection of breakfast meals, especially the ones staying for a few days. Felt disappointed about the bathroom. The lighting was poor. The tiles on the bath stall were broken. We had to cover it to prevent injuries. The ..."

Reviewed on Jul 27, 2026

Art Hotel Santorini
Hotel Sunny Villas

Hotel Sunny Villas

Imerovigli Santorini Santorini Island
  • 3 hours drive from Mykonos New 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! (1,003 reviews)
"A perfect stay to relax and visit a nice cities in the island of Santorini: Imerovigly (3 min walking), Fira (15 min walking) and Oia (20 min by car). Well located, they have a bell boy that move your luggage from the taxi to the room. Breakfast serve at your room (fill out a form and deliver it ..."

Reviewed on Aug 8, 2026

Hotel Sunny Villas
See all 14,896 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.