Cyclades Islands Romantic Vacations
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Top Romantic vacation packages in Cyclades Islands
Price found within the past 48 hours. Click for updated prices.
Afroessa Hotel by Caldera Houses
￥53,291
per person
Oct 4 - Oct 7
found 1 hour 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
Perivolas
￥1,643,568
per person
Sep 22 - Sep 29
found 19 hours ago
Roundtrip flight included
Tokyo (TYO) to Thira (JTR)
9.8/10 Exceptional! (253 reviews)
The staff was fantastic and attentive to all of our needs. The room was perfect for us, and the staff attended the room at least twice a day. The location is perfect, walking distance to downtown Oia. The views are spectacular. The hotel breakfast was a a great way to start each day by the pool. Highly recommend.
Reviewed on Jul 19, 2026
Aqua Luxury Suites
￥809,414
per person
Sep 22 - Sep 29
found 19 hours ago
Roundtrip flight included
Tokyo (TYO) to Thira (JTR)
9.4/10 Exceptional! (226 reviews)
This was such an amazing place to stay. The room was beautiful, the view was stunning, and the service was spectacular. I highly recommend Aqua Luxury Suites and would eagerly stay here again if the opportunity allowed.
Reviewed on Jul 25, 2026
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View all trips5* Romantic vacations in Cyclades Islands
Price found within the past 48 hours. Click for updated prices.
Perivolas
￥1,643,568
per person
Sep 22 - Sep 29
found 19 hours ago
Roundtrip flight included
Tokyo (TYO) to Thira (JTR)
9.8/10 Exceptional! (253 reviews)
The staff was fantastic and attentive to all of our needs. The room was perfect for us, and the staff attended the room at least twice a day. The location is perfect, walking distance to downtown Oia. The views are spectacular. The hotel breakfast was a a great way to start each day by the pool. Highly recommend.
Reviewed on Jul 19, 2026
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See all available trips from Tokyo to Cyclades Islands
View all trips3 Night Romantic vacations in Cyclades Islands
Price found within the past 48 hours. Click for updated prices.
Afroessa Hotel by Caldera Houses
￥53,291
per person
Oct 4 - Oct 7
found 1 hour 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
Don't see what you're looking for?
See all available trips from Athens to Cyclades Islands
View all trips4 Night Romantic vacations in Cyclades Islands
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Tokyo to Cyclades Islands
View all tripsTop Romantic Cyclades Islands Hotels
Santorini Princess Spa Hotel
Imerovigli Santorini Santorini Island
- 3 hours drive from Mykonos New Port
Fall in love again at this upscale hotel. You and your special someone are sure to love the hot tub, spa, and ocean-view dining. You'll also appreciate the luxury ...
Absolute Bliss
Imerovigli Santorini Santorini Island
- 3 hours drive from Mykonos New Port
Book a stay at this romantic hotel, featuring in-room massages and al fresco dining. Couples will appreciate the premium mattresses, luxury bedding, and rooftop ...
10/10 Exceptional! (639 reviews)
Couples like: adults only property, al fresco dining
Travelers say...
"The hotel provides breathtaking views from the balcony and breakfast was excellent and definitely staff were very helpful and accommodating. I would highly recommend this place for your romantic getaway."
Reviewed on Aug 4, 2026
Petit Palace
Fira Santorini Santorini Island
- 3 hours drive from Mykonos New Port
Book a stay at this romantic hotel, featuring in-room massages and onsite dining. Couples will appreciate the luxury bedding, terrace, and outdoor pool.
9.8/10 Exceptional! (577 reviews)
Couples like: adults only property, bar
Travelers say...
"The entire hotel/resort was phenomenal! One of the best experiences we have had and definitely the highlight of our 21 day trip! The staff were all amazing and the suite we stayed in #126 was breathtaking! If we are ever lucky enough to get back to Santorini, we will definitely stay at the Petit ..."
Reviewed on Jul 22, 2026
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.
