Cyclades Islands Luxury Vacations
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Top Luxury vacation packages in Cyclades Islands
Price found within the past 48 hours. Click for updated prices.
Grand Ambassador Santorini Hotel
Save 100% on your flight
Price was ￥140,690, price is now ￥71,370 per person
￥71,370
per person
Sep 17 - Sep 19
found 17 hours ago
Roundtrip flight included
Athens (ATH) to Thira (JTR)
9.4/10 Exceptional! (249 reviews)
The Grand Ambassador Santorini Hotel had the best views on the island! The staff even upgraded our room at no cost due to some maintenance issues with our original room. My Wife and I received world class customer service from the staff! We will definitely be visiting Santorini, Greece again in the future! Thank You Grand Ambassador Santorini Hotel for the AMAZING hospitality!
Reviewed on Jun 29, 2026
Santorini Princess Spa Hotel
Save 100% on your flight
Price was ￥179,212, price is now ￥107,294 per person
￥107,294
per person
Sep 17 - Sep 19
found 12 hours ago
Roundtrip flight included
Athens (ATH) to Thira (JTR)
10/10 Exceptional! (1,000 reviews)
Had an absolutely wonderful stay at this gorgeous hotel, beautiful room and all the staff are a credit to the hotel.
The service provided by the hotel is second to none and if you decide to stay here you won’t be disappointed.
Reviewed on Jun 27, 2026
Volcano View Hotel Santorini
Save 100% on your flight
Price was ￥134,964, price is now ￥90,540 per person
￥90,540
per person
Sep 17 - Sep 19
found 12 hours ago
Roundtrip flight included
Athens (ATH) to Thira (JTR)
9.4/10 Exceptional! (1,000 reviews)
The view is what you are paying for. The property was beautifully maintained! Our room was fine - nothing special.
But…THE VIEW! It’s worth it!
Reviewed on Jun 27, 2026
West East Suites
Price was ￥680,964, price is now ￥467,407 per person
￥467,407
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Thira (JTR)
9.8/10 Exceptional! (193 reviews)
Epic views, wonderful staff, and very quite location. Wish we could've used the infinity pool more, but strict pool hours made it challenging. Highly recommend to guests who are looking for a luxury stay in Santorini.
Reviewed on Jul 4, 2026
Don't see what you're looking for?
See all available trips from Athens to Cyclades Islands
View all trips5* Luxury vacations in Cyclades Islands
Price found within the past 48 hours. Click for updated prices.
Grand Ambassador Santorini Hotel
Save 100% on your flight
Price was ￥140,690, price is now ￥71,370 per person
￥71,370
per person
Sep 17 - Sep 19
found 17 hours ago
Roundtrip flight included
Athens (ATH) to Thira (JTR)
9.4/10 Exceptional! (249 reviews)
The Grand Ambassador Santorini Hotel had the best views on the island! The staff even upgraded our room at no cost due to some maintenance issues with our original room. My Wife and I received world class customer service from the staff! We will definitely be visiting Santorini, Greece again in the future! Thank You Grand Ambassador Santorini Hotel for the AMAZING hospitality!
Reviewed on Jun 29, 2026
Santorini Princess Spa Hotel
Save 100% on your flight
Price was ￥179,212, price is now ￥107,294 per person
￥107,294
per person
Sep 17 - Sep 19
found 12 hours ago
Roundtrip flight included
Athens (ATH) to Thira (JTR)
10/10 Exceptional! (1,000 reviews)
Had an absolutely wonderful stay at this gorgeous hotel, beautiful room and all the staff are a credit to the hotel.
The service provided by the hotel is second to none and if you decide to stay here you won’t be disappointed.
Reviewed on Jun 27, 2026
Don't see what you're looking for?
See all available trips from Athens to Cyclades Islands
View all trips3 Night Luxury vacations in Cyclades Islands
Price found within the past 48 hours. Click for updated prices.
Grand Ambassador Santorini Hotel
Price was ￥397,505, price is now ￥312,948 per person
￥312,948
per person
Aug 22 - Aug 24
found 4 hours ago
Roundtrip flight included
Tokyo (TYO) to Thira (JTR)
9.4/10 Exceptional! (249 reviews)
The Grand Ambassador Santorini Hotel had the best views on the island! The staff even upgraded our room at no cost due to some maintenance issues with our original room. My Wife and I received world class customer service from the staff! We will definitely be visiting Santorini, Greece again in the future! Thank You Grand Ambassador Santorini Hotel for the AMAZING hospitality!
Reviewed on Jun 29, 2026
Santorini Princess Spa Hotel
Price was ￥375,054, price is now ￥315,262 per person
￥315,262
per person
Aug 22 - Aug 24
found 4 hours ago
Roundtrip flight included
Tokyo (TYO) to Thira (JTR)
10/10 Exceptional! (1,000 reviews)
Had an absolutely wonderful stay at this gorgeous hotel, beautiful room and all the staff are a credit to the hotel.
The service provided by the hotel is second to none and if you decide to stay here you won’t be disappointed.
Reviewed on Jun 27, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Cyclades Islands
View all trips4 Night Luxury vacations in Cyclades Islands
Price found within the past 48 hours. Click for updated prices.
Homeric Poems
Price was ￥418,220, price is now ￥372,310 per person
￥372,310
per person
Aug 15 - Aug 18
found 8 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Thira (JTR)
10/10 Exceptional! (469 reviews)
Stunning property with an amazing, friendly and helpful staff. We would definitely stay again!
Reviewed on Jul 5, 2026
Grand Ambassador Santorini Hotel
Price was ￥470,039, price is now ￥375,895 per person
￥375,895
per person
Aug 15 - Aug 18
found 8 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Thira (JTR)
9.4/10 Exceptional! (249 reviews)
The Grand Ambassador Santorini Hotel had the best views on the island! The staff even upgraded our room at no cost due to some maintenance issues with our original room. My Wife and I received world class customer service from the staff! We will definitely be visiting Santorini, Greece again in the future! Thank You Grand Ambassador Santorini Hotel for the AMAZING hospitality!
Reviewed on Jun 29, 2026
Santorini Princess Spa Hotel
Price was ￥430,228, price is now ￥375,634 per person
￥375,634
per person
Aug 15 - Aug 18
found 8 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Thira (JTR)
10/10 Exceptional! (1,000 reviews)
Had an absolutely wonderful stay at this gorgeous hotel, beautiful room and all the staff are a credit to the hotel.
The service provided by the hotel is second to none and if you decide to stay here you won’t be disappointed.
Reviewed on Jun 27, 2026
Don't see what you're looking for?
See all available trips from Osaka to Cyclades Islands
View all tripsTop Luxury Cyclades Islands Hotels
Santorini Princess Spa Hotel
Imerovigli Santorini Santorini Island
Go for a luxurious stay at Santorini Princess Spa Hotel, where you can enjoy amenities like rainfall showers, plush bedding, and more. Notable amenities include ...
10/10 Exceptional! (1,000 reviews)
"Had an absolutely wonderful stay at this gorgeous hotel, beautiful room and all the staff are a credit to the hotel. The service provided by the hotel is second to none and if you decide to stay here you won’t be disappointed."
Reviewed on Jun 27, 2026
Santo Pure Oia Suites & Villas
Oia Santorini
Santo Pure Oia Suites & Villas is a Santorini luxury 5-star boutique property where you can treat yourself to 24-hour room service, rainfall showers, and more. ...
9.6/10 Exceptional! (521 reviews)
"If you’re looking for a place to relax, this is perfect. Hotel is beautiful with amazing views. It does not have views of the buildings if that’s what you’re looking for, just the sea. The only problem I had was that the pool closed at 7!"
Reviewed on Jul 6, 2026
Myconian Korali Relais & Chateaux
Main Street, Mykonos Town Mykonos
Stay in the lap of luxury at Myconian Korali Relais & Chateaux, where you can enjoy amenities like Champagne service, 24-hour room service, and more. The spa, ...
9.6/10 Exceptional! (561 reviews)
"Would definitely stay again. Excellent location"
Reviewed on Jul 6, 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.
