Aegean Islands Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Luxury vacation packages in Aegean Islands
Price found within the past 48 hours. Click for updated prices.
San Antonio
Price was ￥465,912, price is now ￥290,017 per person
￥290,017
per person
Oct 29 - Nov 3
found 11 hours ago
Roundtrip flight included
Osaka (KIX) to Thira (JTR)
9.8/10 Exceptional! (264 reviews)
We love and return to this property every time we are in Santorini. The hotel is located in a beautiful place with spectacular view of the caldera, away from the hassle of the busy Santorini cities. The hotel overall is a gem, the infinity swimming pool is very nice. The rooms are clean, staff is very polite and always helpful, food in the hotel is excellent. Overall, a great hotel to stay in!
Reviewed on Aug 22, 2025
Cosmopolitan Suites
Price was ￥468,909, price is now ￥302,547 per person
￥302,547
per person
Oct 29 - Nov 3
found 11 hours ago
Roundtrip flight included
Osaka (KIX) to Thira (JTR)
9.8/10 Exceptional! (264 reviews)
The view was spectacular the breakfast was delicious staff was very attentive and polite I recommend this boutique hotel the location was perfect
Reviewed on Aug 17, 2025
Santorini Princess Spa Hotel
Price was ￥461,425, price is now ￥349,635 per person
￥349,635
per person
Oct 12 - Oct 17
found 19 hours ago
Roundtrip flight included
Tokyo (TYO) to Thira (JTR)
9.8/10 Exceptional! (1,000 reviews)
Fantastic experience from check in to check out. The rooms were clean and had a wonderful view. The hotel is quiet and relaxing. Easy to access, breakfast with a view, and lives up to its name. We had a wonderful stay!
Reviewed on Aug 23, 2025
Volcano View Hotel Santorini
Price was ￥390,305, price is now ￥315,202 per person
￥315,202
per person
Oct 12 - Oct 17
found 19 hours ago
Roundtrip flight included
Tokyo (TYO) to Thira (JTR)
9.4/10 Exceptional! (955 reviews)
Amazing hotel, the views are incredible and the staff are friendly and helpful!
Reviewed on Aug 15, 2025
Don't see what you're looking for?
See all available trips from Osaka to Aegean Islands
View all trips5* Luxury vacations in Aegean Islands
Price found within the past 48 hours. Click for updated prices.
The Majestic Hotel
Price was ￥359,362, price is now ￥295,318 per person
￥295,318
per person
Oct 12 - Oct 17
found 19 hours ago
Roundtrip flight included
Tokyo (TYO) to Thira (JTR)
9.2/10 Wonderful! (530 reviews)
Beautiful hotel, great rooms (and very clean) with amazing views and good location, only a few minutes walk to Fira. Staff was absolutely fantastic! Would definitely recommend
Reviewed on Aug 16, 2025
Santorini Princess Spa Hotel
Price was ￥461,425, price is now ￥349,635 per person
￥349,635
per person
Oct 12 - Oct 17
found 19 hours ago
Roundtrip flight included
Tokyo (TYO) to Thira (JTR)
9.8/10 Exceptional! (1,000 reviews)
Fantastic experience from check in to check out. The rooms were clean and had a wonderful view. The hotel is quiet and relaxing. Easy to access, breakfast with a view, and lives up to its name. We had a wonderful stay!
Reviewed on Aug 23, 2025
Volcano View Hotel Santorini
Price was ￥390,305, price is now ￥315,202 per person
￥315,202
per person
Oct 12 - Oct 17
found 19 hours ago
Roundtrip flight included
Tokyo (TYO) to Thira (JTR)
9.4/10 Exceptional! (955 reviews)
Amazing hotel, the views are incredible and the staff are friendly and helpful!
Reviewed on Aug 15, 2025
Don't see what you're looking for?
See all available trips from Tokyo to Aegean Islands
View all trips3 Night Luxury vacations in Aegean Islands
Price found within the past 48 hours. Click for updated prices.
Volcano View Hotel Santorini
Price was ￥431,256, price is now ￥347,687 per person
￥347,687
per person
Oct 15 - Oct 17
found 1 day ago
Roundtrip flight included
Tokyo (NRT) to Thira (JTR)
9.4/10 Exceptional! (955 reviews)
Amazing hotel, the views are incredible and the staff are friendly and helpful!
Reviewed on Aug 15, 2025
Cosmopolitan Suites
Price was ￥442,910, price is now ￥361,041 per person
￥361,041
per person
Oct 15 - Oct 17
found 1 day ago
Roundtrip flight included
Tokyo (NRT) to Thira (JTR)
9.8/10 Exceptional! (264 reviews)
The view was spectacular the breakfast was delicious staff was very attentive and polite I recommend this boutique hotel the location was perfect
Reviewed on Aug 17, 2025
Don't see what you're looking for?
See all available trips from Tokyo to Aegean Islands
View all tripsTop Luxury Aegean 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 ...
9.8/10 Exceptional! (1,000 reviews)
"Very nice and peaceful ambiance of the hotel. Very helpful and friendly staff! Highly recommended if you are in Santorini."
Reviewed on Aug 20, 2025
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. ...
9.4/10 Exceptional! (448 reviews)
"Service was incredible, staff were accommodating. Highly recommend"
Reviewed on Aug 21, 2025
Esperos Village Blue & Spa - Adults only
Kallithea Avenue, Faliraki, Rhodes, Rhodes
Esperos Village Blue & Spa - Adults only awaits for a deluxe vacation. Popular amenities include a spa, 2 outdoor pools, and a poolside bar.
9.4/10 Exceptional! (654 reviews)
"An excellent service and care for guests. Everyone was really friendly and helpful. An unexpected 'happy birthday' with a cake was a very nice touch. Very clean, excellent buffet breakfast (one of the best we've had). Aside from a couple of tiny niggles this is an exceptional holiday venue."
Reviewed on Aug 19, 2025
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.