
Sicily Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Luxury vacation packages in Sicily
Price found within the past 48 hours. Click for updated prices.

Villa Athena Resort
Price was ¥414,943, price is now ¥363,446 per person
¥363,446
per person
Feb 12 - Feb 17
found 22 hours ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Palermo (PMO)
18.8/10 Exceptional! (756 reviews)
On arrival our room was upgraded. Staff was very friendly and helpful. Room was large, nicely decorated, well appointed and spotless. The view of Temple Concordia was unobstructed and fantastic. It was nice to buy the site tickets at front desk and use their private entrance. Restaurant was nice, but VERY expensive-cheeseburger $35euro, soup$20, gelato $20.
Reviewed on Nov 11, 2025

NH Collection Taormina
Taormina City Centre
Price was ¥595,624, price is now ¥557,014 per person
¥557,014
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Catania (CTA)
18.8/10 Exceptional! (574 reviews)
This is an amazing location with a view over Taormina and the ocean. The manager Alberto took care of everything we needed and asked for! Angelo, who is everything, everywhere, all at once, also assisted with suggestions, recommendations and just great conversation about family and life. Even the doorman was a familiar face, as we were coming and going from the hotel at all hours. The breakfast here is wonderful with plenty of options from classic Italian to ala carte eggs, pancakes etc. Our room was spacious, comfortable, clean and had 2 balconies to overlook the town and view of the Greek Roman Theatre. There’s an outdoor pool above the lobby and spa services available. I can’t wait to stay here again. It will feel like visiting old friends…
Reviewed on Nov 4, 2025

Relais Antica Badia - San Maurizio 1619
Price was ¥476,818, price is now ¥456,358 per person
¥456,358
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Catania (CTA)
18.4/10 Exceptional! (208 reviews)
The room was very clean and the bed comfortable. The entire facility was very comfortable, the staff was very friendly and professional.
The food was delicious and served graciously by the staff
Reviewed on Oct 29, 2025

Grand Hotel Ortigia Siracusa
Ortigia
Price was ¥545,986, price is now ¥524,632 per person
¥524,632
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Catania (CTA)
18/10 Exceptional! (565 reviews)
The property is beautiful and the staff very friendly and helpful. The breakfast and dinner were very good and we enjoyed our stay very much.
Reviewed on Sep 29, 2025

5* Luxury vacations in Sicily
Price found within the past 48 hours. Click for updated prices.

Villa Athena Resort
Price was ¥414,943, price is now ¥363,446 per person
¥363,446
per person
Feb 12 - Feb 17
found 22 hours ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Palermo (PMO)
18.8/10 Exceptional! (756 reviews)
On arrival our room was upgraded. Staff was very friendly and helpful. Room was large, nicely decorated, well appointed and spotless. The view of Temple Concordia was unobstructed and fantastic. It was nice to buy the site tickets at front desk and use their private entrance. Restaurant was nice, but VERY expensive-cheeseburger $35euro, soup$20, gelato $20.
Reviewed on Nov 11, 2025

NH Collection Taormina
Taormina City Centre
Price was ¥595,624, price is now ¥557,014 per person
¥557,014
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Catania (CTA)
18.8/10 Exceptional! (574 reviews)
This is an amazing location with a view over Taormina and the ocean. The manager Alberto took care of everything we needed and asked for! Angelo, who is everything, everywhere, all at once, also assisted with suggestions, recommendations and just great conversation about family and life. Even the doorman was a familiar face, as we were coming and going from the hotel at all hours. The breakfast here is wonderful with plenty of options from classic Italian to ala carte eggs, pancakes etc. Our room was spacious, comfortable, clean and had 2 balconies to overlook the town and view of the Greek Roman Theatre. There’s an outdoor pool above the lobby and spa services available. I can’t wait to stay here again. It will feel like visiting old friends…
Reviewed on Nov 4, 2025

Relais Antica Badia - San Maurizio 1619
Price was ¥476,818, price is now ¥456,358 per person
¥456,358
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Catania (CTA)
18.4/10 Exceptional! (208 reviews)
The room was very clean and the bed comfortable. The entire facility was very comfortable, the staff was very friendly and professional.
The food was delicious and served graciously by the staff
Reviewed on Oct 29, 2025
3 Night Luxury vacations in Sicily
Price found within the past 48 hours. Click for updated prices.

Relais Antica Badia - San Maurizio 1619
Price was ¥433,815, price is now ¥418,769 per person
¥418,769
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Catania (CTA)
18.4/10 Exceptional! (208 reviews)
The room was very clean and the bed comfortable. The entire facility was very comfortable, the staff was very friendly and professional.
The food was delicious and served graciously by the staff
Reviewed on Oct 29, 2025

NH Collection Taormina
Taormina City Centre
Price was ¥533,288, price is now ¥516,479 per person
¥516,479
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Catania (CTA)
18.8/10 Exceptional! (574 reviews)
This is an amazing location with a view over Taormina and the ocean. The manager Alberto took care of everything we needed and asked for! Angelo, who is everything, everywhere, all at once, also assisted with suggestions, recommendations and just great conversation about family and life. Even the doorman was a familiar face, as we were coming and going from the hotel at all hours. The breakfast here is wonderful with plenty of options from classic Italian to ala carte eggs, pancakes etc. Our room was spacious, comfortable, clean and had 2 balconies to overlook the town and view of the Greek Roman Theatre. There’s an outdoor pool above the lobby and spa services available. I can’t wait to stay here again. It will feel like visiting old friends…
Reviewed on Nov 4, 2025

Grand Hotel Ortigia Siracusa
Ortigia
Price was ¥484,643, price is now ¥469,474 per person
¥469,474
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Catania (CTA)
18/10 Exceptional! (565 reviews)
The property is beautiful and the staff very friendly and helpful. The breakfast and dinner were very good and we enjoyed our stay very much.
Reviewed on Sep 29, 2025
4 Night Luxury vacations in Sicily
Price found within the past 48 hours. Click for updated prices.

Relais Antica Badia - San Maurizio 1619
Price was ¥476,818, price is now ¥456,358 per person
¥456,358
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Catania (CTA)
18.4/10 Exceptional! (208 reviews)
The room was very clean and the bed comfortable. The entire facility was very comfortable, the staff was very friendly and professional.
The food was delicious and served graciously by the staff
Reviewed on Oct 29, 2025

NH Collection Taormina
Taormina City Centre
Price was ¥595,624, price is now ¥557,014 per person
¥557,014
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Catania (CTA)
18.8/10 Exceptional! (574 reviews)
This is an amazing location with a view over Taormina and the ocean. The manager Alberto took care of everything we needed and asked for! Angelo, who is everything, everywhere, all at once, also assisted with suggestions, recommendations and just great conversation about family and life. Even the doorman was a familiar face, as we were coming and going from the hotel at all hours. The breakfast here is wonderful with plenty of options from classic Italian to ala carte eggs, pancakes etc. Our room was spacious, comfortable, clean and had 2 balconies to overlook the town and view of the Greek Roman Theatre. There’s an outdoor pool above the lobby and spa services available. I can’t wait to stay here again. It will feel like visiting old friends…
Reviewed on Nov 4, 2025

Grand Hotel Ortigia Siracusa
Ortigia
Price was ¥545,986, price is now ¥524,632 per person
¥524,632
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Catania (CTA)
18/10 Exceptional! (565 reviews)
The property is beautiful and the staff very friendly and helpful. The breakfast and dinner were very good and we enjoyed our stay very much.
Reviewed on Sep 29, 2025
Top Luxury Sicily Hotels

San Domenico Palace, Taormina, A Four Seasons Hotel
PIAZZA SAN DOMENICO, 5 Taormina ME
Choose luxury at San Domenico Palace, Taormina, A Four Seasons Hotel, where you can enjoy amenities like Champagne service, massage services, and more. Deluxe ...
9.2/10 Wonderful! (279 reviews)
Room service. Clean room
Reviewed on Nov 8, 2025

Grand Hotel Des Ètrangers - The Leading Hotels of the World
Passeggio Adorno 10/12 Syracuse SR
Grand Hotel Des Ètrangers - The Leading Hotels of the World delivers luxe lodging where you'll enjoy designer toiletries and more. The spa, outdoor pool, and ...
9.4/10 Exceptional! (73 reviews)
Great hotel and saff
Reviewed on Oct 20, 2025

Grand Hotel Ortigia Siracusa
Viale Mazzini, 12 Syracuse SR
The price is ¥32,799 per night from Dec 18 to Dec 19
¥32,799
¥37,895 total
Dec 18 - Dec 19
includes taxes & fees
Grand Hotel Ortigia Siracusa is one of the Syracuse luxury 5-star beach properties where you can treat yourself to Champagne service, plush bedding, and more. ...
8.8/10 Excellent! (560 reviews)
breakfast was good
Reviewed on Nov 2, 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.
