A waterfront dining area with outdoor seating, a view of the sea, and historic buildings.

Sicily Luxury Vacations

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Top Luxury vacation packages in Sicily

Price found within the past 48 hours. Click for updated prices.
  • Dec 7 - Dec 13

    Grand Hotel et Des Palmes + Flight

    Politeama
    5 nights
    5.0 star property
    8.4/10 - Very good (1,000 reviews)
    "Everything about this property was wonderful. From the Staff, especially VITO (who made exceptional recommendations for us) to the delicious breakfast! Even parking our car was a breeze. Highly recommend this hotel."
    Reviewed October 26, 2026
    Roundtrip • Toronto (YTO) - Palermo (PMO)
    YYZ - PMO • 2 stops PMO - YYZ • 2 stops
    CA $2,212
    CA $1,837
    per traveller
    found 1 day ago
    Grand Hotel et Des Palmes
  • Dec 17 - Dec 24

    Palazzo Vecchio Taormina + Flight

    Taormina City Centre
    6 nights
    5.0 star property
    9.8/10 - Exceptional (68 reviews)
    "The staff were extremely helpful and courteous. We highly recommend this hotel."
    Reviewed October 23, 2026
    Roundtrip • Calgary (YYC) - Catania (CTA)
    YYC - CTA • 1 stop CTA - YYC • 1 stop
    CA $3,401
    CA $2,620
    per traveller
    found 1 day ago
    Palazzo Vecchio Taormina
  • Dec 31 - Jan 6

    Wellness & Spa Hotel Principe di Fitalia + Flight

    Syracuse
    5 nights
    5.0 star property
    9.4/10 - Exceptional (99 reviews)
    "This is a unique property which is somewhat isolated but about 20 minutes from Syracusa and we were able to get an Uber pretty easily. We had a rental car and went to Arenella Beach which was great experience which I feel was a real authentic Sicily lido experience. We paid 5 euro for the parking 25 euro for 2 chairs. They had a man making very good pizza and a restaurant with full bar to sit in (food court set up). The pool at the hotel is very nice and huge and heated. Our room had a hot tub..."
    Reviewed October 11, 2026
    Roundtrip • Toronto (YYZ) - Catania (CTA)
    YYZ - REG • 1 stop REG - YYZ • 2 stops
    CA $4,101
    CA $3,489
    per traveller
    found 21 hours ago
    Wellness & Spa Hotel Principe di Fitalia
  • Dec 17 - Dec 24

    NH Collection Taormina + Flight

    Taormina City Centre
    6 nights
    5.0 star property
    9.4/10 - Exceptional (618 reviews)
    "Clean room"
    Reviewed October 30, 2026
    Roundtrip • Calgary (YYC) - Catania (CTA)
    YYC - CTA • 1 stop CTA - YYC • 1 stop
    CA $2,892
    CA $2,526
    per traveller
    found 1 day ago
    NH Collection Taormina
  • Dec 31 - Jan 6

    Rocco Forte Villa Igiea + Flight

    Monte Pellegrino
    5 nights
    5.0 star property
    9.6/10 - Exceptional (138 reviews)
    "Wonderful hotel"
    Reviewed November 6, 2026
    Roundtrip • Toronto (YYZ) - Palermo (PMO)
    YYZ - REG • 1 stop REG - YYZ • 2 stops
    CA $4,469
    CA $3,986
    per traveller
    found 21 hours ago
    Rocco Forte Villa Igiea

Discover the most popular places to visit in Sicily

What to do in Sicily

Top Luxury Sicily Hotels

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.

Plan the perfect luxury Sicily vacation with Expedia

What are some benefits when booking luxury Sicily vacations?

When you book a luxury Sicily vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax.

How can I find all-inclusive luxury vacations in Sicily?

If you're looking for something luxurious in Sicily, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together.

Can I book a cheap luxury vacation?

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $1,837, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 16. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first.

Are there luxury spa vacations?

Yes, luxury spa vacations are available and quite popular in Sicily. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search.

What should I look for in a luxury family vacation in Sicily?

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Sicily.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Sicily. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

What can help me find the best luxury vacation deals in Sicily?

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Sicily or travelling to more obscure destinations altogether can often lead to lower prices.

Can I book a luxury vacation that is fully refundable?

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Sicily. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking.

Why should I book my luxury vacation with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.