Luxury Vacations in Sicily 2026

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Flight and Luxury hotel deals in Sicily

Price found within the past 48 hours. Click for updated prices.

Eurostars Centrale Palace

Palermo Historical Center

CA $2,029

per person

Dec 16 - Dec 23

found 12 hours ago

Roundtrip flight included

Montreal (YMQ) to Palermo (PMO)

8.4/10 Very good! (1,004 reviews)

Hotel Metropole Taormina

Taormina City Centre

CA $4,346

per person

Dec 17 - Dec 23

found 18 hours ago

Roundtrip flight included

Edmonton (YEA) to Catania (CTA)

9.4/10 Exceptional! (281 reviews)

Hotel Metropole was a perfect location for our stay in Taormina. The staff were exceptionally helpful and friendly. The food was excellent and the wait staff were amazing. The hotel room was spacious and clean with amazing views The infinity pool was a great way to relax in between and after our day of touring. We highly recommend staying at Hotel Metropole.

Reviewed on Oct 8, 2026

NH Collection Taormina

Taormina City Centre

CA $3,739

per person

Dec 17 - Dec 23

found 18 hours ago

Roundtrip flight included

Edmonton (YEA) to Catania (CTA)

9.4/10 Exceptional! (611 reviews)

It is a beautiful hotel, very well located near Corso Umberto. The staff is great and diligent. The breakfast is also amazing. If you land a good deal, go for it. I cannot recommend it at the price point I paid.

Reviewed on Sep 21, 2026

Grand Hotel et Des Palmes

Politeama

CA $3,006

per person

Dec 16 - Dec 23

found 12 hours ago

Roundtrip flight included

Montreal (YMQ) to Palermo (PMO)

8.4/10 Very good! (1,002 reviews)

Villa Athena Resort

CA $3,754

per person

Dec 17 - Dec 23

found 18 hours ago

Roundtrip flight included

Edmonton (YEA) to Palermo (PMO)

9.4/10 Exceptional! (834 reviews)

The Villa Athena is an amazing luxury hotel with an amazing location. With a direct view of Greek temples, as well as private access, sets this property apart from others. In addition the rooms are well appointed and comfortable. We also enjoyed our private balcony with direct access to the property and pool area. The staff was welcoming and attentive. I like the size of the resort as it feels more intimate and personalized. We also took advantage of the amazing restaurant as well. We will definitely return for another stay in the future.

Reviewed on Sep 14, 2026

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5* Luxury holidays in Sicily

Price found within the past 48 hours. Click for updated prices.

Grand Hotel et Des Palmes

Politeama

CA $3,006

per person

Dec 16 - Dec 23

found 12 hours ago

Roundtrip flight included

Montreal (YMQ) to Palermo (PMO)

8.4/10 Very good! (1,002 reviews)

Hotel Metropole Taormina

Taormina City Centre

CA $4,346

per person

Dec 17 - Dec 23

found 18 hours ago

Roundtrip flight included

Edmonton (YEA) to Catania (CTA)

9.4/10 Exceptional! (281 reviews)

Reviewed on Oct 8, 2026

NH Collection Taormina

Taormina City Centre

CA $3,739

per person

Dec 17 - Dec 23

found 18 hours ago

Roundtrip flight included

Edmonton (YEA) to Catania (CTA)

9.4/10 Exceptional! (611 reviews)

Reviewed on Sep 21, 2026

Don't see what you're looking for?

See all available trips from Columbus to Sicily

View all trips

3 Night Luxury holidays in Sicily

Price found within the past 48 hours. Click for updated prices.

Eurostars Centrale Palace

Palermo Historical Center

CA $1,241

per person

Nov 16 - Nov 19

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Palermo (PMO)

8.4/10 Very good! (1,004 reviews)

NH Collection Taormina

Taormina City Centre

CA $1,609

per person

Nov 15 - Nov 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Catania (CTA)

9.4/10 Exceptional! (611 reviews)

Reviewed on Sep 21, 2026

Grand Hotel et Des Palmes

Politeama

CA $1,629

per person

Nov 15 - Nov 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Palermo (PMO)

8.4/10 Very good! (1,002 reviews)

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See all available trips from Columbus to Sicily

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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 $1,241, 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 18. 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.

Luxury Hotels in Sicily

San Domenico Palace, Taormina, A Four Seasons Hotel

PIAZZA SAN DOMENICO, 5 Taormina ME

5 hours drive from Mondello Beach

CA $2,148

CA $2,379 total

Nov 2 - Nov 3

includes taxes & fees

Book a stay at this luxury hotel in Taormina. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the property condition in our reviews. ...

Grand Hotel Des Ètrangers - The Leading Hotels of the World

Passeggio Adorno 10/12 Syracuse SR

6 hours drive from Mondello Beach

CA $870

CA $973 total

Oct 16 - Oct 17

includes taxes & fees

Book a stay at this luxury hotel in Syracuse. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Tropical Aquarium of Syracuse and Fonte ...

Grand Hotel Ortigia Siracusa

Viale Mazzini, 12 Syracuse SR

6 hours drive from Mondello Beach

CA $401

CA $457 total

Nov 4 - Nov 5

includes taxes & fees

Book a stay at this luxury hotel in Syracuse. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...

9/10 Wonderful! (634 reviews)

"Very clean hotel! Great location walking into town. Parking was very convenient. Worth it to stay after you in the car. Staff was very kind."

Reviewed on Oct 9, 2026

See all 28,209 properties in Sicily

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.