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.

Villa Athena Resort

CA $2,351

per person

Nov 24 - Nov 30

found 15 hours ago

Roundtrip flight included

Vancouver (YVR) to Palermo (PMO)

9.4/10 Exceptional! (830 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

Hotel Metropole Taormina

Taormina City Centre

Save 100% on your flight

CA $6,349

per person

Oct 26 - Oct 31

found 7 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Catania (CTA)

9.4/10 Exceptional! (278 reviews)

Best hotel in Taormina! If you want the white lotus vibe, this is it

Reviewed on Sep 12, 2026

Grand Hotel San Pietro Taormina - Preferred Hotels & Resorts

CA $2,750

per person

Nov 24 - Nov 30

found 15 hours ago

Roundtrip flight included

Vancouver (YVR) to Catania (CTA)

9.2/10 Wonderful! (265 reviews)

Awsome property embracing true Sicilian ambiance and culture. Just outside of town provides a more private experience yet a short walk to enjoy the town. Everything about this property is top notch.

Reviewed on Sep 21, 2026

Grand Hotel et Des Palmes

Politeama

CA $2,608

per person

Nov 24 - Nov 30

found 15 hours ago

Roundtrip flight included

Vancouver (YVR) to Palermo (PMO)

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

Very high quality hotel. Exceptionally helpful front desk staff. Breakfast buffet is very good. Very nice gym especially for a European hotel better than many USA hotels. Well located.

Reviewed on Sep 16, 2026

Mazzarò Sea Palace - The Leading Hotels of the World

Mazzaro

CA $6,243

per person

Oct 25 - Oct 31

found 11 hours ago

Roundtrip flight included

Timmins (YTS) to Catania (CTA)

9.6/10 Exceptional! (324 reviews)

Most of the staff was excellent. Hotel needs to identify their guests as the beach is public. Hotel was extremely clean. Breakfast was very good. Beach was very rocky. No sand, all tiny rocks and large rocks in the swimming area. Beach chairs were comfortable. Very pricey area of Sicily.

Reviewed on Sep 20, 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 $2,608

per person

Nov 24 - Nov 30

found 15 hours ago

Roundtrip flight included

Vancouver (YVR) to Palermo (PMO)

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

Very high quality hotel. Exceptionally helpful front desk staff. Breakfast buffet is very good. Very nice gym especially for a European hotel better than many USA hotels. Well located.

Reviewed on Sep 16, 2026

Hotel Metropole Taormina

Taormina City Centre

Save 100% on your flight

CA $6,349

per person

Oct 26 - Oct 31

found 7 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Catania (CTA)

9.4/10 Exceptional! (278 reviews)

Best hotel in Taormina! If you want the white lotus vibe, this is it

Reviewed on Sep 12, 2026

Grand Hotel San Pietro Taormina - Preferred Hotels & Resorts

CA $2,750

per person

Nov 24 - Nov 30

found 15 hours ago

Roundtrip flight included

Vancouver (YVR) to Catania (CTA)

9.2/10 Wonderful! (265 reviews)

Awsome property embracing true Sicilian ambiance and culture. Just outside of town provides a more private experience yet a short walk to enjoy the town. Everything about this property is top notch.

Reviewed on Sep 21, 2026

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4 Night Luxury holidays in Sicily

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

La Plage Resort

Mazzaro

CA $1,875

per person

Oct 28 - Oct 31

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Catania (CTA)

8.8/10 Excellent! (267 reviews)

Atlantis Bay - The Leading Hotel of the World

Mazzaro

CA $2,775

per person

Oct 28 - Oct 31

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Catania (CTA)

9.6/10 Exceptional! (508 reviews)

Can't say enough good things about this place. Service is outstanding. The view, food, and overall atmosphere was amazing. Highly recommend.

Reviewed on Sep 17, 2026

Grand Hotel San Pietro Taormina - Preferred Hotels & Resorts

CA $2,162

per person

Oct 28 - Oct 31

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Catania (CTA)

9.2/10 Wonderful! (265 reviews)

Awsome property embracing true Sicilian ambiance and culture. Just outside of town provides a more private experience yet a short walk to enjoy the town. Everything about this property is top notch.

Reviewed on Sep 21, 2026

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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 $1,875, 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.

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 $3,285

CA $3,630 total

Oct 13 - Oct 14

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. ...

9.4/10 Exceptional! (307 reviews)

"Amazing views, easy walk to shops, restaurants, bars and all the local sites. Very clean and spacious room. Friendly staff."

Reviewed on Sep 21, 2026

Grand Hotel Des Ètrangers - The Leading Hotels of the World

Passeggio Adorno 10/12 Syracuse SR

6 hours drive from Mondello Beach

CA $906

CA $1,013 total

Oct 11 - Oct 12

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 ...

9.4/10 Exceptional! (98 reviews)

"Breakfast lacked good multi grain bread for toast. The spa had limited massage options. My 50 minute message was 45 minutes. They tried to add a general gratuity to my bill and they took it off at my request. The bed was very comfortable and room was very quiet. I slept very well."

Reviewed on Sep 21, 2026

Grand Hotel Ortigia Siracusa

Viale Mazzini, 12 Syracuse SR

6 hours drive from Mondello Beach

CA $475

CA $539 total

Oct 7 - Oct 8

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! (626 reviews)

"Adriano and his colleague at front desk were very helpful in planning and arranging trips. We were able to see surrounding towns and enjoy time in Syracuse because of their help. Two thumbs up."

Reviewed on Sep 16, 2026

See all 28,164 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.