Luxury Vacations in Sicily 2026

Plan, book, travel with confidence
Better together
Save up to CA $4,200 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

Flight and Luxury hotel deals in Sicily

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

Hotel Tritone

CA $871

per person

Sep 20 - Sep 25

found 5 hours ago

Roundtrip non-stop flight included

Zürich (ZRH) to Catania (CTA)

9.2/10 Wonderful! (103 reviews)

Beautiful pool. Convenient location. Lovely staff!

Reviewed on Jul 5, 2026

Relais Santa Anastasia

CA $931

per person

Sep 20 - Sep 25

found 3 hours ago

Roundtrip non-stop flight included

Zürich (ZRH) to Palermo (PMO)

9.2/10 Wonderful! (255 reviews)

Picturesque wine country in the mountains. Beautiful setting through all the vineyards old school charm gorgeous. You feel like Medieval monastery, with its own privateChapel. Amazing service. And everyone. Great wines and olive oil. If you don't need to leave the property, you don't have to

Reviewed on Jul 18, 2026

The Ashbee Hotel - The Leading Hotels of the World

CA $10,261

per person

Sep 7 - Sep 13

found 15 hours ago

Roundtrip flight included

Toronto (YYZ) to Catania (CTA)

9.2/10 Wonderful! (143 reviews)

Eurostars Centrale Palace

Palermo Historical Center

CA $2,240

per person

Oct 25 - Oct 30

found 11 hours ago

Roundtrip flight included

Toronto (YYZ) to Palermo (PMO)

8.4/10 Very good! (1,000 reviews)

In the middle of everything

Reviewed on Aug 5, 2026

Grand Hotel San Pietro Taormina - Preferred Hotels & Resorts

CA $9,087

per person

Sep 7 - Sep 13

found 15 hours ago

Roundtrip flight included

Toronto (YYZ) to Catania (CTA)

9.2/10 Wonderful! (255 reviews)

This hotel is beautiful, I had an amazing stay. The staff is wonderful.

Reviewed on Aug 4, 2026

Don't see what you're looking for?

See all available trips from Columbus to Sicily

View all trips

5* Luxury holidays in Sicily

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

Relais Santa Anastasia

CA $931

per person

Sep 20 - Sep 25

found 3 hours ago

Roundtrip non-stop flight included

Zürich (ZRH) to Palermo (PMO)

9.2/10 Wonderful! (255 reviews)

Reviewed on Jul 18, 2026

The Ashbee Hotel - The Leading Hotels of the World

CA $10,261

per person

Sep 7 - Sep 13

found 15 hours ago

Roundtrip flight included

Toronto (YYZ) to Catania (CTA)

9.2/10 Wonderful! (143 reviews)

Grand Hotel San Pietro Taormina - Preferred Hotels & Resorts

CA $9,087

per person

Sep 7 - Sep 13

found 15 hours ago

Roundtrip flight included

Toronto (YYZ) to Catania (CTA)

9.2/10 Wonderful! (255 reviews)

This hotel is beautiful, I had an amazing stay. The staff is wonderful.

Reviewed on Aug 4, 2026

Don't see what you're looking for?

See all available trips from Columbus to Sicily

View all trips

4 Night Luxury holidays in Sicily

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

Hotel Eremo della Giubiliana

CA $1,672

per person

Sep 13 - Sep 16

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Catania (CTA)

9.2/10 Wonderful! (157 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Sicily

View all trips

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 $871, 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 28. 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 $3,625

CA $4,004 total

Aug 16 - Aug 17

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! (301 reviews)

"Unbelievable!!!"

Reviewed on Jul 26, 2026

Grand Hotel Des Ètrangers - The Leading Hotels of the World

Passeggio Adorno 10/12 Syracuse SR

6 hours drive from Mondello Beach

CA $878

CA $982 total

Aug 16 - Aug 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 $462

CA $524 total

Aug 16 - Aug 17

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. ...

See all 28,240 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.