Skip to main content
A dirt road with a wooden signpost indicating directions to various locations.

Cassaro Vacations from $1,235

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

The Latest Cassaro Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Mountain view
    Aug 25 - Aug 30

    Hotel Continental + Flight

    Taormina City Centre
    4 nights
    3.0 star property
    9.2/10 - Wonderful (661 reviews)
    "Amazing property great staff definitely would recommend"
    Reviewed July 23, 2026
    Roundtrip • Boston (BOS) - Catania (CTA)
    BOS - CTA • 1 stop CTA - BOS • 1 stop
    $1,801
    $1,235
    per traveler
    found 1 day ago
    Hotel Continental
  • Restaurant
    Sep 28 - Oct 3

    Palazzo Vecchio Taormina + Flight

    Taormina City Centre
    4 nights
    5.0 star property
    9.8/10 - Exceptional (60 reviews)
    "Beautiful historical property that pictures don’t do justice! The sky bar is an incredible spot for a drink to start & end an evening. Rooms are classy & the staff was warm, welcoming & helpful! Really enjoyed my time with them in Taormina & disappointed about leaving. As well, location* was awesome. Beautifully positioned in the town"
    Reviewed June 28, 2026
    Roundtrip • New York (NYC) - Catania (CTA)
    JFK - CTA • 1 stop CTA - JFK • 1 stop
    Save 100% on your flight
    $4,547
    $3,232
    per traveler
    found 13 hours ago
    Palazzo Vecchio Taormina
  • Sports facility
    Sep 7 - Sep 13

    Wellness & Spa Hotel Principe di Fitalia + Flight

    Syracuse
    5 nights
    5.0 star property
    9.6/10 - Exceptional (96 reviews)
    "A very well maintained hotel. An excellent pool. Incredibly helpful staff even though we speak very limited Italian and an exceptional breakfast."
    Reviewed July 12, 2026
    Roundtrip • New York (NYC) - Catania (CTA)
    JFK - REG • 1 stop REG - JFK • 1 stop
    $2,547
    $1,847
    per traveler
    found 1 day ago
    Wellness & Spa Hotel Principe di Fitalia
  • Property grounds
    Sep 19 - Sep 23

    The Ashbee Hotel - The Leading Hotels of the World + Flight

    Taormina
    3 nights
    5.0 star property
    9.2/10 - Wonderful (141 reviews)
    Roundtrip • New York (EWR) - Catania (CTA)
    EWR - CTA • 1 stop CTA - EWR • 1 stop
    Save 100% on your flight
    $6,585
    $4,784
    per traveler
    found 1 hour ago
    The Ashbee Hotel - The Leading Hotels of the World
  • View from property
    Sep 1 - Sep 7

    BAY PALACE MAZZARO' + Flight

    Spisone
    5 nights
    4.0 star property
    7.6/10 - Good (54 reviews)
    "Bay Palace is situated close to the beach with easy access up to Taormina by cable car. The views from this hotel are stunning. "
    Reviewed October 8, 2025
    Roundtrip • New York (NYC) - Catania (CTA)
    JFK - CTA • 1 stop CTA - JFK • 1 stop
    $1,977
    $1,557
    per traveler
    found 15 hours ago
    BAY PALACE MAZZARO'

Cassaro Hotel Deals

Outdoor pool, sun loungers

Hotel Masseria degli Ulivi

Hotel Masseria degli Ulivi
4.0 star property
11.1 mi from Cassaro
9.4 out of 10, Exceptional, (184 reviews)
"A beautiful place to stay in the countryside just outside Noto. Rooms were tastefully decorated and there is also a large swimming pool and tennis court and all set in the most peaceful and picturesque setting surrounded by olive trees. Breakfasts and dinners are exceptional and would recommend here to anyone who happens to be travelling down the south of Sicily. Easy to travel by car to lovely towns like Noto, Syracusa and Ragusa to name a few. Amazing stay for 4 nights and the staff so polite...
$148 nightly
The price is $172
Aug 4 - Aug 5
Total with taxes and fees
Hotel Masseria degli Ulivi
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.
See all properties in Cassaro

Frequently Asked Questions

How much does a Cassaro vacation package cost?

You can pick up a vacation package to this destination from $1,235 on Expedia. But how much your vacation to Cassaro costs will depend on factors like the length of stay, season and hotel choice.

What are the cheapest months to go to Cassaro?

If you'd like to book a cheap Cassaro vacation package, consider traveling in November, December and January. You'll generally find lower rates on flights and accommodations during these months — ideal for a budget-friendly break.

How many days is enough for Cassaro?

Generally, a handful of days is enough to explore the main sights during your Cassaro vacation. However, if you'd like to have time to rest or take day trips, consider extending your trip.

How to find the best Cassaro package deals?

Finding a cheap Cassaro package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Cassaro package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.

Is it cheaper to book a Cassaro vacation as a package?

Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still get the flexibility to create a customized Cassaro vacation by choosing your favorite type of stay, airline and car class.

When to book a vacation package to Cassaro?

Land incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Cassaro trip.

Does Expedia offer Book Now, Pay Later Cassaro vacation packages?

If you're anything like us, you love traveling the world but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Cassaro break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.