Cavallari Vacations from $1,109
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Your Cavallari Vacation
From its highlights to its hidden gems, this city is best experienced with a Cavallari vacation package. Book a hotel in Badia Coltibuono, which is great for families, nature and walking. If your trip to Cavallari includes some sightseeing, take in famous attractions like Buondonno Winery, Casa Vinicola Luigi Cecchi and City Hall Castellina In Chianti. Don't put off your visit to this destination any longer. The perfect Cavallari vacation is only a few clicks away with Expedia.
The Latest Cavallari vacation packages
Price found within the past 48 hours. Click for updated prices.
Grand Hotel Cavour
Historic Centre of Florence
$4,399
per person
Sep 23 - Sep 28
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
They were very accommodating and helped with suggestions for places to eat local shops and their breakfast buffet was amazing
Reviewed on Aug 23, 2026
Hotel Villa Liana
Historic Centre of Florence
$1,349
per person
Oct 11 - Oct 17
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
8.8/10 Excellent! (360 reviews)
clean, spacious, well-stocked with toiletries and breakfast items too. walkable distance to all iconic sites. Grace, the breakfast host, did an incredible job, very welcoming & served with options for hot coffee drinks. All together, wonderful, memorable stay!!
Reviewed on May 23, 2026
What to do in Cavallari
Siena, San Gimignano, Monteriggioni & Chianti from Florence
$59
per adult
88% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
$158
per adult
86% of travellers recommend
Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting
$56
per adult
90% of travellers recommend
Cavallari Hotel Deals
Radisson Blu Hotel, Florence
Via Giovanni Agnelli 33 Florence FI
Fully refundableReserve now, pay when you stay
$93 nightly
$119 total
Aug 30 - Aug 31
Total with taxes and fees
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$173 nightly
$197 total
Aug 24 - Aug 25
Total with taxes and fees
9.2/10 Wonderful! (1,011 reviews)
"The hotel was close downtown Siena and parking was on site. The continental breakfast was delicious. The room was clean and bed was comfortable. The AC keep shutting off in the night, made it uncomfortable for sleep."
Reviewed on Aug 18, 2026
Borgo Scopeto Wine & Country Relais
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
$511 nightly
$573 total
Aug 26 - Aug 27
Total with taxes and fees
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.
Find the Best Cavallari Vacation Packages
Cavallari Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Closest Airport | Peretola Airport (FLR) |
Top Sights | Buondonno Winery, Casa Vinicola Luigi Cecchi and Archaeological Museum of Chianti |
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Frequently asked questions
How much does a Cavallari vacation package cost?
Offering excellent value package deals from $1,109 on Expedia, you'll be surprised at how little a vacation to Cavallari costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Cavallari?
November, December and January are great times to search for cheap Cavallari vacation packages. Traveling in quieter periods means you'll typically find better prices on flights and accommodations.
How many days is enough for Cavallari?
With a well-planned schedule, you can easily visit the main Cavallari sights in a handful of days. But if you want to explore off the beaten track or go on day trips, consider booking your Cavallari vacation for longer.
How to find the best Cavallari package deals?
Bagging a cheap Cavallari package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Cavallari package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Cavallari vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Cavallari vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Cavallari?
If you've got your Cavallari vacation dates finalized, book early to bag some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Cavallari vacation packages?
Your Cavallari break should be a relaxing escape from your daily routine, not a reason for money-related stress. So to allow you that extra flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
