Cavallari Vacations from $838

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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.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,240, price is now $838 per person
$838
per person
Dec 2 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Florence (FLR)
7.8/10 Good! (1,007 reviews)
The staff are friendly , breakfast is good. The only thing is the bathroom shower area is so tight in a corner n water supply is quite low.we wished we had a window that can be open. But overall its not too bad

Reviewed on Sep 20, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was $1,539, price is now $997 per person
$997
per person
Dec 2 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Florence (FLR)
9.6/10 Exceptional! (477 reviews)
Superb hotel. Rooms magnificent, reflect the photos. Staff amazingly friendly and helpful.

Reviewed on Sep 27, 2025

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Price was $1,716, price is now $1,114 per person
$1,114
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Florence (FLR)
9/10 Wonderful! (1,005 reviews)
Perfect location, friendly staff, clean, renovated rooms 10/10

Reviewed on Sep 24, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,344, price is now $873 per person
$873
per person
Dec 2 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Florence (FLR)
7.8/10 Good! (1,008 reviews)
hotel position superb easy access to city and dining options. Rooms clean and plenty of hot water in shower. Let down only by location of breakfast room which is a walk through from reception and the buffet breakfast which was very limited.

Reviewed on Sep 27, 2025

Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,804, price is now $1,248 per person
$1,248
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (588 reviews)
Worth the price tag, excellent quality everything. Great views of Arno and the Ponte Vecchio.

Reviewed on Sep 18, 2025

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Discover the most popular places to visit in Cavallari

Castellina in Chianti which includes farmland

Buondonno Winery

You can enjoy a tasting or tour at Buondonno Winery during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this relaxing area.

Buondonno Winery

City Hall Castellina In Chianti

City Hall Castellina In Chianti is just one of the places to see in Castellina in Chianti, so why not enjoy the other things to explore during your travels? Discover the beautiful countryside and charming coffeehouses in this walkable area.

City Hall Castellina In Chianti

Archaeological Museum of Chianti

You can browse the exhibits at Archaeological Museum of Chianti, a museum with a story of its own, during your trip to Castellina in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours.

Archaeological Museum of Chianti

What to do in Cavallari

Dinner in Chianti Vineyards with Wine Tasting

From Florence: Dinner in Chianti Vineyards with Wine Tasting

$129
per adult
80% of travellers recommend
From Florence: Dinner in Chianti Vineyards with Wine Tasting
Winemaker For a day: craft your dream blend and take it home

Winemaker For a day: craft your dream blend and take it home

$70
per adult
Winemaker For a day: craft your dream blend and take it home
Chianti Wine Tour with Tuscan lunch. Open top van

Chianti Wine Tour with Tuscan lunch. Open top van

$230
per traveler
100% of travellers recommend
Chianti Wine Tour with Tuscan lunch. Open top van
See all activities in Cavallari

Cavallari Hotel Deals

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundableReserve now, pay when you stay
$150 nightly
The price is $171 total per night from Oct 27 to Oct 28
$171 total
Oct 27 - Oct 28
Total with taxes and fees
9.2/10 Wonderful! (1,009 reviews)
"Very small room compared with our last visit, but comfortable foe one night stay."

Reviewed on Sep 24, 2025

Hotel Athena
Hotel Ristorante Alcide

Hotel Ristorante Alcide

4 out of 5
Viale Marconi, 67/A, Poggibonsi, SI
$54 nightly
The price is $67 total per night from Sep 28 to Sep 29
$67 total
Sep 28 - Sep 29
Total with taxes and fees
8/10 Very Good! (454 reviews)
Good Value for the cost !
"The hotel was good value for the price. The room was clean. The hotel is in a good, safe area. The A/C was able to keep up with the 98F temps outside. Check in was easy. The breakfast was very good. Parking is a little tricky but not to bad. The only issues we had with our room was the safe wouldnt ..."

Reviewed on Jul 7, 2025

Hotel Ristorante Alcide
Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo

4 out of 5
Via Di Giogoli 12, Florence, FI
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $108 total per night from Oct 26 to Oct 27
$108 total
Oct 26 - Oct 27
Total with taxes and fees
8.2/10 Very Good! (212 reviews)
"Needs some cosmetic repairs"

Reviewed on Sep 15, 2025

Fattoria il Milione Agriturismo
See all 7,413 properties in Cavallari
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.

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Frequently asked questions

How much does a Cavallari vacation package cost?
Offering excellent value package deals from $838 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

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.