Cavallari Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • 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

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.

Top Cavallari Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Santa Maria Novella

Hotel Santa Maria Novella

4 out of 5
Historic Centre of Florence
Price was CA $2,270, price is now CA $1,676 per person
CA $1,676
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.6/10 Exceptional! (1,002 reviews)
Clean rooms. Beautiful hotel. Great bar.

Reviewed on Nov 2, 2026

The Place Firenze

The Place Firenze

5 out of 5
Historic Centre of Florence
Price was CA $6,378, price is now CA $4,304 per person
CA $4,304
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Florence (FLR)
9.8/10 Exceptional! (203 reviews)

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was CA $4,038, price is now CA $2,806 per person
CA $2,806
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Perfect location

Reviewed on Nov 2, 2026

Palazzo Monnalisa

Palazzo Monnalisa

5 out of 5
Historic Centre of Florence
Price was CA $3,464, price is now CA $2,525 per person
CA $2,525
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Florence (FLR)
9/10 Wonderful! (810 reviews)
Loved my stay! Beautiful room and property!

Reviewed on Nov 1, 2026

Donati Luxury Tower Suites

Donati Luxury Tower Suites

5 out of 5
Historic Centre of Florence
Price was CA $3,932, price is now CA $2,881 per person
CA $2,881
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Florence (FLR)
9.8/10 Exceptional! (82 reviews)
Great location. Historical building. Rooms were stunning. Lovely breakfast box delivered daily. Nice staff. The only negative is the roof is €250 per 2 hour booking, which I didn't expect, and would have been a reason for booking. Hence 4/5.

Reviewed on Oct 19, 2026

Ready to book your vacation to Cavallari?

 

Choose your dates

Cavallari Hotel Deals

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

4 out of 5
Via Giovanni Agnelli 33 Florence FI
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Nov 16 to Nov 17
CA $133
CA $168 total
Nov 16 - Nov 17
includes taxes & fees
8.8/10 Excellent! (201 reviews)
"Excelente hotel , desayuno muy completo , habitaciones muy cómodas."

Reviewed on Nov 4, 2026

Radisson Blu Hotel, Florence
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Nov 29 to Nov 30
CA $128
CA $146 total
Nov 29 - Nov 30
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"This is a lovely hotel. The front desk staff were very friendly and helpful. Breakfast and dinner were great as was the hospitality shown by the dining room staff. The room was comfortable and clean. The rooftop terrace is an amazing place to enjoy beautiful views and the sunset. I would highly recommend ..."

Reviewed on Nov 4, 2026

Hotel Athena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
The price is CA $400 per night from Dec 4 to Dec 5
CA $400
CA $449 total
Dec 4 - Dec 5
includes taxes & fees
Grand Hotel Continental Siena – Starhotels Collezione
See all 6,905 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Cavallari

Siena: Cathedral Complex Pass with Audio Guide

Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)

CA $31
per adult
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
Tuscany in 1 day: Pisa, San Gimignano and Siena with Lunch

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch

CA $78
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

CA $39
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
See all activities in Cavallari

Frequently asked questions

How much does a Cavallari vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,676 on Expedia. However, how much your vacation to Cavallari costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Cavallari?
January, February and November are the best times to look for cheap Cavallari vacation packages. Choosing to travel in less busy periods means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Cavallari?
You can see all the main attractions in Cavallari within a few days, including the must-see Casa Vinicola Luigi Cecchi. If you're looking for an extended Cavallari vacation, check out what kind of day tours and activities are available close by.
How to find the best Cavallari package deals?
Start your search for a Cavallari package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Cavallari package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cavallari getaway off to a flying start.
Is it cheaper to book a Cavallari vacation as a package?
You can enjoy significant savings on your next Cavallari getaway by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Cavallari?
If you're planning a spontaneous Cavallari trip, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Cavallari?

  1. Choose your dates: What you plan to do in Cavallari and your preferred season will help you decide when to go.
  2. Set a budget: Consider expenses like flights, transportation and food when working out how much to put aside for your trip to Cavallari. Then, choose a property that matches your budget, whether that's an affordable stay or a high-end getaway.
  3. Decide your trip length: Think about how much time you want to spend discovering Cavallari. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodations: After you've settled on your travel dates and duration, lock in the perfect Cavallari vacation package for you.

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