Calzaiolo Vacation Packages

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Your Calzaiolo Vacation

Book a Calzaiolo vacation package and get ready to experience everything this city has to offer. Consider staying in the neighborhood of Lastra a Signa, which is good for walking, nature and bars and pubs. If your trip to Calzaiolo includes a little sightseeing, don't miss famous attractions like Antinori nel Chianti Classico, Monastary of Sorelle Clarisse and Torre Del Chianti. Browse Expedia's wide range of travel options and begin planning your ultimate vacation to Calzaiolo now.

Top Calzaiolo Vacation Deals

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

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was CA $1,687, price is now CA $1,197 per person
CA $1,197
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Perfect location

Reviewed on Nov 2, 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was CA $1,692, price is now CA $1,244 per person
CA $1,244
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
8.6/10 Excellent! (508 reviews)

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Price was CA $1,884, price is now CA $1,410 per person
CA $1,410
per person
Jan 25 - Jan 30
found 9 hours ago
Roundtrip flight included
Vancouver (YVR) to Florence (FLR)
8.8/10 Excellent! (445 reviews)

Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection

5 out of 5
Historic Centre of Florence
Price was CA $2,543, price is now CA $1,921 per person
CA $1,921
per person
Dec 4 - Dec 8
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.6/10 Exceptional! (644 reviews)
Beautiful hotel, beautiful rooms, fantastic location, amazing service and staff.

Reviewed on Nov 1, 2026

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Cortona Old Town
Price was CA $2,610, price is now CA $2,000 per person
CA $2,000
per person
Dec 5 - Dec 12
found 14 hours ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
10/10 Exceptional! (357 reviews)
The highlight was the experience at the bar with the entertaining bartenders! Great breakfast and service!

Reviewed on Nov 2, 2026

Ready to book your vacation to Calzaiolo?

 

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Calzaiolo Hotel Deals

Plus Florence - Hostel

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI
Fully refundableReserve now, pay when you stay
The price is CA $64 per night from Dec 3 to Dec 4
CA $64
CA $83 total
Dec 3 - Dec 4
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Great value and position , tram straight from airport and a 2 minute walk from tram stop"

Reviewed on Nov 1, 2026

Plus Florence - Hostel
Hotel Paris

Hotel Paris

3 out of 5
Via Banchi 2 Florence FI
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Nov 17 to Nov 18
CA $151
CA $185 total
Nov 17 - Nov 18
includes taxes & fees
Hotel Paris
Hotel Albani Firenze

Hotel Albani Firenze

4 out of 5
Via Fiume 12 Florence FI
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from Nov 18 to Nov 19
CA $166
CA $204 total
Nov 18 - Nov 19
includes taxes & fees
9.2/10 Wonderful! (1,015 reviews)
"A lovely old hotel. We were upgraded to a large suite. As the seasons were changing, the cooling system was no longer functioning and it was very stuffy. Its location close to the main train station meant that it was very noisy all night and our window was very close to the street with loud talking ..."

Reviewed on Nov 2, 2026

Hotel Albani Firenze
See all 13,121 properties in Calzaiolo
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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What to do in Calzaiolo

City Sightseeing Florence Hop-on Hop-off

City Sightseeing Florence Hop-on Hop-off Bus Tour

CA $37
per adult
74% of travellers recommend
City Sightseeing Florence Hop-on Hop-off Bus Tour
The Best of Tuscany in One Day Sightseeing Tour

The Best of Tuscany Tour: Siena, San Gimignano, Pisa and Lunch at a Winery

CA $127
per adult
98% of travellers recommend
The Best of Tuscany Tour: Siena, San Gimignano, Pisa and Lunch at a Winery
Michaelangelo's David

Accademia timed-entry Ticket with App Guide

CA $62
per adult
90% of travellers recommend
Accademia timed-entry Ticket with App Guide
See all activities in Calzaiolo

Frequently asked questions

How much does a Calzaiolo vacation package cost?
You'll find cheap prices from CA $1,197 on Expedia for your Calzaiolo getaway. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Calzaiolo costs.
What are the cheapest months to go to Calzaiolo?
The off-season is the best time to visit Calzaiolo if you're on a budget. Another tip for finding cheap Calzaiolo vacation packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Calzaiolo?
With around 2 days, you'll have enough time to experience popular neighbourhoods like Il Serraglio and San Pancrazio during your Calzaiolo vacation. Make sure to also add Torre Del Chianti and San Casciano Museum to your list of must-sees. Up for some more adventures? Consider venturing outside of Calzaiolo on tours and day trips.
How to find the best Calzaiolo package deals?
Begin your search for a Calzaiolo package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Calzaiolo package deal right away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Calzaiolo escape underway.
Is it cheaper to book a Calzaiolo vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels individually. Better still, you can personalize your Calzaiolo escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Calzaiolo?
If you have your Calzaiolo travel dates confirmed, book early to score some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Calzaiolo?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Calzaiolo.
  2. Plan your budget wisely: Besides the price of your hotel, you'll need to consider other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that could arise during your trip to Calzaiolo.
  3. Decide how many days away: Start by compiling a list of the sights and activities you want to get to in Calzaiolo. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Calzaiolo vacation package.

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