Montisi Vacation Packages

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Your Montisi Vacation

Let our vacation packages to Montisi inspire your next escape. There's lots to love about this exciting city, starting with the neighborhood of Pozzo, which is good for views and nature. Every trip to Montisi needs a well-crafted itinerary. Fill yours with big-name attractions like Monte Oliveto Maggiore Abbey, Museo del Tartufo and Bosco della Ragnaia. Don't delay your visit to this city any longer. Your dream Montisi vacation is a few clicks away with Expedia.

Top Montisi Vacation Deals

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 CA $2,412, price is now CA $1,521 per person
CA $1,521
per person
Oct 25 - Oct 31
found 11 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.4/10 Good! (1,011 reviews)

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Price was CA $8,266, price is now CA $4,729 per person
CA $4,729
per person
Sep 11 - Sep 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (154 reviews)
Magical location, pools, staff, property.

Reviewed on Jul 19, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was CA $2,392, price is now CA $1,538 per person
CA $1,538
per person
Oct 25 - Oct 31
found 11 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.6/10 Good! (1,004 reviews)

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Cortona Old Town
Price was CA $3,044, price is now CA $2,003 per person
CA $2,003
per person
Oct 18 - Oct 24
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
10/10 Exceptional! (295 reviews)
Beautiful oasis in a beautiful town

Reviewed on Jul 25, 2026

L'Andana

L'Andana

5 out of 5
Price was CA $4,713, price is now CA $3,207 per person
CA $3,207
per person
Sep 11 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.4/10 Exceptional! (91 reviews)
Breathtaking views of the Tuscan countryside, as well as incredibly attentive staff.

Reviewed on Jun 9, 2026

Ready to book your vacation to Montisi?

 

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Montisi Hotel Deals

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is CA $833 per night from Aug 15 to Aug 16
CA $833
CA $926 total
Aug 15 - Aug 16
includes taxes & fees
9.6/10 Exceptional! (155 reviews)
"Magical location, pools, staff, property."

Reviewed on Jul 19, 2026

Precise Tale Poggio Alla Sala
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34 Siena SI
Fully refundableReserve now, pay when you stay
The price is CA $251 per night from Aug 24 to Aug 25
CA $251
CA $284 total
Aug 24 - Aug 25
includes taxes & fees
9.4/10 Exceptional! (837 reviews)
"Loved our stay!"

Reviewed on Jul 28, 2026

Palazzo Ravizza
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
The price is CA $424 per night from Aug 16 to Aug 17
CA $424
CA $480 total
Aug 16 - Aug 17
includes taxes & fees
10/10 Exceptional! (300 reviews)
"Beautiful oasis in a beautiful town"

Reviewed on Jul 25, 2026

Monastero di Cortona Hotel & Spa
See all 5,063 properties in Montisi
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 Montisi

Wine & Music on the Terrace

Wine & Music on the Terrace

CA $32
per adult
Wine & Music on the Terrace
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

CA $151
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

CA $72
per adult
Montalcino: Guided Winery Tour and Wine Tasting
See all activities in Montisi

Frequently asked questions

How much does a Montisi vacation package cost?
Offering excellent value package deals from CA $1,521 on Expedia, you'll be thrilled with how little a vacation to Montisi costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Montisi?
Plan your getaway for the low season and you're likely to get cheap Montisi vacation packages. Keep in mind that public holidays and local festivals and events can have an impact on prices, so do a little research before booking.
How many days is enough for Montisi?
Generally, a handful of days is enough to go to the top attractions during your Montisi vacation. However, if you prefer to have more time to unwind or go on day tours, consider extending your trip.
How to find the best Montisi package deals?
Use Expedia's handy filters to help you find some terrific Montisi package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Montisi package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Montisi vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking hotels and flights separately. Better still, you can personalize your Montisi trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Montisi?
Secure amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Montisi break.
How to plan a trip to Montisi?

  1. Choose when to go: Check your calendar and pack your bags. Your favourite season and the activities available will also help you decide when to vacation in Montisi.
  2. Set a budget: Consider expenses like food, flights and transportation when calculating how much to put aside for your trip to Montisi. Then, pick a hotel that works with your budget, whether that's a wallet-friendly stay or a lavish retreat.
  3. Decide how long to go away for: Now that you know more about Montisi, you can work out the perfect length of your vacation. Put together a rough plan and give yourself enough time to cover everything you want to do.
  4. Bundle your accommodations and airfare: Once you've settled on your trip dates and duration, book the ideal Montisi 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.