Brunello di Montalcino Wine Area Vacation Packages

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Top Brunello di Montalcino Wine Area 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 $2,558, price is now CA $1,756 per person
CA $1,756
per person
Jul 13 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.6/10 Good! (1,008 reviews)
Front desk staff are helpful. Breakfast room attendants are good. Food is average.

Reviewed on May 6, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was CA $2,568, price is now CA $1,760 per person
CA $1,760
per person
Jul 13 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.6/10 Good! (1,001 reviews)
Excellent helpful staff let us store our bags in the lobby for a couple of hours after checkout- much appreciated- clean and quiet - central location was walkable to everywhere- and they were very nice to our 6 month old baby

Reviewed on May 2, 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was CA $2,842, price is now CA $1,989 per person
CA $1,989
per person
Jun 11 - Jun 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Florence (FLR)
8.6/10 Excellent! (485 reviews)
The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Price was CA $5,387, price is now CA $3,785 per person
CA $3,785
per person
Jul 1 - Jul 5
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to Florence (FLR)
9.4/10 Exceptional! (131 reviews)
Absolutely amazing! We travel with small children and this accomodation was incredible. The accomodation and staff was 5 star

Reviewed on May 3, 2026

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Price was CA $7,978, price is now CA $5,633 per person
CA $5,633
per person
Jul 13 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.8/10 Exceptional! (473 reviews)
Amazing service and staff. Wow!

Reviewed on Feb 21, 2026

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Brunello di Montalcino Wine Area Hotel Deals

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
The price is CA $1,131 per night from May 18 to May 19
CA $1,131
CA $1,260 total
May 18 - May 19
includes taxes & fees
9/10 Wonderful! (345 reviews)
There was no air conditioning in our room. It wasn’t too hot but not really pleasant sleep. Leaving the windows open at night in the country side up in a mountain is a little scary we could get bugs or else in the room. I am sorry, but A/C is a must for a hotel this level

Reviewed on May 6, 2026

Castello di Velona Resort Thermal SPA & Winery
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
The price is CA $3,041 per night from Jun 7 to Jun 8
CA $3,041
CA $3,361 total
Jun 7 - Jun 8
includes taxes & fees
10/10 Exceptional! (75 reviews)
If you don’t like th it s place, then there will never be a place on earth that you like.. it’s actually above a 5 star!! Over the top service.. food seasons breakfast fantastic…fell very lucky to have stayed here.. thank you

Reviewed on Apr 8, 2026

Castiglion del Bosco, A Rosewood Hotel
Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World

Localita Loreto e San Pio Montalcino SI
Fully refundableReserve now, pay when you stay
The price is CA $829 per night from May 11 to May 12
CA $829
CA $928 total
May 11 - May 12
includes taxes & fees
10/10 Exceptional! (68 reviews)
Wonderfully Beautiful Winery… Stunning views. Fabulous rooms and very welcoming staff.

Reviewed on Apr 26, 2026

Mastrojanni Relais - Small Luxury Hotels of the World
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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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Discover the most popular places to visit in Brunello di Montalcino Wine Area

Fortress of Montalcino

Find out about the history of Montalcino with a stop at Fortress of Montalcino. Visit the area's spas, or simply enjoy its wineries.

Fortress of Montalcino

Tenuta Greppo Franco Biondi Santi

You can enjoy a tasting or tour at Tenuta Greppo Franco Biondi Santi during your travels to Montalcino. Discover the area's countryside and spas.

Tenuta Greppo Franco Biondi Santi

Frequently asked questions

Can I cancel my flight booking to Brunello di Montalcino Wine Area due to COVID-19?
Visit our Customer Service Portal for details about canceling or changing your flight because of COVID-19. Make sure you also read over the terms and conditions of your chosen carrier before booking your fare to Brunello di Montalcino Wine Area.
What's the best way to find cheap flights to Brunello di Montalcino Wine Area that have flexible change policies?
When it comes to flying these days, flexibility is important. That's why we have a "No change fee" search function to help you find flexible, cheap tickets to Brunello di Montalcino Wine Area. It's at the top left of your screen under the "Flexible change policies" heading.
What are some of the general tips for travelers to Brunello di Montalcino Wine Area during the COVID-19 outbreak?
The COVID-19 pandemic has changed the world in so many ways, including how we're able to travel safely. These tips will help you understand these new challenges and get you ready for your vacation in Brunello di Montalcino Wine Area:
  • Find out the rules and restrictions in both your origin and destination. It may not be possible to travel depending on local circumstances, so make sure you check in advance.
  • When you pass through airport screening, keep your face mask on. You will be asked to briefly lower it for identification purposes. Travelers who refuse to wear a face mask may be fined and denied boarding.
  • Do not hand your boarding pass directly to a TSA officer. Instead, place your pass on the scanner and then hold it up for the agent to visually inspect it.
  • TSA now allows passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on baggage. This will need to be removed from your bag and submitted for screening.
  • Remove personal items from your pocket, such as your wallet, phone and small change, and place them in your carry-on instead of the bins. This will minimize handling during the screening process.
  • If you're planning to take food on the plane with you, put it in a clear plastic bag and then into a scanning bin. This lessens the likelihood that a TSA agent will need to handle your carry-on bag or food container for closer inspection.

Which airlines fly to Brunello di Montalcino Wine Area?
Organize your fare with Alitalia and then start piecing together your Brunello di Montalcino Wine Area must-do list. This leading carrier has 121 flights each month to Peretola Airport (FLR), a central gateway.
How can I find cheap tickets to Brunello di Montalcino Wine Area?
Start searching as early as possible, consider alternative airports, avoid peak travel periods — there are lots of ways! Another one is to take advantage of Expedia's "flexible dates" feature. Search for your Brunello di Montalcino Wine Area flight, then check out the prices for nearby dates. In the last seven days, the best price for a flight to Brunello di Montalcino Wine Area was .
How much is a flight to Brunello di Montalcino Wine Area?
You could have locked in a return ticket to Brunello di Montalcino Wine Area from anywhere between and in the last seven days. For one-way trips departing from (), the lowest amount paid during this time was just .
What are the most popular airports to fly into in Brunello di Montalcino Wine Area?
Start planning your Brunello di Montalcino Wine Area journey by securing a seat on one of the 1323 flights every month to Peretola Airport (FLR). This is the region's main point of entry.
When is the cheapest time to fly to Brunello di Montalcino Wine Area?
Leave earlier in the week to secure the best deal to Brunello di Montalcino Wine Area. Tuesday is usually the cheapest day to take off, followed by Monday. Saturday often has the highest ticket prices. This is because many people prefer to begin their trip on a weekend.
How much is a plane ticket to Brunello di Montalcino Wine Area?
In the last seven days, airfares to Brunello di Montalcino Wine Area varied from to .
Which airlines with flights to Brunello di Montalcino Wine Area employ COVID-19 cleanliness policies?
Social distancing is just one element of new travel industry strategies to help combat COVID-19. From check-in to arrival, these carriers will carry you to Brunello di Montalcino Wine Area with greater peace of mind:
  • Ryanair - this airline is known for cleaning with disinfectant and providing passenger masks.
  • Vueling - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Air Dolomiti - this airline is known for cleaning with disinfectant and conducting passenger temperature checks.

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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.