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 $2,226, price is now CA $1,415 per person
CA $1,415
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
7.4/10 Good! (1,039 reviews)
Great property, very close to the train station. Room was clean and well maintained. It is very walkable to all the things in Florence. Very close to the train station which made things easy with bags. The staff were great and super helpful. Breakfast had good options. Our only issue was the level of light let in through the window (despite the blinds and window shades closed) overnight which made it a very bright room.

Reviewed on Jun 24, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Price was CA $5,661, price is now CA $3,105 per person
CA $3,105
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (144 reviews)
It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)

Reviewed on Jun 19, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was CA $2,776, price is now CA $1,760 per person
CA $1,760
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
The hotel was conveniently located, and the service was good. Overall, it was a pleasant stay. However, I hope the hotel improves its Wi-Fi coverage, as the connection can become unstable when multiple guests are accessing the network.

Reviewed on Jun 5, 2026

Hotel Bencista

Hotel Bencista

3 out of 5
Price was CA $2,848, price is now CA $1,825 per person
CA $1,825
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
6.8/10 (28 reviews)
LHP Certaldo Resort

LHP Certaldo Resort

5 out of 5
Price was CA $2,228, price is now CA $1,475 per person
CA $1,475
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (532 reviews)
The staff were excellent, especially Carim.

Reviewed on May 10, 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 $1,218 per night from Jul 16 to Jul 17
CA $1,218
CA $1,356 total
Jul 16 - Jul 17
includes taxes & fees
9/10 Wonderful! (358 reviews)
"Beautiful location, views and rooms. The dinners and lunches are overpriced but the rest of the experience was fantastic."

Reviewed on Jun 19, 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 $3,284 per night from Jul 20 to Jul 21
CA $3,284
CA $3,628 total
Jul 20 - Jul 21
includes taxes & fees
Castiglion del Bosco, A Rosewood Hotel
SI Montalcino Hotel

SI Montalcino Hotel

3 out of 5
Via Osticcio 21 Montalcino SI
The price is CA $149 per night from Jun 29 to Jun 30
CA $149
CA $177 total
Jun 29 - Jun 30
includes taxes & fees
SI Montalcino Hotel
See all 5,514 properties in Brunello di Montalcino Wine Area
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.