Day 1: Arrival, Dinner
The group will meet at Florence  train station at 3pm for the group transfer. Upon arrival at the villa, a family member will welcome you and will show you to your room. You then will have time to unpack, relax, and maybe sit by the pool. In the early evening you are invited for a guided tour of the villa, led by your host. She will share with you the history and traditions of the house. Then, you will enjoy an Aperitivo before your first home made Tuscan dinner including the estate wine.

Day 2: Chianti Villages, Wine tasting,  Lunch, Wine Tasting
Wake up in the Tuscan wine country and enjoy fresh homemade breakfast.
We will drive through the magnificent countryside of Chianti to discover a hidden gem, A fortified medieval village, and the unnamed capital of Chianti, Greve in Chianti.

Our first winery visit is to a family owned winery. The vineyards that surround this winery form a site of outstanding quality and they represent the most evocative amphitheater of vines. We will taste different vintages followed by lunch.

After lunch we will visit a small family-run winery where you will have another wine tasting.
Tonight we’ll have a light dinner at the villa.

Day 3: It’s all About Brunello
Today it’s all about Brunello and Montalcino. After breakfast we will drive again through the beautiful Tuscan countryside. When people think of Tuscany, Val d’Orcia is what they picture in their minds. It is characterized by gentle, carefully cultivated hills occasionally broken by gullies and by picturesque towns and villages. Our first visit will be to a prestige winery north of Montalcino which producing outstanding wines that are highly rated. Next you’ll have lunch in small village at a family owned restaurant.

After lunch we will visit a winery located in the south of Montalcino so you can taste the difference. After the visit we will be  heading back to the villa for dinner.

Day 4: Siena, Cooking  Class
This morning we will be departing for a visit to the beautiful town of Siena. Siena is distinguished by its medieval brick buildings. The fan-shaped Piazza del Campo is dominated by the Palazzo Pubblico, the Gothic town hall, and Torre del Mangia, a slender 14th-century tower with sweeping views from its distinctive white crown. We will have a guided walking tour, and after you’ll have time for shopping and lunch. In the afternoon we will go back to the villa for a cooking class.

Day 5: Montepulciano
After breakfast we will drive towards the hilltop town of  Montepulciano. Before going into town you will visit a family owned winery. You will have a tasting of different Montepulciano wines, including the famous Vino NobileAfter the wine tasting you will have time to explore Montepulciano on your own and have lunch. In the afternoon, we will return to the villa for a cooking class followed by dinner to celebrate our wine days in Tuscany.

Day 6:  It’s time to say Arivederci!

Departure from the villa is around 09:00 am.

Arrival Details

  • Airport city:


  • Pick-up Location:

    Florence S.M.N/Airport

  • Pick-up time:

    3:00 pm.

Departure details

  • Airport city:


  • Drop off location:

    Florence S.M.N/Airport

  • Drop off time:

    10:00 am.

The program includes:

  • Group Transfer from/to Florence Train station S.M.N
  • 5 nights accommodation
  • All breakfasts
  • All dinners including wine
  • 1 cooking class
  • 2 lunches including wine
  • Personal tour guide
  • 6 Wine tasting
  • Transportation for day trips
  • Welcome gift
  • Tour book

The program does not include

  • Travel insurance
  • Airline tickets
  • Anything not mentioned in the program


A deposit of $500.00 per person is required at time of booking to guarantee the space on the tour. Balance of the full amount is due 90 days prior the first day of the tour.



Your deposit is refundable within the first 30 days of your deposit, so long as you have booked more than 180 days before the start date of the tour. If you book within 180 days of the start date of the tour, your deposit is immediately non-refundable. 90 days or less before the start date of the tour, the tour is non – refundable.


90 days or less before the start date of the tour, the tour is non – refundable unless we are able to rebook another participant for the date/tour you are booked on.


Food N wine vacations, Inc reserve the right to re-calculate prices due to currency fluctuations. For full terms and conditions refer to Terms and conditions page.

Your home during the wine tour in Tuscany is a a historical residence  that is owned and operated by the same family for 9 generations. The villa is located in the heart of Chianti surrounded by olive groves and vineyards, which produces its own olive oil and wine.

The villa has a typical Italian garden with roses, lavender, lemon trees and herbs. The pool overlooks the peaceful Tuscan hills. Inside, The original frescoed walls tell the history of the villa and the story of the family. You could still see the old kitchen, the 15th century dining room, the chapel and so many historical pieces. Each of the guests’ bedrooms has a different décor and includes en-suite shower or bath.




  • Sept 14 – Sept 19
  • $ 3100.00
  • Available

Single supplement: $500.00.

Prices are in USD.

Looking for a Private Group Tour?
We can accommodate private groups year round


We highly suggest purchasing travel insurance to protect your travel investment. Many travel products are non-refundable.

You can get a quote here

Emergencies happen when you least expect it. Travel protection provides coverage for Trip Cancellation, Trip Interruption, Medical and Dental, Emergency Assistance and Transportation, Baggage, Baggage Delay, Travel Delay and much more. Plus, we offer our exclusive One Call 24-hour Traveler Assistance Service to help you with emergency situations that arise during your trip.

You may also consider ‘Cancel for no reason’. It may seem costly, but if you are deeply concerned about things like Hurricanes, strikes, Coronavirus outbreak, terror attack and such, you should look into that.

For pre existing condition, it’s important to purchase a policy within 10 days of your deposit.

FAQ about Travel Insurance


The best would be flying to Florence, however, if you plan on visiting other parts of Italy you might fly to one city and return from a different one. We provide a complimentary consulting with your pre or post travel plans. Don’t hesitate to ask us.

You may want to compare flights to Rome. From Rome airport you can take a train to Florence.


Option A: Stay in Florence before or after the tour. You  can stay for one full day. The historic center is walkable, which makes it easy. If you have more time and/or have a special interest, you may want to spend 2 days. There are few world renown museums in Florence.

Option B: Visit Rome. You need about 3 days. (Train ride between Rome and  Florence is 1.5 hours)

Option C: Visit Venice. (Train ride from/to Florence is 2 hours)

Option D: Visit all the above cities or some.

We provide a complimentary consulting with your pre or post travel plans. Don’t hesitate to ask us about logistics and ideas.


Walking pace is like walking around town.

You will be walking in cobblestone streets and some uneven roads.

We try to start the days after 09:00 am – 09:15 am.

The itinerary is balanced between activities, sightseeing and leisure time.


 What should I wear?

Stay casual and comfortable. Mornings and evening are chilly but during the day it’s warm. Even in full summer, hot days can quickly turn into cool evenings. Be prepared with a light sweater during the summer months, and something a little heavier in spring and fall.

You won’t need to dress up anywhere you go. If you would like to try to blend in with the locals as much as possible, think “smart casual” or “preppy” for men, and “light and stylish” for women. Italians are very fashion conscious, but not formal.

In the summer months, you will most likely want to wear shorts. Make sure they have good pockets. However, always make sure you also have some long pants

Bring flat shoes, as you will be walking in medieval towns with cobblestone streets or farms with unpaved roads.

If you want to dress up for dinner, dress as if you are having dinner with friends.

How many bags can I bring?

We recommend bringing one medium suitcase and another small bag or trolley.

Please check our packing advice.


We advise you to pack light. We also recommend planning what you need based on each day of your travels.

You will need the extra space for souvenirs. You may not think about it now, but believe us; you’d want to take home that tasty olive oil, a bottle of wine that you can’t find at home, local specialties, or ceramics.

On that note, the best advice we can give you is “bubble wrap”. Bring bubble wrap with you. It’s cheaper and more convenient to bring it from the U.S and you will probably never leave home without it.

We highly recommend you use packing cubes for efficient packing and to keep things organized. You can search for videos on YouTube to learn more about it.

Do I need a passport?


Copy of passport

We strongly suggest that you to make a copy of your passport.

Should I bring my cell phone?

It is a good idea to bring a cell phone. See our tips for communications while on a tour down below.

Do I need converters or transformers?

European power outlets run at 220 volts. You must buy a transformer to avoid shorting out and/or causing permanent damage to your devices. You will need it for cell phones, cameras, tablets, and other US-made electronics.

Tip: If your electronics can be powered by either 120 volt or 220-volt outlets (the device will usually have this listed in the technical specifications in a format like 120/240 volts, meaning the device can be powered from any power outlet around the globe), you will only need a plug adapter. Please note that a plug adapter is not a transformer, and using one with a device not capable of handling 240 volts will cause permanent damage and may even render the device unusable.


We find that a debit/credit card of a credit union bank has low rates for an ATM withdrawal or credit card charges. In addition to credit union banks, here is a list of cards that offer a low or no foreign transaction fee: Capital one no fee hassle card, Chase Sapphire preferred, Chase ink business card, United mileage plus, Barclays arrivals world, Amex platinum card, Capital one venture reward, bank Americard travel reward, Marriott, Southwest, Barclaycard arrival plus, United mileage plus, Citi Hilton honors.

It is also important to let the credit card company or your bank know what country you are traveling to and the exact date


It is recommended to have a cell phone with you, however, if you plan to bring your smart phone, make sure to turn off mobile data right before you board the plane. If the data is not turned off, your mobile provider may charge you hundreds of dollars for using their services outside the U.S. On certain phones, you may be able to disable data roaming (phones that support this feature will most likely have it turned off by default). This will automatically turn off data outside the U.S.

You may want to check with your cell phone provider what data/voice/ text they offer when you travel to Europe. Things are changing for the better. For example, if you have an unlimited plus plan with AT&T you can pay $10 a day and continue using your phone in Europe as if you were at home.

WhatsApp is a free service that lets users message one another seamlessly between mobile and desktop devices.

WhatsApp is known for its enhanced privacy features, like end-to-end encryption, and its free, web-based international calling. Read on to find out how you can leverage the Facebook-owned messaging giant to make free international calls.

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