A link to reset your password has been sent to your email


Change language & currency


Exciting Wine Holidays

This wine tour in Italy is a dream come true for wine lovers who are looking to taste the famous and greatest wines of Tuscany along with a cultural experience. You will be visiting small vineyards and a hilltop Tuscan town, as well as savoring incredible food and wine along the way. The personal connection with the people at all of the places makes the tour even more special. Enjoy visiting family owned wineries that provide a personal experience while offering high rated wines!


  • Cooking classes
  • Enjoy six wine tastings
  • Guided walking tour of Siena
  • Visit Chianti, Montalcino, and Montepulciano
  • Airport and train station transfers
  • Daily breakfast and dinner
  • 5 nights accommodation


4 days with instruction
Group size: Maximum of 12 participants
Hide all


Check-in Time:
Check-out Time:


  • Swimming pool (outdoor)
  • Dining area
  • Garden
  • Kitchen

Your home during this wine tour is a historical residence, owned and operated by the same family for nine generations. The villa is located in the heart of Chianti, surrounded by olive groves and vineyards, and 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 home, 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 many other historical pieces. Each of the guests’ bedrooms has a different décor and includes en-suite shower or bath.


Day 1: Arrival

The group will meet at Florence Airport (FLR) or train station around 3 p.m. and will be transferred to the villa. Upon arrival at the villa, a family member will welcome you and will guide you to your room. You will then have time to unpack, relax, and maybe sit by the pool. In the early evening, you will take a guided tour of the villa led by your host, who will share with you the history and traditions of the house. Then, you will enjoy an aperitif before your first homemade Tuscan dinner including the estate wine.

Day 2: Castle, wine, carnivores lunch, and Chianti quaint villages

Upon waking up in the Tuscan wine country, you will enjoy a fresh homemade breakfast. You will then drive through the magnificent countryside of Chianti for your first winery visit, which is located inside a hilltop castle. The vineyards that surround the hamlet form a site of outstanding quality and they represent the most evocative amphitheater of vines in all of Chianti Classico.

After tasting different wines, you will have a short visit to the delightful medieval village Radda in Chianti. Next, you will visit the world’s famous 'singing butcher'. He strives to preserve centuries-old practices of meat preparation and quality while adding his own unique twist on presentation. You will have the pleasure to have lunch at his restaurant and taste his creations including wine and grappa.

After lunch, you will visit a small family-run winery where you will have a wine tasting session in a spectacular backdrop. You will end your day by discovering a hidden gem, the fortified medieval village of Montefioralle and the unnamed capital of Chianti, Greve in Chianti. You will have a light dinner at the villa (if you are still hungry).

Day 3: It's all about Brunello

This day will be all about Brunello and Montalcino. After breakfast, you will again drive 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. Your first visit will be to a prestige winery north of Montalcino, which produces outstanding wines that are highly rated.

Next, you will have lunch in a small village at a family owned restaurant. After lunch, you will visit a winery located in the south of Montalcino so that you can taste the difference. You will also take a short walk in the town of Montalcino before heading back to the villa for dinner.

Day 4: Siena, cooking with wine, wine tasting, and Vernaccia di San Gimignano

This morning you 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. You will have a guided walking tour and after that, you will have time for shopping and lunch.

In the afternoon, you will drive to a small winery located in a magical setting outside San Gimignano. The winery is owned by a passionate young couple who left the big city to go back to their grandparent's farm and continue their family traditions. You will spend a lovely evening cooking with wine and be tasting different wines. Among them, you will get to taste the unique white wine Vernaccia di San Gimignano. This wine is only produced in the area of San Gimignano.

Day 5: Montepulciano, underground cellars, and cooking class at the villa

After breakfast, you will drive to the hilltop town of Montepulciano. Here, you will discover the most ancient and beautiful cellars in the world. A visit to this wine cellar is a journey throughout time and history dating back to Etruscan times. You will be tasting of different Montepulciano wines, including the famous vino Nobile.

After the wine tasting session, you will have time to explore this picturesque town on your own and have lunch. In the afternoon, you will return to the villa for a cooking class followed by dinner to celebrate your wine holiday in Tuscany.

Day 6: Departure

Today, you will be departing back to your home or can also extend your stay. Check-out time is around 9 a.m.

Included excursions

You will be visiting different wineries in Chianti, Montalcino, Montepulciano, and Siena. Also, a guided walking tour of Siena is included.


This holiday will take place in Tuscany, Italy.



  • Swimming pool (outdoor)


  • Dining area
  • Garden
  • Kitchen


You will be served five breakfasts, two lunches, and five dinners during the duration of the tour. Also, wine is served with all included lunch and dinners. You will be having wine tasting sessions in different wineries, along with two cooking classes.

The following meals are included:

  • Breakfast
  • Lunch
  • Dinner
  • Drinks

The following dietary requirement(s) are served and/or catered for:

  • Regular (typically includes meat and fish)
If you have special dietary requirements it's a good idea to communicate it to the organiser when making a reservation

Things to do (optional)

  • Explore the beautiful Tuscan countryside
  • Relish in the local culture and cuisine

What's included

  • 2 cooking classes
  • 2 lunches including wine
  • 5 breakfasts
  • 5 dinners including wine
  • 5 nights accommodation
  • 6 wine tasting sessions
  • Airport transfers from Florence Airport (FLR)
  • Personal tour guide
  • Tour book
  • Train station transfers
  • Transportation for day trips
  • Welcome gift

What's not included

  • Additional food or drinks
  • Airfare
  • Lunch (except for two, as mentioned in the itinerary)
  • Personal expenses
  • Travel insurance

How to get there

Arrival by airplane

Please book your flight to arrive at Florence Airport (FLR). Transfer from and to the airport is included. Food N' Wine Vacations will pick you up from the airport.

Cancellation Policy

  • A reservation requires a deposit of 14% of the total price.
  • The deposit is non-refundable, if the booking is cancelled.
  • The rest of the payment should be paid 30 days before arrival.
6 days / 5 nights
from --


Arrival: Sunday September 11, 2022
Departure: Friday September 16, 2022

Select your package:

For this organizer you can guarantee your booking through BookCulinaryVacations.com. All major credit cards supported.

Why choose BookCulinaryVacations.com

Largest Selection
Friendly Customer Service
Offers for every budget
Best Price
Don't miss out, join our mailing list and get updates & special offers!
Served by www:8000

Logging out

of Tripaneer websites