---
title: "Tuscany Food & Wine Tour: 8-Day Itinerary | Mobee International"
description: "An 8-day Tuscany food and wine itinerary: Florence markets, Chianti and Brunello wineries with a private driver, a farmhouse cooking class, Siena and Pienza.…"
url: "https://www.mobeeinternational.com/packages/tuscany-food-and-wine"
image: "https://www.mobeeinternational.com/_astro/italy-tuscany-val-dorcia.BR0k_mSt_Z1ExUg6.jpg"
---

1.  [Home](https://www.mobeeinternational.com/)
2.  [Itinerary ideas](https://www.mobeeinternational.com/packages)
3.  [Italy](https://www.mobeeinternational.com/countries/italy)
4.  Tuscany Food & Wine in 8 Days: Florence, Chianti & Val d'Orcia

[Italy](https://www.mobeeinternational.com/countries/italy)

# Tuscany Food & Wine in 8 Days: Florence, Chianti & Val d'Orcia

Eight days to taste Tuscany: a market tour in Florence, Chianti Classico and Brunello wineries with a private driver, a pasta class in a Val d'Orcia farmhouse, and Siena, Pienza and Montepulciano. 4-star stays.

**Price on request** free quote within 48 hoursUpdated November 2026

 ![Rolling hills, cypress trees and morning mist in the Val d'Orcia, Tuscany](/_astro/italy-tuscany-val-dorcia.BR0k_mSt_1XFvAh.webp)

-   **8 days**7 nights
-   **Florence**Chianti · Siena
-   **4★**Where you stay
-   **Food & wine**Itinerary
-   **Best time to go**May, June, September and October.

## Route

Route7 nights · 2 stops · 2 day trips

1.  1 **Florence** 3 nights *Chianti*
2.  2 **Val d'Orcia** 4 nights *Siena*

1.  A morning food tour of Florence's markets, from lampredotto to pecorino
2.  Chianti Classico and Brunello di Montalcino tastings with a private driver, so nobody has to drive
3.  A cooking class in a Val d'Orcia farmhouse, with the pici you make for lunch
4.  Four nights among the cypress-lined hills, with Siena, Pienza and Montepulciano close by

Getting there and around

-   [FlorenceVeniceFlorence to Venice by Train: Times, Fares and Which Venice Station](https://www.mobeeinternational.com/articles/florence-to-venice-by-train)
-   [RomeFlorenceRome to Florence by Train: Frecciarossa vs Italo, Times and Fares](https://www.mobeeinternational.com/articles/rome-to-florence-by-train)
-   [NiceItalian RivieraDay Trips from Nice to Italy: Ventimiglia, Sanremo, Dolceacqua and More](https://www.mobeeinternational.com/articles/day-trips-from-nice-to-italy)
-   [Lake ComoSt. MoritzLake Como to St. Moritz: Train via Tirano, Bernina Express, Bus or Car](https://www.mobeeinternational.com/articles/lake-como-to-st-moritz)

## Day by day

1.   ![Brunelleschi's dome and the marble facade of Florence's Duomo against a blue sky](/_astro/italy-florence-duomo.DYRBf46O_nWFg3.webp)
    
    Day 1
    
    ### Florence
    
    Arrive in Florence by train or plane; a driver takes you to your hotel. From Rome, where many international flights land, the high-speed train takes about 1 hour 35 minutes.
    
    In the evening, look for the small **wine windows** in the walls of old palaces, still used to serve a glass, then dinner in a trattoria.
    
    **Night in Florence**, in a 4-star hotel in the historic center.
    
2.   ![The Ponte Vecchio over the Arno river in Florence, with a rowing boat](/_astro/italy-florence-ponte-vecchio.058ZJk4g_Z2pTt0o.webp)
    
    Day 2
    
    ### Florence
    
    A **food tour with a local guide** through the **Mercato Centrale** and the **Sant'Ambrogio** market: lampredotto from a street stand, schiacciata, pecorino, cured meats and olive oil.
    
    The afternoon is yours for the Uffizi (we book your slot) or the artisans of the **Oltrarno**. For dinner, a *bistecca alla fiorentina* to share.
    
    **Night in Florence**, in your 4-star hotel.
    
3.  Day 3
    
    ### Chianti
    
    Your private driver takes the hill roads into the **Chianti Classico** country, between Florence and Siena. Visit **two family wineries** with tastings, lunch among the vines, and a stop in a market town such as Greve or Panzano.
    
    **Night in Florence**, in your 4-star hotel.
    
4.   ![The terracotta rooftops and churches of Siena at sunset](/_astro/italy-siena.CzUnzk3c_2kSf74.webp)
    
    Day 4
    
    ### Siena
    
    Leave Florence for **Siena**, about an hour by car. A **guided walk** takes you through the Piazza del Campo, the cathedral and the lanes of the medieval districts, with a taste of panforte.
    
    Continue south to the **Val d'Orcia**, about an hour more, and settle into your country hotel.
    
    **Night in Val d'Orcia**, in a 4-star country hotel or farmhouse.
    
5.  Day 5
    
    ### Montalcino
    
    A day for **Brunello di Montalcino**. Your driver takes you up to the hill town of Montalcino for a **cellar visit and tasting**, then lunch at a wine estate.
    
    On the way back, stop at the Romanesque **Abbey of Sant'Antimo** in its valley of olive trees.
    
    **Night in Val d'Orcia**, in your country hotel.
    
6.   ![Rolling hills, cypress trees and morning mist in the Val d'Orcia, Tuscany](/_astro/italy-tuscany-val-dorcia.BR0k_mSt_Z1I0Frg.webp)
    
    Day 6
    
    ### Val d'Orcia
    
    A **cooking class in a farmhouse**: hand-rolled *pici*, a ragù or a garlic sauce, and a seasonal dessert, then lunch with the family's wine and olive oil.
    
    In the afternoon, soak in a thermal pool at **Bagno Vignoni** (the medieval basin in the village square is for looking, not bathing), or drive the road lined with cypresses for the views that made the valley a UNESCO World Heritage site.
    
    **Night in Val d'Orcia**, in your country hotel.
    
7.  Day 7
    
    ### Pienza and Montepulciano
    
    Morning in **Pienza**, the Renaissance village known for its **pecorino**, with a tasting at a cheese maker.
    
    In the afternoon, **Montepulciano** and its **Vino Nobile**, tasted in a cellar dug under the town. From October to December, we can add a truffle hunt with a local truffle hunter and a trained dog.
    
    Farewell dinner in a village trattoria.
    
    **Night in Val d'Orcia**, in your country hotel.
    
8.  Day 8
    
    ### Val d'Orcia, journey home
    
    Private transfer to Florence airport, about two hours, or to Rome Fiumicino, about two and a half to three hours, for your flight home. We can also take you to Chiusi station for a train to Rome or Florence.
    

Price on request

Every trip is priced for your dates, hotels and group: ask for your free quote.

### What’s included

-   100% tailor-made trip, adjusted to your dates and pace.
-   4-star hotels with breakfast: three nights in Florence, four in a country hotel or farmhouse in the Val d'Orcia.
-   Private transfers from the station or airport and between Florence and the countryside.
-   A private driver on the Chianti, Montalcino and Montepulciano days.
-   Winery visits with tastings and two lunches at wineries.
-   A guided food tour in Florence, a guided walk in Siena and a cooking class with lunch.
-   A dedicated travel designer before you leave and 24/7 local support during the trip.

### Not included

-   International flights to and from Italy
-   Travel insurance
-   Meals not listed in the itinerary
-   City taxes paid at the hotel
-   Personal expenses and gratuities
-   Wine bought at the wineries and shipping

-   [US+1 607 354 8869](tel:+16073548869)
-   [contact@mobeeinternational.com](mailto:contact@mobeeinternational.com)

Designed by

### [Emilie Dubreuil](https://www.mobeeinternational.com/team/emilie-dubreuil)

Travel Designer · Italy

Grew up in Beaujolais in an adventurous family of six; designs our Italy and family trips and goes back to Italy every year.

[More about Emilie](https://www.mobeeinternational.com/team/emilie-dubreuil)

## Where you stay

7 nights · 2 bases

1.  1 **Florence** 3 nights Day trips: Chianti
2.  2 **Val d'Orcia** 4 nights Day trips: Siena

## Best time to go

Our pickCrowds

1.  Jan2–8°
2.  Feb3–10°
3.  Mar6–14°
4.  Apr9–18°
5.  May13–22°
6.  Jun16–26°
7.  Jul19–30°
8.  Aug19–30°
9.  Sep15–25°
10.  Oct11–19°
11.  Nov6–13°
12.  Dec3–9°

May, June, September and October. The harvest runs from about mid-September to mid-October, olive oil pressing follows in November, and spring brings green hills and wildflowers. July and August are hot, and many wineries slow down in August.

## What travelers say

Reviews from travelers who booked with us, in Italy.

[All reviews](https://www.mobeeinternational.com/testimonials)

Caroline was fantastic to work with

> ### Our trip planner, Caroline, was fantastic to work with! She was patient, responsive and recommended fabulous experiences. She found amazing local guides and tours. The Last Supper was incredible to see during our fabulous Milan City Tour with guide Lara. Our favorite day at Lake Como was a guided hike with lovely and knowledgeable Maria ended with a picnic high in the mountains overlooking the Lake. Taking the Bernin…
> 
> Our trip planner, Caroline, was fantastic to work with! She was patient, responsive and recommended fabulous experiences. She found amazing local guides and tours. The Last Supper was incredible to see during our fabulous Milan City Tour with guide Lara. Our favorite day at Lake Como was a guided hike with lovely and knowledgeable Maria ended with a picnic high in the mountains overlooking the Lake. Taking the Bernina express through the Alps gave us hours of magical beauty. We thoroughly enjoyed our trip to Neuschwanstein castle that was lead by a local boy, Alessandro, who was amazing and enjoyable to be with. And finally we ended the trip in Munich to enjoy OctoberFest and a few major WWII sites. Incredible and memorable trip! Thanks to Caroline and the Mobee International team!

**Debra P.**from Minneapolis, MN September 2026 Switzerland, Italy · with Caroline [Verified on Kimkim](https://www.kimkim.com/o/mobee-international#trip-reviews)

Detailed planning for Switzerland and Italy

> Valentine was very detailed and helped us along the way when we had questions. She planned an amazing trip and made our lives easier!

**Alex B.**from Los Angeles, CA September 2026 Switzerland, Italy · with Valentine [Verified on Kimkim](https://www.kimkim.com/o/mobee-international#trip-reviews)

Great local guides in Paris and Florence

> ### All of local guides were great in both Paris and Florence. Fashionista guide and food guide were wonderful Francesco on conquering trrra and San Gianni was great with knowledge and flrxinilitu given the heater had a great time in spite of done challenges both hotels not prepared for I room double bed and 2 rooms twin beds even though I was clear with agent. There were mix up’s with cars to add imports seems we were t…
> 
> All of local guides were great in both Paris and Florence. Fashionista guide and food guide were wonderful Francesco on conquering trrra and San Gianni was great with knowledge and flrxinilitu given the heater had a great time in spite of done challenges both hotels not prepared for I room double bed and 2 rooms twin beds even though I was clear with agent. There were mix up’s with cars to add imports seems we were told 2 cars and then we would have a van with one driver which makes sense but did I pay for 2 cars each time. It took time to learn metro and we used it but going st night for stone river cruise directions said one hour needed and we left 9 minutes before and missed the boat by 46 minutes we do not know the traffic in Paris and I fett at l we should have been told more what to expect do we missed it yo the great disappointment got my oldest granddaughter and we were all dressed up I need an invoice with expenses for thst yo see if I can claim on my travel insurance and walking around looking for a place to eat. Is this new way of customers going to the guide which was an added stressor is that the way Mobee International is moving to? Do I believe my family made the best of it and we had a great time but I believe the agent does not fo detail well. Even directions or referrals got restaurants web sites were not how reservations were made those are things we would not know. I would think twice about working either Mobee International agdin

**Doreen H.**from Pittsfield, MA July 2026 France, Italy · with Mathilde [Verified on Kimkim](https://www.kimkim.com/o/mobee-international#trip-reviews)

Tailor-made by local experts

## Get a free, personalized quote

Tell us your dates and who is traveling. A local travel designer replies within 48 hours with a tailor-made proposal, prices included.

1.  1Share your dates and wishes
2.  2Get a priced itinerary within 48 hours
3.  3Refine it together, then travel

8 travel designers, local experts across Europe, reply to every request themselves.

★★★★★

> “A wonderful travel partner”

Carol W., Seattle, WA · 4.8/5 on 273 reviews

-   [US+1 607 354 8869](tel:+16073548869)
-   [Europe+33 4 26 30 36 82](tel:+33426303682)
-   [contact@mobeeinternational.com](mailto:contact@mobeeinternational.com)

Two minutes, three steps. Free and without obligation.

## Frequently asked questions

### Do we need to rent a car in Tuscany?

Not on this trip: a private driver handles the wine days, so everyone can taste. Italy's drink-driving limit is 0.5 g/l, and zero for drivers under 21 or who have held a license for less than three years. If you want a car for the free days, we arrange it, and warn you about the restricted traffic zones (ZTL) in Florence, Siena and the hill towns.

### Where should we stay in Tuscany for food and wine?

Florence for markets, trattorias and art, then the countryside for the wine. The Val d'Orcia puts Montalcino, Montepulciano and Pienza within half an hour, while Chianti is better for those who want to stay close to Florence. Our [Tuscany travel guide](https://www.mobeeinternational.com/articles/tuscany-travel-guide) compares the areas.

### When is the grape harvest in Tuscany?

Usually from about mid-September to mid-October, depending on the year and the grape. It is a lively time to visit, but some small wineries have less time for guests during the busiest days. We confirm each visit with the estates a few weeks ahead.

### Can you adapt the trip for vegetarians or food allergies?

Yes. Tuscan cooking has plenty of vegetarian dishes, from ribollita to pici with garlic sauce, and our cooking class hosts adapt the menu. Tell us about allergies or celiac disease when you book; we brief every restaurant, winery and cooking class in advance.

### Can we combine this trip with Rome or Venice?

Yes. Florence is about 1 hour 35 minutes by high-speed train from Rome and about 2 hours 15 minutes from Venice, so it is easy to add a few nights before or after. Our [10-day Rome, Florence and Venice by train](https://www.mobeeinternational.com/packages/italy-10-day-rome-florence-venice-by-train) is a good base to combine.

## Similar trips

[All itinerary ideas](https://www.mobeeinternational.com/packages)

 ![The Greek theater of Taormina with snow-capped Mount Etna and the sea behind](/_astro/italy-sicily-taormina.DV6YQAN1_ZWiRNb.webp)

10 days / 9 nights

### [Sicily in 10 Days: Palermo, Temples, Baroque Towns & Etna](https://www.mobeeinternational.com/packages/sicily-10-day-highlights)

A loop across Sicily from Palermo to Taormina: street food and Arab-Norman mosaics, Cefalù, the Valley of the Temples, the Baroque towns of Ragusa, Modica and Noto, Siracusa's Ortigia and a guided day on Mount Etna.

**Price on request**

 ![The taste of Italy and Switzerland](/_astro/01M5J4124P7SSQ4SVHQNQ02GBA.BTUQ9kPf_Z23Uh90.webp)

7 days / 6 nights

### [Italy & Switzerland in 7 Days: Milan, Lake Maggiore, Lugano & Zurich](https://www.mobeeinternational.com/packages/the-taste-of-italy-and-switzerland)

Six nights from Milan to Zurich by private transfer and train: the Borromean Islands, Lake Orta, a grotto lunch above Lugano, a cheese day in Appenzell and the Bürgenstock spa. Four 4-star hotels; an easy pace for food lovers.

From **€2,999** per person

 ![The Colosseum in Rome lit up at dusk](/_astro/italy-rome-colosseum.C9xnHbTa_OVmSj.webp)

8 days / 7 nights

### [Accessible Rome & Florence in 8 Days: Wheelchair-Friendly Italy](https://www.mobeeinternational.com/packages/accessible-rome-and-florence)

Rome and Florence planned step by step for wheelchair users and travelers with reduced mobility: an adapted vehicle with a ramp, accessible routes at the Colosseum and the Vatican, train assistance and checked hotel rooms.

**Price on request**

 ![The red-tiled dome of Florence Cathedral rising above the rooftops of the city](/_astro/italy-florence-duomo.DYRBf46O_VGfei.webp)

Emilie

### [Florence Travel Guide: How Many Days, Where to Stay and What to Book](https://www.mobeeinternational.com/articles/florence-travel-guide)

Our Florence travel guide: how many days to stay, the best areas, 2026 Uffizi, David and Duomo tickets, the ZTL, day trips to Siena and Pisa, and food.

 ![Rolling green hills and a row of cypress trees leading to a farmhouse in the Val d'Orcia, Tuscany](/_astro/italy-tuscany-val-dorcia.BR0k_mSt_1Qe9LF.webp)

Emilie

### [Tuscany Travel Guide: Where to Stay, How Many Days and Getting Around](https://www.mobeeinternational.com/articles/tuscany-travel-guide)

Our Tuscany travel guide: how many days to spend, the best bases from Chianti to the Val d'Orcia, driving and ZTL rules, Siena tickets, wine towns and seasons.

 ![Pastel houses of Positano stacked down the cliff to the beach and the sea](/_astro/italy-positano.DfWo_KJe_Z1qwyMP.webp)

Emilie

### [Amalfi Coast Travel Guide: Where to Stay, How Many Days, Ferries and Buses](https://www.mobeeinternational.com/articles/amalfi-coast-travel-guide)

Positano, Amalfi, Ravello, Praiano or Sorrento? Our Amalfi Coast guide: where to stay, how many days, ferries, SITA buses, the Path of the Gods and Capri.

Plan a similar trip

-   [Italy in 7 DaysThe best 7-day Italy itinerary: Rome and Florence by train, Florence and Tuscany, or Rome and the Amalfi…](https://www.mobeeinternational.com/countries/italy/7-days)
-   [Food & wineFood and wine itineraries in France, Switzerland, Italy and Belgium: Cognac, Saint-Émilion, Burgundy Grands…](https://www.mobeeinternational.com/trips/food-and-wine)

**Price on request**

## Contact

Plan a tailor-made trip in Europe with Mobee International: https://tally.so/r/nWplRv — e-mail contact@mobeeinternational.com — phone +33 4 26 30 36 82 (Europe) or +1 607 354 8869 (US).

## Données structurées

```json
{
  "@context": "https://schema.org",
  "@graph": [
    {
      "@type": "TravelAgency",
      "@id": "https://www.mobeeinternational.com/#organization",
      "name": "Mobee International",
      "url": "https://www.mobeeinternational.com",
      "logo": "https://www.mobeeinternational.com/images/brand/mobee-international.png",
      "description": "Mobee International is a Destination Management Company (DMC) founded in France: tailor-made trips across Europe, with France, Switzerland, Italy and Germany as specialties, designed by local travel experts living in the destinations for travelers, travel agencies and tour operators.",
      "telephone": "+33426303682",
      "email": "contact@mobeeinternational.com",
      "areaServed": [
        "Europe",
        "US",
        "CA",
        "MX",
        "FR",
        "CH",
        "IT",
        "DE",
        "BE"
      ],
      "knowsLanguage": "en",
      "legalName": "MOBEE INTERNATIONAL",
      "vatID": "FR33824986947",
      "foundingDate": "2016",
      "sameAs": [
        "https://www.kimkim.com/o/mobee-international",
        "https://www.linkedin.com/company/mobee-international",
        "https://www.instagram.com/mobeeinternational/",
        "https://www.youtube.com/@MobeeInternational",
        "https://www.trustpilot.com/review/mobeeinternational.com"
      ],
      "address": {
        "@type": "PostalAddress",
        "streetAddress": "206 rue Alexandre Richetta",
        "postalCode": "69400",
        "addressLocality": "Villefranche-sur-Saône",
        "addressCountry": "FR"
      },
      "contactPoint": [
        {
          "@type": "ContactPoint",
          "contactType": "customer service",
          "telephone": "+16073548869",
          "areaServed": "US",
          "availableLanguage": [
            "English"
          ]
        },
        {
          "@type": "ContactPoint",
          "contactType": "customer service",
          "telephone": "+33426303682",
          "areaServed": "FR",
          "availableLanguage": [
            "English",
            "French",
            "Spanish"
          ]
        }
      ],
      "parentOrganization": {
        "@type": "Organization",
        "name": "MOBEE INTERNATIONAL",
        "url": "https://www.mobeeinternational.com",
        "vatID": "FR33824986947",
        "address": {
          "@type": "PostalAddress",
          "streetAddress": "206 rue Alexandre Richetta",
          "postalCode": "69400",
          "addressLocality": "Villefranche-sur-Saône",
          "addressCountry": "FR"
        }
      }
    },
    {
      "@type": "WebSite",
      "@id": "https://www.mobeeinternational.com/#website",
      "url": "https://www.mobeeinternational.com",
      "name": "Mobee International",
      "inLanguage": "en",
      "publisher": {
        "@id": "https://www.mobeeinternational.com/#organization"
      }
    },
    {
      "@type": "TouristTrip",
      "name": "Tuscany Food & Wine in 8 Days: Florence, Chianti & Val d'Orcia",
      "description": "An 8-day Tuscany food and wine itinerary: Florence markets, Chianti and Brunello wineries with a private driver, a farmhouse cooking class, Siena and Pienza. Tailor-made.",
      "url": "https://www.mobeeinternational.com/packages/tuscany-food-and-wine",
      "image": "https://www.mobeeinternational.com/_astro/italy-tuscany-val-dorcia.BR0k_mSt_Z1ExUg6.jpg",
      "provider": {
        "@id": "https://www.mobeeinternational.com/#organization"
      },
      "itinerary": {
        "@type": "ItemList",
        "itemListElement": [
          {
            "@type": "ListItem",
            "position": 1,
            "name": "Day 1 · Florence"
          },
          {
            "@type": "ListItem",
            "position": 2,
            "name": "Day 2 · Florence"
          },
          {
            "@type": "ListItem",
            "position": 3,
            "name": "Day 3 · Chianti"
          },
          {
            "@type": "ListItem",
            "position": 4,
            "name": "Day 4 · Siena"
          },
          {
            "@type": "ListItem",
            "position": 5,
            "name": "Day 5 · Montalcino"
          },
          {
            "@type": "ListItem",
            "position": 6,
            "name": "Day 6 · Val d'Orcia"
          },
          {
            "@type": "ListItem",
            "position": 7,
            "name": "Day 7 · Pienza and Montepulciano"
          },
          {
            "@type": "ListItem",
            "position": 8,
            "name": "Day 8 · Val d'Orcia, journey home"
          }
        ]
      }
    },
    {
      "@type": "Product",
      "name": "Tuscany Food & Wine in 8 Days: Florence, Chianti & Val d'Orcia",
      "description": "An 8-day Tuscany food and wine itinerary: Florence markets, Chianti and Brunello wineries with a private driver, a farmhouse cooking class, Siena and Pienza. Tailor-made.",
      "image": "https://www.mobeeinternational.com/_astro/italy-tuscany-val-dorcia.BR0k_mSt_Z1ExUg6.jpg",
      "url": "https://www.mobeeinternational.com/packages/tuscany-food-and-wine",
      "brand": {
        "@type": "Brand",
        "name": "Mobee International"
      }
    }
  ]
}
```
