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.
Route7 nights · 2 stops · 2 day trips
Getting there and around
Day 1
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.
Day 2
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.
Day 3
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.
Day 4
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.
Day 5
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.
Day 6
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.
Day 7
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.
Day 8
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.
Our pickCrowds
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.
Reviews from travelers who booked with us, in Italy.
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!
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!
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
Two minutes, three steps. Free and without obligation.
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.
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 compares the areas.
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.
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.
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 is a good base to combine.
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