Siena & San Gimignano
Piazza del Campo in Siena, the medieval towers of San Gimignano and time for a Tuscan lunch: discover the itinerary already part of our collection.
View tourTours, Food & Wine
Tuscany
Cypress roads, Renaissance towns & wines with a sense of place
Private Tuscany tours from Rome
Complete private itineraries, bringing Tuscan villages and landscapes together with food and wine experiences. Choose a day, then shape the details with us.
Pienza & Montepulciano
Walk through Pienza, look out over Val d’Orcia and pause for a Tuscan lunch. Then discover Montepulciano, with time for its streets and piazzas—or a wine tasting arranged around your day.
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Monteriggioni & Volterra
See a whole village gathered within its circle of walls, then step into Volterra’s world of stone, ancient gateways and alabaster. A private day from Rome with two principal stops and time for a Tuscan lunch, shaped around your pace.
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Montalcino & Brunello
Make Montalcino the heart of your Tuscan day: medieval streets, vineyard views and an estate tasting selected for your interests. Travel privately from Rome, with time for the town and a local lunch.
View tourThree ways to discover it
Tuscany
Food Experiences
Pienza gives a food-focused journey a delicious starting point: pecorino cheese, handmade pici and the pleasure of finding the landscape again at the table. Tell us whether you prefer a relaxed lunch, a guided tasting or a producer encounter; the menu and reservations are agreed in advance.
Discover the experience
Tuscany
Wine Experiences
Montalcino offers a conversation about Sangiovese through Brunello and Rosso di Montalcino. Chianti Classico opens another Tuscan wine landscape. Choose the area and tell us your interests, from a first introduction to a more detailed tasting; the estate, language and experience are confirmed separately.
Discover the experiencePlaces worth knowing. Stories worth following.
Tuscany
Places worth knowing. Stories worth following.
Look a little closer. These places, traditions and flavors can be the beginning of your next Italian journey—or simply a reason to keep exploring.
Pienza & Val d’Orcia
Arrive for the hills, then step into the smaller world of Pienza. Around Piazza Pio II, the Renaissance town brings pale stone, harmonious architecture and lanes that invite a slower walk. Beyond it, Val d’Orcia opens again into fields, cypresses and distant villages. This is a lovely starting point for a day led by views and food: perhaps a village stroll followed by lunch, with pecorino or pici among the local flavors to ask about. The route leaves space for the experience you choose.
Official destination guide ↗Montalcino
Montalcino invites you uphill, through a medieval centre where the fortress and Piazza del Popolo give the town its character. The countryside beyond the rooftops is part of the story in the glass. Brunello di Montalcino and Rosso di Montalcino both begin with Sangiovese, offering different ways to explore this place through wine. A private journey can give the town a proper place alongside one carefully chosen tasting, with time for questions and lunch. The producer and appointment are selected for your interests and confirmed before booking.
Official destination guide ↗Chianti
Chianti unfolds through vineyards, woods and olive groves, with small towns breaking the journey along the way. Greve, Radda and Castellina offer different starting points for exploring the Chianti Classico area between Florence and Siena. Choose a village and let a winery appointment or a long lunch set the pace of the rest of the day. There is pleasure in the road itself, and in arriving with time to enjoy the place. We plan Chianti as its own area, with travel arrangements matched to your starting point.
Official destination guide ↗Shape your private day
Choose your focus: the medieval walls of Monteriggioni and the stone streets of Volterra, Siena and San Gimignano, the landscapes around Pienza, or a wine-led day in Montalcino, Montepulciano or Chianti. Share your dates, group size and pickup address. For travel from Rome, we confirm driving time, a focused route and return arrangements before quoting. Each area deserves its own considered itinerary; meals, tastings, admissions and any local guide are identified separately in the proposal.
Before you travel
Before you choose your day
Is this a private experience?
The proposal is built around your group, with private transport and an agreed route. The availability and format of each local visit are confirmed separately.
What is included in the price?
There is no fixed package price on this page. Your written proposal lists transport, requested visits and every included service. Meals, tastings and admissions are quoted separately.
Meals, tastings and visits with local hosts are selected and quoted separately. Each written proposal confirms the vehicle, route and included services.
Wineries and local tables · optional
Tuscany · Food, wine & the places you choose
Your table. Your wine. Your choice.
A memorable Tuscan day can begin with a celebrated estate, a family farm or a table in the village. Explore our suggestions, choose what appeals to you, or bring us a place recommended by someone you trust.
Suggested venues · visits and reservations confirmed separately
Places to consider for your day
Montalcino & Brunello
Estate visit & lunch
Castello Banfi
Make Banfi the centrepiece of your Montalcino day, with a winery visit and a lunch paired with the estate’s wines. The morning visit starts at 11:00, so the route is planned around the confirmed appointment.
Morning appointment · advance reservation
Wine & a four-course lunch
Argiano
Argiano’s Armonia experience brings together the estate, its historic cellars and a four-course lunch paired with five wines. Allow about two and a half hours for this visit.
About 2½ hours · reservation required
Winery visit & lunch in the villa
Col d’Orcia
Explore Col d’Orcia with a tasting and a light or full lunch in the villa. The lunch experiences last about three hours, require at least four guests and must be booked at least seven days ahead.
About 3 hours · minimum 4 guests
Pienza & Montepulciano
Historic cellar & Tuscan flavours
Talosa
Discover a historic cellar beneath the centre of Montepulciano. Choose a wine tasting or one of Talosa’s food pairings, from a light lunch to a fuller meal, with the format agreed when booking.
Choose your tasting or lunch format
Farm-to-table & panoramic terrace
Podere Il Casale
A farm restaurant near Pienza with organic produce, farmhouse cheeses and a terrace overlooking Val d’Orcia. A lovely starting point for a day led by the landscape and local food.
Restaurant booking · seasonal menu
Estate wines & a slower lunch
Avignonesi
At Le Capezzine, choose a tasting, an estate visit or a more extensive food and wine experience. The Grand Experience includes a three-hour lunch as well as the visit and needs its own carefully planned day.
Longer experiences reshape the itinerary
Siena & San Gimignano
Farm lunch & estate wines
Fattoria Poggio Alloro
Taste the farm’s wines and local produce over lunch near San Gimignano. Farm visits are also offered; the format, season and appointment are confirmed in advance to fit your two-town journey.
Reservation required · seasonal visit times
Private lunch in the vineyard
Tenuta Torciano
A private vineyard-canopy lunch with a wine tasting, lasting about two hours. The outdoor setting depends on weather and temperature; a guided vineyard or cellar tour is a separate experience.
About 2 hours · outdoor setting subject to weather
Monteriggioni & Volterra
Cellar visit & light lunch
Monterosola
Near Volterra, combine a cellar visit and wine tasting with a light meal. The Essenza con tagliere option lasts about an hour and a half; longer experiences are also available.
Light-meal option about 1½ hours
A table in the heart of Volterra
Volaterra Bistrot
Pause in Volterra’s historic centre for Tuscan flavours, local wines and regional products. A convenient choice when you would like the lunch stop to remain part of your time in the town.
Bistrot lunch · booking to be confirmed
Meals, tastings and purchases are paid directly to the venue under its booking and payment conditions. These costs are separate from your private vehicle service.
Your chosen experience shapes the day. We confirm the route, visiting times, availability and vehicle quote before booking.
Choose from our suggestions or tell us your own preference.
Tell us how you would like to spend the day
These are preferences for a tailored proposal. Our team will help with recommendations and arrangements; selecting a venue does not make a reservation.
All food and wine preferences are optional. You can continue without choosing or writing anything.
Continue without preferences