Booking choice: The Tuscany in One Day tour, from $115 per person. Check dates Compare the options below
Florence is an easy train ride from Rome. The hill towns of the Val d'Orcia are not: there is no station in Montepulciano's old town or in Pienza, so you combine a train with a regional bus or a taxi.
Here are the three realistic ways to go it alone, and how they compare with a tour.
The quick answer
For Florence, the high-speed train from Roma Termini takes about 1.5 hours: easy on your own. For Montepulciano, take a train to Chiusi-Chianciano Terme (1.5 to 2.5 hours) and then a bus or taxi of 30 to 40 minutes; Pienza is a further hop and buses are infrequent. Renting a car is the most flexible. The coach tours do all of this for you, with lunch, from $115.

Can you reach Montepulciano from Rome by train?
Not directly: take a train to Chiusi-Chianciano Terme, then a regional bus or a taxi up to Montepulciano.
The train takes 1.5 to 2.5 hours depending on the service, and the road up to the town 30 to 40 minutes. Check the bus times before you go: they are timed around commuters and schools, and thinner on Sundays and holidays.

And Pienza?
Pienza is reached by bus or car from Montepulciano, about 15 to 20 minutes by road.
Combining both towns by public transport in one day from Rome is possible on a good day and frustrating on a bad one. Missing the last connection back to Chiusi is the risk.
Would rather not chase buses? The coach day links both towns and lunch.
Check dates for the Tuscany in One Day tourWhat about Florence by train?
Easy: high-speed trains run from Roma Termini to Firenze Santa Maria Novella in about 1.5 hours.
Book ahead for the cheaper fares. Florence's centre is walkable from the station. See Florence or the Tuscan hills for guided options.

Should you rent a car instead?
For flexibility, yes: Montepulciano is about two hours from Rome on the A1, exit Chiusi-Chianciano Terme.
Watch for the ZTL limited-traffic zones in historic centres, where unauthorised cars are fined by camera; park outside the walls. And someone has to stay sober at lunch.
How do costs compare?
DIY can be cheaper for one or two people, but not once you add lunch and wine, and it takes more time.
| Option | Travel | Lunch and wine | Effort |
|---|---|---|---|
| Train + bus | Train to Chiusi, bus up the hill | Pay as you go | High |
| Rental car | About 2 h each way, you drive | Pay as you go, driver abstains | Medium |
| Coach tour | Coach from Piazza del Popolo | Included | Low |
| Private driver | Car from your hotel | Extra | Low |

Lunch, wine, a local guide and the driving done: the classic day from $115.
Explore the Tuscany in One Day tourWhen is a tour the better choice?
When you want both towns and lunch in one day without timetables, or when nobody wants to drive.
The coach tours are timed so that you arrive in Montepulciano mid-morning, eat at a farm and still see Pienza. Doing the same by public transport takes careful planning and some luck.
DIY tips if you go on your own
Start early, check the return connections first, and carry cash for buses.
- Plan the last bus or train back before you plan anything else.
- Keep a taxi number from Chiusi station handy.
- Wear shoes for steep streets.
- Reserve lunch at a winery ahead; many take bookings only.
Changed your mind? The tour cancels free up to 24 hours before.
Check dates for the Tuscany in One Day tourFrequently asked questions
What is the nearest station to Montepulciano?
Chiusi-Chianciano Terme on the main line is the usual choice from Rome; Montepulciano's own small station is far below the town and poorly served.
Is there a bus from Rome to Montepulciano?
There is no simple direct option for a day trip; most people combine a train to Chiusi with a local bus or taxi.
Can I drive into Montepulciano?
Not into the historic centre, which is a limited-traffic zone. Use the car parks outside the walls.
Ready to book
Choose your day
Free cancellation up to 24 hours before on every option. Prices are from-prices in USD and move with the season.

Tuscany in One Day: Val d'Orcia, Wine & Lunch
- Round-trip air-conditioned coach from Rome with Wi-Fi
- Guided walk in Montepulciano with a local guide, photo stop at San Biagio
- Three-course lunch at a Tuscan farm and winery, wine tasting incl. Brunello

Montepulciano & Pienza Private Day
Your own driver and hotel pickup; lunch and guide extra

Florence & San Gimignano by High-Speed Train
Florence plus a winery lunch at San Gimignano, by fast train





