Val d'Orcia and Montepulciano

Florence to Montepulciano Day Trip: Two Tours Compared

A Florence to Montepulciano day trip by coach takes in three hill towns, Montalcino, Pienza and Montepulciano, with two wine tastings on the way. Two listings sell the day, each at $103 per person: here is what the price covers, how long you get in each town and which one to book.

8 min read Prices, ratings and durations read off the live GetYourGuide listings, October 2026

Rows of cypresses, olive trees and vineyards on a Tuscan hillside

Quick answer

The short answer. Book the Val d'Orcia wine tour at $103 per person: rated 4.7 from 1,479 reviews, 11.5 hours, two wine tastings and Pecorino cheese in Pienza. The other Florence to Montepulciano day trip costs the same, is rated 4.6 from 473 reviews and runs 12 hours, with the time at each stop written into its listing.

Florence to Montepulciano day trip at a glance

Price: $103per person, on both tours
Length: 11.5 or 12 hoursdepending on the tour
Towns: ThreeMontalcino, Pienza, Montepulciano
Wine: Two tastingsBrunello, then Vino Nobile
Cheese: Pecorinoin Pienza, on the Val d'Orcia wine tour
Meeting point: Piazzale Montelungo5 to 10 minutes on foot from Santa Maria Novella
To the first town: 105 minutesby coach, on the three-towns tour
Cancellation: Free cancellationon both tours

The Val d'Orcia wine tour

The higher-rated tour, with Pecorino in Pienza

More reviews and the higher rating on this Florence to Montepulciano day trip, at the same price.

At $103 per person, the Val d'Orcia wine tour is rated 4.7 from 1,479 reviews and lasts 11.5 hours. A tour leader meets you at the kiosk at Piazzale Montelungo, in a fuchsia jacket, and stays with the group all day on an air-conditioned coach.

In Montalcino you taste Brunello di Montalcino at a small local winery. Then comes time on your own: climb to the top of the town for the pentagonal fortress and a view of hills, ancient oaks, olive groves, vineyards and cypresses. Pienza sits on a hill above the valley, with narrow lanes and shops full of local products, and this is the tour that adds a taste of Pienza’s Pecorino.

The last stop is Montepulciano, home of Vino Nobile. A historic winery takes you into the cellars under its old walls and explains how the wine is kept. As a Val d'Orcia day trip from Florence it covers the valley itself, a UNESCO World Heritage Site, between the towns.

Two trips, side by side

Every Florence to Montepulciano day trip, side by side

Prices, lengths and stops are the live listing figures. Neither listing mentions lunch.

Trip	Price	What the price covers	Towns	Length
Val d'Orcia wine tour	$103 per person	Coach, tour leader, two wine tastings, Pecorino in Pienza	Montalcino, Pienza, Montepulciano	11.5 hours
Three-towns tour	$103 per person	Coach, guide, two wine tastings	Montepulciano, Pienza, Montalcino	12 hours

The three-towns tour

Same price, a written timetable and a longer day

The second Florence to Montepulciano day trip, with its stops timed.

The second listing is a Florence to Pienza and Montepulciano day trip with Montalcino added, rated 4.6 from 473 reviews, at $103 per person for 12 hours. The guide speaks Spanish or English, and you meet at the Piazzale Montelungo bus stop.

The towns and the two tastings match the first tour: Brunello in Montalcino, Vino Nobile in Montepulciano, and the cellars of a historic winery. What it adds is a written plan with the time at each stop, below. What it leaves out is the cheese: the listing says nothing about Pecorino.

Hour by hour

The three-towns tour, stop by stop

Times from the 12-hour Florence to Montepulciano day trip listing. Both listings warn that the order of the visits may change.

Piazzale Montelungo
Meet at the bus stop, a 5 to 10-minute walk from Santa Maria Novella station.
105 minutes by coach
Through the hills to Montepulciano, the first town on this listing.
Montepulciano, about 1 hour 45 minutes
A one-hour wine tasting with Vino Nobile, then 45 minutes to visit the town.
30 minutes to Pienza
A short ride to the hilltop town above the Val d'Orcia.
Pienza, 1.5 hours
Time for the lanes and the shops of local products.
1 hour to Montalcino
The longest coach ride between two towns.
Montalcino, 2 hours
A one-hour Brunello tasting at a local winery, then an hour in town, with the pentagonal fortress at the top.
Back to Piazzale Montelungo
The coach returns to where you started.

On the route

Hill towns, a valley view and a wine cellar

Four photos from the two listings of this Florence to Montepulciano day trip.

A pale stone church front with round arches and a bell tower — A church front in a hill town
Pale stone, round arches and a round window, with the bell tower on the left.

A pigeon on a stone wall above tiled roofs, cypresses and a valley road — The valley from a town wall
Tiled roofs and cypresses below, and a road winding off into the valley.

A stone palazzo with battlements and a clock tower on a wide square — A palazzo with a clock tower
Rough stone, battlements and a clock in the tower, on a wide town square.

Large wine barrels under brick arches in a cellar, with visitors walking through — Barrels under brick arches
Both tours visit the cellars of a historic winery in Montepulciano.

The price

What the price covers, and what it does not

On a Florence to Montepulciano day trip the two listings include much the same, with one difference.

Coach and tour leader
An air-conditioned coach from Piazzale Montelungo and back, with a tour leader all day.
Two wine tastings
Brunello di Montalcino at a small local winery, Vino Nobile at a historic winery in Montepulciano.
Pecorino cheese
Only the Val d'Orcia wine tour lists Pienza's Pecorino. The three-towns listing does not mention cheese.
Lunch
Neither listing mentions lunch. Plan to eat during your time on your own in the towns.
Free cancellation
Both listings show Free cancellation, and you can reserve now and pay later.

Before you book

Four things to check before you pay

Small print from the two listings, worth reading before a Florence to Montepulciano day trip.

Guide language
The three-towns tour runs in Spanish or English. The Val d'Orcia wine tour always runs in English and Spanish; Portuguese and the app languages need at least six people.
App languages
On the Val d'Orcia wine tour, Chinese, Korean and Japanese come by audio guide in an app. The tour leader and the tastings stay in English.
The order can change
Both listings say the order of the visits may change on the day.
Walking and special needs
The three-towns tour recommends comfortable shoes. Tell the operator about mobility needs, diet or allergies before you go.

Our verdict

Which Florence to Montepulciano day trip to book

Book the Val d'Orcia wine tour. At the same $103 per person, it has the higher rating, 4.7 from 1,479 reviews, adds Pienza’s Pecorino and is the shorter day, at 11.5 hours.

Want the time at each stop in writing? The three-towns tour lists its timetable and is rated 4.6 from 473 reviews.

Common questions

Florence to Montepulciano day trip questions

How far is Montepulciano from Florence?

On the three-towns tour, the coach takes 105 minutes from Piazzale Montelungo to Montepulciano, the first stop on that listing. A Florence to Montepulciano day trip lasts 11.5 to 12 hours in all, with Pienza and Montalcino on the same day.

Can I do a Florence to Pienza day trip?

Yes: both tours stop in Pienza, the hilltop town above the Val d'Orcia. The three-towns tour lists 1.5 hours there, and the Val d'Orcia wine tour adds a taste of Pienza's Pecorino. Both include Montalcino and Montepulciano too.

Are wine tastings included?

Yes, two on each tour, in the $103 per person price: Brunello di Montalcino at a small local winery, and Vino Nobile at a historic winery in Montepulciano, where you also see the cellars.

Is lunch included?

Neither listing mentions lunch, so plan to buy it during your time on your own in the towns. The Val d'Orcia wine tour does include a Pecorino tasting in Pienza.

Where does the tour leave from?

Piazzale Montelungo in Florence, a 5 to 10-minute walk from Santa Maria Novella station. On the Val d'Orcia wine tour, look for staff in a fuchsia jacket at the kiosk; the three-towns tour meets at the bus stop.

Compare with the other day trips

A Florence to Montepulciano day trip is one of several coach days out of the city. Our top pick is the Cinque Terre and Pisa trip at $100 per person: two Cinque Terre villages by train, then Pisa. Day trips on this site start at $55 per person. That one covers Siena, San Gimignano and Pisa in a day and has the most reviews here, 11,897. Compare them all in our list of day trips.

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