Private tour to Montepulciano & Pienza
Discover two Tuscan medieval towns with a tour to Montepulciano and Pienza from Florence! Dive through stunning views of the Tuscan countryside
from €650≈ $754 · £557Other currencies at today’s rate — you are charged in euro
- Location:
- Florence
- Duration:
- 9 hours
- Language:
- English
- Tour type:
- Private tour
- Group:
- Your party only
- Free cancellation:
- Up to 24 hrs
- Ticket:
- E-ticket on your phone
- We collect you where you are staying
Why you will remember it
- Private is just for you! Top safety, comfort, privacy and flexibility
- Enjoy stunning Tuscan countryside south Siena
- Visit the hilltop medieval village Montepulciano
- Fall in love with Tuscan landscape, drive through marvelous postcard views
- Visit Pienza, touchstone of Renaissance urbanism and UNESCO site
- Taste local wine , pecorino cheese and visit artisan crafts
The itinerary
Magnificent Tuscany – tour to Montepulciano & Pienza
Meet your driver at your accommodation in Florence and start diving through the stunning countryside of south Siena for a day of sightseeing. Discover ‘Crete Senesi’ beautiful area and the important medieval towns of Montepulciano and Pienza.
Stop in Montepulciano!
The scenery is breathtaking: cypress trees, fields and livestock with extraordinary combinations of green, gray and brown landscapes. Located in one of the most breathtaking areas in Tuscany, the unique wine town Montepulciano was entirely built on volcanic rock and stands about 600 meters above sea level.
Origins
Like many towns in Tuscany, also Montepulciano has Etruscan origins! Surrounded by walls and fortifications designed in 1500 by the Italian architect Antonio da Sangallo, by orders of Cosimo I de’ Medici.
Vino Nobile wine
Discover Montepulciano’s impressive Renaissance buildings, the beautiful churches and the ‘Vino Nobile’, one of the most distinguished Italian wine in the world. The town developed on a steep hill and is crisscrossed by short and narrow streets and alleys. Plenty of sightseeing here, the cathedral is well worth a visit!
Ancient palaces and churches
Visit Palazzo Comunale, the temple of the Madonna of San Biagio and the church dedicated to Saint Augustine. After admiring the sights of Montepulciano, ask recommendations to your driver for some great places to eat: try one of the local specialties accompanied by a glass of Vino Nobile di Montepulciano!
Don’t miss Pienza!
A short car ride for your next stop in Pienza, a charming Tuscan town recognized by UNESCO as a world-famous cultural and natural patrimony.
Pope Pio II’s birthplace
The history of Pienza is linked to Pope Pio II (original name Enea S.B. Piccolomini) born in Pienza the 18th of October 1405.
Great Humanist, he wanted to transform his birth town from a small medieval village into a Renaissance-style papal residence. Many of the palaces that you see today in Pienza are from that time.
Visit Piazza Pio II
Admire magnificent views over the surrounding countryside and Val d’Orcia from its hilltop location. The town’s main square was named after Pio II and is the center of the town. This trapezoid shaped piazza was filmed in ‘Romeo and Juliet’ by Franco Zeffirelli.
Explore the Duomo, Piccolomini Palace and the church dedicated to Saint Francis. The streets in Pienza have curious names such as ‘Via dell’Amore, del Bacio, della Fortuna’: Street of Love, of Kiss, of Luck!
Local shops and pecorino cheese
Have some shopping! The streets are lined with boutiques shops selling local crafts and regional specialties such as the delicious local cheese ‘pecorino di Pienza’, wine and many shops are willing to give out some samples of their fare to taste.
Hold this beauty
Arms laden with your purchases and your eyes filled with beauty, at the end of your tour to Montepulciano and Pienza from Florence, allow your driver to accompany you back to your car for the ride to your accommodation in Florence.
The landscape you can enjoy during your ride will remain with you for the rest of your life – the peaceful green hills, clay fields, vineyards and pastureland – all this is Tuscany.
Private tour — everything you need to know
Included:
- Private service: your party will be the only one in the vehicle
- Free Cancellation up to 24 hours prior to departure
- Pick up and drop off directly at your accommodation in Florence
- Knowledgeable English-speaking driver to lead you through the experience
- Transport with fully equipped Mercedes vehicle, free Wi-Fi and fresh bottled water
- Free time to visit Montepulciano at your own pace
- Free time to visit Pienza at your own pace
- All taxes, tolls and gasoline
- No hidden costs
Not Included:
- Entrance fees (if applicable)
- Meals
Optional:
- Gratuities
- Extra hours to extend your day (Euro 90.00 per hour, per party)
Prices below are per party (not per person), vary depending on group size and are valid for pick up/drop off in Florence.
- Euro 650.00 – party of 1 person
- Euro 700.00 – party of 2 people
- Euro 750.00 – party of 3 people
- Euro 800.00 – party of 4 people
- Euro 850.00 – party of 5 people
- Euro 900.00 – party of 6 people
- Euro 950.00 – party of 7 people
- Euro 1000.00 – party of 8 people
For different pick up/drop off locations, larger parties (9 or more people) or customized itineraries, please Contact us for alternative options for an estimate.
Tour type: private, your party will be the only one in the vehicle
Language: the driver is English-speaking
Vehicle: Mercedes sedan or van, depending on your party size
Activity level: easy
Accessibility: the experience can accommodate people with reduced mobility and foldable wheelchair/scooters users, if advised at the time of booking
Friendly cancellation policy: full refund for cancellations up to 24 hours prior to the departure time
Book With Confidence & Travel Safe: this tour is covered by our special Book with confidence and travel safe policy
Departure/Return point: your accommodation in Florence
Departure time: Suggested 9:00am but you can customize it to suit your travel needs
Service duration: The price includes up to 8 hours (i.e. 9:00am pick up – 5:00pm drop off). If you’d like to extend your day you can check availability directly with your driver.
Meeting instructions:
Hotel: your driver will look for you in the lobby of your hotel.
Private apartment: meet your driver close to the main door, in the street.
Any different meeting instructions will be notified on your confirmation voucher.
- 9:00am – Depart from your accommodation in Florence
- 11:00am – Arrive in Montepulciano
- 11:00am to 1:30pm – free time to visit Montepulciano, at your own pace with time for lunch (if desired)
- 1:45pm to 3:45pm – free time to visit Pienza, at your own pace
- 6:00pm – Arrive at your accommodation in Florence
Please note: the schedule is to give an idea about distances, driving and sightseeing time. This tour can be completely customized to suit your travel needs!
You may be a food lover and want to taste local specialties paired with Vino Nobile in a typical Trattoria. Or you may prefer to eat something faster and spend more time admiring the amazing Tuscan landscapes.
Whatever your interests are, we can build the perfect itinerary. Let us know your preferences at the time of booking or tell your driver at the beginning of your day.
What our guests actually say
Every review below is public on the platform it came from.
Relax and excellent day trip Good exchanges and knowledge from the guard/driver Safe driving and taken care of us all very well
Still not sure?
Ask us anything
A date that is not there, a pickup somewhere else, six people and a pushchair — if something does not fit, tell us and we will work it out. A person answers, usually within a few hours.
Have questions? Let’s chat!
Meet our native English-speaking experts, Violeta and Carrie. A different pick-up time, a second vehicle for a larger family, a licensed guide, a winery to add, a wheelchair to fit in the boot, a drop-off at the airport on your last day — tell them what your day needs to look like and they will build it.
Not sure yet?
Tell us what your day should look like
Private tours are built, not booked from a calendar. Send us the details and a real person answers — usually within a few hours.