Private tour to Montepulciano and Cortona
A splendid day of sightseeing to discover 2 ancient towns: a tour to Montepulciano and Cortona in the picturesque Tuscan countryside!
from €700≈ $812 · £600Other 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
- Admire unique scenarios of the stunning Tuscan views over gentles slopes and vineyards
- Visit the hilltop village of Montepulciano
- Fall in love with the unique Tuscan landscape
- Discover the Etruscan village of Cortona, filming location of ‘U nder the Tuscan Sun ‘
- A ride through marvelous postcard views
The itinerary
Tuscan tour to Montepulciano and Cortona
Start your adventure from Florence through the stunning Tuscan countryside South of Siena. A splendid day of sightseeing to discover the charming Crete Senesi area, famous for its rolling hills with cypress trees, and the unique Montepulciano and Cortona towns.
MONTEPULCIANO
The scenery is breathtaking – cypress trees, fields and livestock, with extraordinary combinations of green, gray and brown landscapes.
Built on volcanic rock
Like many towns in Tuscany, also Montepulciano has ancient Etruscan origins. Surrounded by walls and fortifications designed in 1500 by orders of Cosimo I dei Medici. Situated in one of the most beautiful areas of Tuscany, Montepulciano is a wine town entirely built on volcanic rock at about 600 meters above sea level.
Wine and history
Today Montepulciano is known for its very impressive Renaissance buildings, its beautiful churches and especially for its Vino Nobile (noble wine) one of the most distinguished Italian wines in the world.
The town developed on a steep hill between Porta al Prato and Piazza Grande and is crisscrossed by many short and narrow streets and alleys. There is plenty of sightseeing here and the cathedral is well worth a visit. Explore Palazzo Comunale, the temple of Madonna of San Biagio and the church of Saint Augustine.
CORTONA
Stop in beautiful Cortona, one of the oldest cities in Tuscany!
Ancient origins
Wander in Cortona, one of the 12 great City-States of the Etruscan League. The Etruscan work is still visible in the foundations of Cortona’s massive stone walls. More than 2000 years of history make Cortona one of the most fascinating and characteristic Italian cities.
Wander in Cortona
Built on Monte Egidio above the Medici Fortress, Cortona has steep streets paved with huge stones. Almost the entire historic center of Cortona is Medieval or from the Renaissance.
Begin your visit in Cortona from the Medieval part, right from Palazzo Comunale located in Piazza della Repubblica. From here, a stairway leads to Piazza Signorelli where you can see Palazzo Casali where Etruscan Accademia is located.
From one of Cortona’s top walls, admire one of the most beautiful views in Italy – over the immense Val di Chiana, the mountains of Siena with the peak of Amiata Mountain and Trasimeno Lake.
The power and defeat
Cortona was a major seat of power during the Middle Ages. It held its autonomy against larger towns like Arezzo and Siena. The decline began at the beginning of the 15th century, when defeated by Naples and sold to Florence was no longer autonomous.
Not to miss in Cortona
In Cortona you will see the Etruscan Accademia museum, the Town Hall, Palazzo Laparelli, the Medici Fortress, the Cathedral, the Diocesan Museum, the Basilica of Santa Margherita, the churches of San Domenico and of San Francesco. A tiny town with so much to see! Enjoy your walk through ancient interesting and unforgettable places, churches and palazzi.
Hungry?
Ask your driver for suggestions for a great place to enjoy a typical Tuscan lunch paired with excellent local wines.
At the end of your private tour to Montepulciano and Cortona surrounded by the beauties of Tuscany, relax and enjoy a comfortable ride back to your accommodation in Florence.
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 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 Cortona 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 700.00 – party of 1 person
- Euro 750.00 – party of 2 people
- Euro 800.00 – party of 3 people
- Euro 850.00 – party of 4 people
- Euro 900.00 – party of 5 people
- Euro 950.00 – party of 6 people
- Euro 1000.00 – party of 7 people
- Euro 1100.00 – 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 8:00am but you can customize it to suit your travel needs
Service duration: The price includes up to 9 hours (i.e. 8:00am 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 1:00pm – free time to visit Montepulciano, at your own pace
- 1:45pm to 4:00pm – free time to visit Cortona, at your own pace with time for lunch (if desired)
- 6:00pm – Arrive at your accommodation in Florence
Please note: the above schedule is merely an example to give an idea about distances, driving and sightseeing time.
This tour can be customized to suit your travel needs!
Whatever your interests are, we can create the perfect itinerary. Let us know your preferences at the time of booking or tell your driver at the beginning of the day.
What our guests actually say
Every review below is public on the platform it came from.
Tuscany is beautiful at every turn. Montepulciano and Cortona are magnificent, this tour is money well spent for an incredible experience. What made it unforgettable was Andrea. I don’t have the right words for this kind, genuine gentleman with knowledge, experience and personal touches that made the day one that will stay with me forever. Thank you!
I can’t say enough positive things about this tour. This is the 5th time I’ve used Prestige Rent and each time has been flawless. We always request Giuseppe- he is absolutely the best and knows everything about the region. We started the day in Cortona and then moved on to two wineries in the Montepulciano area. Giuseppe’s recommendations could not have been better-the wineries where were both beautiful with exceptional wines. Lunch at one of the wineries…
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.