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Montepulciano & Siena Day Trip From Rome

City Tours

From the Port of Rome To Tuscany Day Trips
Montepulciano & Siena Day Trip From Rome
Code : RM21
Type : Private

Duration : 8 Hours

Price tag Starting From:
*81.25 €
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Adults (15 - 64)
Kids (4 - 14)
Senior > 64
Infant (0 - 3)


Get the most out of a transfer from Rome to Florence by stopping in Montepulciano and Siena for sightseeing along the way. For gorgeous countryside and Medieval fabulousness, it doesn't get any better than this!

This tour is also available starting in Florence and ending in Rome.

Features of this day trip to Montepulciano & Siena en route from Rome to Florence:

  • Pickup at your Rome lodgings
  • Air-conditioned vehicle
  • Medieval architecture
  • Impressive churches, public buildings, and piazzas
  • Picturesque countryside, spectacular views
  • Fantastic local food products, especially sweets
  • Optional wine tasting
  • Great shopping
  • Dropoff at your Florence lodgings

As you transfer from Rome to Florence enjoy a scenic drive through Lazio and the Tuscan countryside with your private driver.


Nestled in one of the most beautiful parts of Tuscany, between the Val d’Orcia and the Val di Chiana, is the hilltop town of Montepulciano.  A perfect Medieval village and “16th Century jewel”, it is surrounded by vineyards, rolling landscapes and thermal springs.

Stroll the narrow streets lined with elegant palazzi that surround the visitor with a warm glow of brick and chestnut tones.  If it’s near the hour head towards the Torre del Pulcinella, and you’ll get to see the puppet character from 17th century Neapolitan commedia dell'arte striking the bell to mark the time on top of the clock tower.

Like Montalcino, Montepulciano is known for its red wine, Vino Nobile being the most acclaimed.


Siena is, without doubt, one of Italy's most enchanting places. Its Medieval historic center is full of majestic Gothic buildings, most notably Palazzo Pubblico in Piazza del Campo, Siena’s main piazza.  

Twice a year the Sienese celebrate their rich medieval heritage with the palio, a fantastic horse race that takes place in this vast, shell-shaped square, attracting spectators from around the world.  It’s interesting that a city that allows horses to run around its main piazza was the first Italian city to ban traffic in its historical center, way back in 1965.  

For more sensational monuments visit Siena’s Duomo (cathedral), built in the 13th century.  Its green, pink and white marble exterior is surpassed only by the striking black and white marble interior and the exquisite inlaid marble floor.

If you prefer goodies to architecture, rejoice!  Siena is famous for all sorts of sweet temptations.  Do a taste test of ricciarelli (gluten free), panforte, and cavallucci and see which one you like best.


  • Private vehicle
  • English speaking driver-guide at your service for 8 hours
  • Pick-up and drop off right at your accommodation in Rome.
  • Personalized itinerary customizable with your driver whenever possible
  • Live commentaries and explanations on board
  • Gas, toll and parking fees


  • Tickets and guides, if not specified to be part of the tour package, are an extra cost to be arranged with the office.
  • Lunch
  • Gratuities


  • Entrance fees, wine and cheese tasting are not included in our rates.
  • If mass is taking place, entrance to churches may be restricted.
  • Appropriate attire is required in all churches; you will not be permitted to enter with uncovered shoulders or short shorts/skirts.
  • The order of the sights visited may vary according to local conditions and opening hours.
  • Lunch and wine tasting can be arranged of you in advance. If you wish to do so, please contact the office or talk with your driver.

Meeting Point

  • Your driver will be ready to wait for you at the lobby of your hotel or outside your apartment in Rome. Please look for your driver and if you are not able to find him, please don’t leave but call the office ASAP. If you think you will be late for any reason, we kindly ask you to contact the office ASAP.


1. Is this tour private?

The tour is private, just for your party.

2. Is the driver also a guide?

Our English-speaking drivers are NOT licensed guides. In order to provide you with the best-in-class service, our English-speaking driving guides have been trained to offer our clients a nice overview with information regarding the major highlights avoiding the expensive charges of hiring a private guide. Due to strict Italian laws & regulations that protect officially licensed guides, our driving guides can comment and explain the sights only from inside the vehicle but are not allowed to do so once they are outside the vehicle. They are regularly licensed instead to chauffeur the public. We highly recommend that you never book with any touring company that does not make this clear.

3. Does the driver go with us inside the monuments?

No, only a licensed guide is authorized to accompany you during the visit of sights. Our driver will drop you off close to the sights but will stay with the vehicle for the duration of your visit.

4. Does this tour include lunch and admission fees to sites? Can we do wine & cheese tasting?

Tickets and lunch are not included in the rate. On request, we can make arrangements for wine and cheese tasting at an extra cost. Please contact our office for pricing and reservations.

5. Does it include a guide?

No guide is included in the rate. You may consider hiring a private guide in Siena for 2/3 hours. Please contact our office for pricing and reservations.

6. Is the itinerary flexible?

Our itineraries are completely flexible, and we will be happy to operate any changes to the original itinerary (within reason). Please contact our office with all the requests you may have so that we can better organize your day.

7. What is the duration of the tour?

The duration of this tour is 8 hours including pickup at your hotel in Rome and drop off in Florence or vice versa.

8. Is gratuity included in the price?

Tips are never included in our quotes. We think that a tip shouldn’t be included in the rate otherwise it would be a tax!!! Once in Italy do not feel as though you have to tip everyone because someone told you to. Tip only if you really liked the service. Tips are generally: 10% not bad 15 % great 20 % best tour in my life. Please report any abuse.

Cancellation Policy

There will be a full charge for bookings canceled with less than 72-hour notice for any service required. In this case, a full charge will be made on your credit card. If you miss your flight or if your airline decides to cancel the flight due to bad weather or if your flight is directed to another airport on arrival, please advise us on time (as soon as you know) or a full charge will be made.

Please give us enough time so we can accept other reservations and allocate them to our chauffeurs. If the ship does not make it to the pier for bad weather, you will not be considered responsible so NO CHARGE will be made to your credit card. A full charge will be made for a no-show-up.

Only pre-purchased skip-the-line tickets (if requested) are not refundable under the circumstance and will be charged to your card.

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