BOOK NOW +39 0577 892515 +39 331 4040340
BOOK NOW +39 0577 892515 +39 331 4040340

San Gimignano, Monteriggioni & Chianti Classico

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Why Book With Us?

  • We design your tours according to your wishes and requirements
  • We have a network of trusted partners and we grow together with them!
  • We look after you from the first contact until the end of your tour
  • Last but not least, we champion e-mobility in Siena: try our eco-friendly electric Tuk Tuk!

Have a Question?

Do not hesitate to give us a call or to get in touch!
We’re more than happy to help you.

+39 0577 892515

+39 331 4040340

Tour Details

It doesn’t need much presentation: a UNESCO heritage site since 1990, San Gimignano is also known as the Medieval Manhattan. This village deep in the hills of Siena is recognised by tourists all over the world and it owes its fame and fortune to its tower houses. We’ll drive you there, just before the big tour busses arrive, to better enjoy a stroll across the village, a coffee – or a gelato! – in Piazza Cisterna or an early shop tour.

Beauty will follow us outside San Gimignano’s walls: we’ll drive through the Chianti Classico area and on the road we’ll stop by for a visit in Monteriggioni – an astonishing fortified village that started its life as a castle and that today still stand in a atemporal beauty – and at two boutique wineries hosting visitors for tastings. Lunch can be set at one of the two stops, to accompany your new wine discoveries with some wholesome typical Tuscan food.

Departure/Pick up location

Directly from your accommodation

Departure Time


Price Includes

  • Door-to-door pick up and drop off
  • All transportation in destination location
  • Luxury Mercedes vehicles (or similar), with air conditioning
  • Free bottled water
  • Free travel Magazines
  • Free Wi-Fi in the vehicles
  • Gas, Tolls, parking, VAT etc.

Price Excludes

  • Guided tour or audio guide
  • Lunch
  • Wineries and wine tasting requested specifically by guests
  • Any Private Expenses
  • Driver and staff tips

Don't forget to bring with you

  • Comfortable shoes
  • Camera
Suggested Itinerary

09:30 am:Let's start!

We’ll pick you up at your accommodation

MorningEnjoy the view, enjoy the village

We’ll stop for a visit in Monteriggioni and San Gimignano [we recommend a gelato tasting at a world champion ice cream maker]

Lunch: Eat & Relax

You will taste the Tuscany flavors in an unique, local winery

Afternoon: Into the heart of Chianti

Tastings continue in two boutique family-run wineries

17:30 pm: It's time to say goodbye!

We’ll drop you off at your accommodation

San Gimigano_Panoramic View

How long does this experience last?

8 hours. If you are having a good time and you wish to extend your trip – by suggesting detours or new stops – you are welcome to do so even as a last minute decision during the day. Just be aware that extra hours are charged.

Are there any extra cost?

This depends on you, your wishes and the availability of our partners.
Normally we assist you in creating an all-inclusive experience with no extra costs once the final price has been set. However, we will provide you with an itemized quote outlining all the inclusions and extra costs required before your confirmation, so you know exactly what is included and what additional payments are required.

Extra costs are normally for:

  • Driver and staff tips
  • Museum and monument admission tickets
  • Lunches
  • Cheese tastings
  • Olive Oil tastings
  • Wineries and wine tasting requested specifically by guests.

What sort of wineries do we visit?

We aim to provide a really authentic wine experience in Tuscany, avoiding the crowded tourist wineries. We will take you to centuries-old family run wineries, home to generations of winemakers. You will actually get to speak with the owners and growers, passionate people who not only love what they do but enjoy sharing their knowledge and experience with you. All the wineries we collaborate with, produce limited quantities of exclusive, high quality, and award-winning wines, difficult to find in supermarkets.

If I buy some some wine in the cellars we visit, will you help me send it back home?

The wineries will take care of your shipping and we will help you solve any issues along the way.

I would like to include some extra in the tour, can we do that?

Let us know what you would like to include and if time allows, we will accommodate your request.

I have food allergies and intolerances, can you provide for me?

Yes, we can! Let us know about your allergies and intolerances in advance in order to share your needs with our partners.

I have special dietary requirements, can you provide for me?

Yes, we can! Let us know about your special needs and dietary restrictions in advance in order to share them with our partners.

Is this tour available for adults and families traveling with toddlers?

Yes, we will work out to organize a day that satisfies everyone, no matter the age. Our vehicles all have Wi-Fi to help keep the kids entertained.We also provide baby seats for no extra cost.

How far in advance should I book this tour?

Ideally we would like 1-2 weeks notice to plan and organize your experience, to check the availability of our partners, and to make sure to meet your requirements.
However, we require only a minimum of 24 hours notice to confirm bookings, sometimes even less.

Is there a minimum number of participants ?

We provide tours and service for individuals, couples, families and small groups. All our tours are private groups. Let us know what size your group is, and we will organize the best experience for you. We can cater for any group size, large or small.

I'm riding solo. Can I join a group?

We are sorry but we just cater for private groups. It’s not possibile to join a group.

What are your methods of payment?

We accept payment by cash or credit card.

How do I finalize the booking?

In order to finalize the booking and secure availability and our quotation, please fill-out the online booking form at the following link:


Note that the service is NOT finalized until we will receive the completed booking form. You will be asked to provide a credit card number as a guarantee.


What is your cancellation policy?

Please see our terms and conditions here: Terms & Conditions for our cancellation policy.