Tuscany Day Trip From Florence With Chainti, Siena and San Gimignano

Go on an incredible adventure to Tuscany where stunning scenery, historic hill towns, wonderful food & world-famous wines await

Experience the best that Tuscany has to offer on this carefully-planned itinerary, taking you to two of the most beautiful (and historic) towns of the region & an authentic family-run vineyard/farmhouse for lunch. With an experienced driver on hand you don't have to worry about winding roads - or drinking too much of that wonderful Chianti wine!

Your driver and tour leader will pick you up in a private, air-conditioned transport in central Florence (depending on the group size, there might be two vans which the tour leader will shuttle between) and spirit you out into the hills above the city. First stop: Piazzale Michelangelo, a small piazza offering the most jaw-dropping views of Florence. You may not have heard of it yet, but you'll recognize it when you see it; this is where most postcard photos are taken from.

Then it's back into your minibus and over the rolling hills of Tuscany to the town of Siena, one of the most beautiful, and historically important in the area (if not the country). Here your leader will guide you through beautiful Medieval streets (their great condition is a rarity in this region, so heavily shelled during WWII), telling you stories from the city's long history, and take you to the enormous central square where the world-famous Palio horse race takes place. Before you leave you'll have a chance to pop into the stunning cathedral (except on Sundays and festivities, when its closed) with pre-reserved tickets. Your guide will stay outside but they will give you an overview of the architecture and tell you what details to look out for once inside.

All this exploring will give you an appetite so after Siena you'll head to a local vineyard for a tour of the cellars, a wine tasting, and a delicious homemade lunch of locally-sourced ingredients. Once upon a time Tuscany's food was considered cucina povera, or poor food, for its reliance on ingredients like tomatoes, bread, and olive oil. Thankfully today we know better. Eat your lunch on the terrace overlooking the rolling hills and vineyards of Chianti. Of course, there will be plenty of wine to wash it down with - we highly recommend the red.

Finally, you'll spend the afternoon in the hilltown of San Gimignano. This is one of the best-preserved of the medieval villages, built high atop hills to keep a lookout for hostile armies. Your time here is your own, so feel free to shop for souvenirs, enjoy a coffee in one of the charming piazzas, or climb to the top of the church's belltower for incomparable views of the countryside.

This trip is all about seeing as much of Tuscany as possible without any of the difficult planning and navigation. All logistics is being take care of and all you have to do is enjoy the food, the scenery and the sightseeing.

Additional Information

  • Tour duration: 10 hours
  • Visitors under 2 years of age may participate in this tour free
  • Tours run rain or shine so please dress for the elements. Visitors are advised to bring along hats and sunscreen when participating in this tour during summer
  • Please be informed that this tour is wheelchair inaccessible due to site restrictions


48 Hours
10 Hours
Voucher Type
Present to Tour Operator
7 Days Prior
7 Days Prior

Operating Hours

Tour departs at 08:30 hrs

*Kindly note the that the tour departure time is subjected to change; any alternative arrangements will be communicated via email

What You Get


  • Expert English-speaking tour leader throughout
  • Guided tour of Siena town including
  • Entrance to Siena Cathedral
  • Lunch & wine-tasting in Chianti
  • Comfortable air-conditioned transport
  • Professional driver (separate to Tour Leader)


  • Personal expenses
  • Optional activity fees

How to Use

  • Kindly present a printed or mobile booking confirmation to the tour operator on the day of the tour

Terms and Conditions

  • Changi Recommends and the appointed operator will not be responsible for any accidents, loss of property or damaged caused by individual negligence
  • The e-ticket/e-voucher cannot be exchanged for cash or used on more than one occasion
  • Any alteration(s) on the e-ticket/e-voucher will not be accepted by Changi Recommends and the appointed merchant
  • In the event of unforeseen circumstances that affects tour departure or ticket/voucher invalidity, customers will be notified and be advised accordingly

Cancellation Policy:

  • Tours/Experiences subject to cancellation without prior notice due to unforeseen circumstances, and (or) when there is an official request from the authorities
  • Refunds will be given to customers under these circumstances:
    • No refunds will be entertained for cancellation made 6 days or less prior the departure date
    • 50% of the amount will be refunded to customers for cancellation made at least 7 days prior the departure date
    • 80% of the amount will be refunded to customers for cancellation made at least 14 days prior the departure date
  • There will be no refunds even if included items are not utilised by the visitor
  • In the event of late comers/no show, it would be considered as cancellation and no refund will be given

Amendment Policy:

  • All amendments are subject to availability
  • Additional charges may apply for amendments

Upon purchase of the ticket, you will receive an email confirmation with e-ticket/e-voucher within two days. Tours and tickets are subjected to availability and are not confirmed until a second confirmation email is received.

How to Get There

Kindly refer to your booking confirmation for instructions and directions to the meeting point.

Item Price (SGD) Quantity
Age 15 and Above
Age 2 to 14 years old

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