Private Florence: Hill Towns in Tuscany Tour

1-5 Guests (Ages 6+)
€825

It’s time to get out of the city and spend some quality time sightseeing around the medieval towns of the dreamy Tuscan countryside, with a local guide by your side. Your full-day tour will take in three of the most charming townships, including plenty of free time for you to explore and perhaps dine out in one of the many alluring restaurants that dot the piazzas. We’ll chat history, we’ll see some incredible architecture and admire Instagram-worthy views and we’ll drop in on some artisan shops and discover locally-made products from the region. A slice of the Tuscan good life is only a click away!

This tour is priced for a group size of five travellers. Smaller groups may still book this private experience but will be charged the base rate for five travellers. If you’re looking to book a group larger than five travellers, please contact our local team at [email protected].

Highlights

  • Get out of the city for the day and soak up the sights and smells of the picturesque Tuscan countryside
  • Visit the stunning historic towns of San Gimignano, Monterriggioni and Siena
  • Browse artisan shops selling locally-made products
  • Gain insight into the history of this famous region of Tuscany
  • Enjoy arguably the most beautiful panorama in Tuscany, the view of Florence and its magnificent domed Cathedral, from the Piazzale Michelangelo

Language: English

Inclusions: Local, English-speaking guide and driver, transport in a Mercedes air-conditioned van

Exclusions: Additional food and drinks, souvenirs and personal shopping, lunch, tips/gratuities for your guide

Schedule details

  • Duration: 8 hours
  • Pickup location: Your hotel in Florence city centre
  • Pickup time: 9 a.m.
  • Drop off location: Your hotel in Florence city centre
  • Chevron down Full Itinerary
  • After picking you up from your hotel in your own private vehicle, your tour will begin with, what else, but a scenic drive through the rolling hills of the Chianti region, crowded as far as the eye can see with vineyards and olive groves. If you’re looking for heaven on earth, we think you may find it here.

    Our first stop will be the pretty, walled town of San Gimignano, known as Italy’s medieval Manhattan because of the 13 towers that dominate its skyline as you drive towards it. The town gained importance during the middle ages when it was a stop on the major pilgrim route between Italy and France, known as Via Francigena (the road to France). The townsfolk produced silk and cultivated saffron that still grows around its foothills. Another important industry that still exists here today is that of Vernaccia di San Gimginano, a white wine of the area.

    Your guide will tell you about the history of the area and fill you in on where to find the best artisanal stores, coffee shops, and gelato spots. Then you will have some free time to go and explore for yourself. You’ll also get the chance to check out a selection of artisan stores selling locally-made products and stroll the winding streets towards spectacular views of the valley beyond.

    We’ll then continue to Monteriggioni, a fortified hamlet strategically built between the two rival towns of Florence and Siena. Dante called the town the ‘crown jewel of Tuscany.’ Spend some free time enjoying lunch where you can choose from a panino and glass of wine, or stop by a local restaurant for a plate of local pici (thick, hand-rolled pasta) with fresh tomato, basil and garlic sauce, or pappardelle with a ragu of wild boar. After you eat, we would highly recommend that you tackle the town’s original wall (it’ll be great for your digestion!) and be rewarded with gorgeous views of the Elsa Valley.

    Next up, we’ll make our way to the town of Siena, stopping at the Basilica of San Domenico first. Inside the church are the relics of Saint Catherine, the patron saint of Siena. We will take a stroll to the Piazza del Campo to see the political centre of town where the famous horse race ‘Il Palio’ is held twice a year. Then we’ll meander towards Gothic Cathedral which boasts an impressive collection of artworks by Michelangelo, Donatello, and Bernini. On the way, we’ll pass by a delicatessen that sells wild boar salami. If you fancy it, we can step inside for a tasting.

    Then we’ll meet our chauffeur in the Piazza del Duomo for another scenic transfer, this time back to your accommodation in Florence. On the way, we’ll stop for one last magnificent panorama at Piazzale Michelangelo, where we will gaze upon spectacular views of the city that you won’t forget in a hurry. Before you go, don’t forget to ask your local guide for tips on what else to see, do and eat during your stay in fabulous Florence.

    This tour is priced for a group size of five travellers. Smaller groups may still book this private experience but will be charged the base rate for five travellers. If you’re looking to book a group larger than five travellers, please contact our local team at [email protected].

    Additional information

    Inclusions: Local, English-speaking guide and driver, transport in a Mercedes air-conditioned van

    Exclusions: Additional food and drinks, souvenirs and personal shopping, lunch, tips/gratuities for your guide

    Confirmation of booking: If you have your voucher, your booking is confirmed. We’ll see you at your hotel for pick up. Please check your hotel details are correct on the voucher. If your details are not correct, it is very important to please email us to confirm your correct pick-up hotel using the contact details on the voucher. If you prefer you may also phone the change through to us during business hours

    Child Policy: No age limit: This is a child-friendly tour. Children between the ages of 6 and 11 inclusively are permitted on this tour at the rate listed above. Please select ‘child’ above when booking. Children under the age of 6 are permitted to join this tour free of charge. Please inform us at the time of booking if you’ll be bringing a child under the age of 6. You can do so in the special request box on the checkout page

    Dietary Notes

    We can accommodate vegetarians and other dietary restrictions. Please notify us in advance if you have any dietary requests. You can do so in the ‘Additional information’ box at checkout, or by emailing us at [email protected].

    Local contact

    Office phone number: +39 345 088 2826
    Email address: [email protected]