Tuscany and Wine Tasting Private Tour from Livorno

Medieval towns sit on hilltops surrounded by vineyards and olive groves, not clustered in valleys.

A private eight to nine hour tour from Livorno through Tuscany's medieval villages, rolling countryside and family-owned wineries, with an English-speaking guide and air-conditioned transport. You explore Volterra, known for alabaster, and San Gimignano, famous for its towers. Wine tastings and lunch are optional and paid on-site. The tour returns to the port on time.

Step-by-step itinerary

Explore Tuscany and wine tasting

• Visit ancient village with views
• Explore medieval San Gimignano
• Optional lunch and wine tasting
• Tour local family-owned winery

The experience

Eight to nine hours gives you a full day across Tuscan countryside without the rush. You travel by private air-conditioned vehicle with a driving guide who speaks English, visiting Volterra (a 3,000-year-old village built on a hilltop with views across the landscape), and San Gimignano, the medieval town of towers that earned the nickname "Manhattan of the Middle Ages." Both towns have time built in to walk their streets and see the architecture at your own pace.

The route passes through working vineyards and olive groves, and includes a stop at a local family-owned winery. Wine tastings and lunch there are optional. You pay directly on-site if you want them. The tour is designed to get you back to the port on time, so the schedule accounts for the drive from Livorno and the return journey.

All taxes, fees and transport are included in the price. Specialized infant seats are available if you're traveling with small children, and the tour suits all fitness levels since the pace is set by the group and the walking is self-directed in each town.

What’s included

• Round-trip private transport by air-conditioned vehicle.
• English-speaking driving guide.
• all taxes and fees.
• back-to-port-on-time guarantee.

Before you book

Days and timesEvery dayDepartures at 08:00 and 08:30

Book up to1d before

GroupPrivate

Live guideEnglish

Meeting point and pickupHotel pickup included.You can choose from 2 pickup points.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.

Paid on site€ 60

Prices and times updated 3 days ago

Good to know

Low physical effortStroller-friendlyInfant seats available

Operated by Limo Service in Italy

Is this one for you?The full eight to nine hours means you spend most of the day on the road and in two towns rather than at a single site, so it suits travelers who want breadth across the Tuscan landscape over depth in one place. Wine tastings and lunch are optional, so you can shape the day around whether you want to eat and taste or move through the villages faster.

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Top questions

Is lunch and wine tasting included in the tour price?

Wine tastings and lunch at the local winery are optional and not included. You pay for them directly on-site if you choose to participate.

What happens if I want to skip the winery stop?

The winery visit is part of the route through the Tuscan countryside, but wine tastings and lunch are only charged if you opt in. You can decline and continue with the tour.

Will the tour get me back to the port in time for my ship?

The tour includes a back-to-port-on-time guarantee, so the schedule is built to return you to Livorno with time to spare before departure.

What is Volterra known for besides its views?

Volterra is known for alabaster, a white stone mined and carved there for thousands of years. The town's architecture and hilltop setting are part of what makes it a stop on the tour.