Florence and Wine Tasting Private Tour from Livorno

Walk Florence's main squares, then taste Chianti wines paired with lunch in the hills.

A private full-day tour from Livorno combines Florence's Renaissance landmarks with a winery visit in the Chianti region. Your driver provides English commentary as you see Piazza del Duomo, Ponte Vecchio, and Piazza della Signoria, with time to shop at the leather market. After about three hours in the city center, you travel to a local winery for wine tasting and a light lunch among the vineyards, then return to the port on schedule.

Step-by-step itinerary

Stops and time spent at each3 stops

1. Piazza del Duomo3h
2. Ponte Vecchio30m
3. Piazza della Signoria30m

Florence sightseeing and Chianti wine tasting

• Drive from Livorno to Florence
• Visit Michelangelo’s Square lookout
• See the Duomo and Giotto’s Bell Tower
• Visit St. John Baptistry
• Walk on Ponte Vecchio bridge
• Explore Republic and Signoria Squares
• Visit Piazza della Signoria outdoor museum
• Shop at Florence Leather Market
• Drive to Chianti Region winery
• Enjoy wine tasting and light lunch
• Drive back to Livorno port

The experience

The morning starts with a drive across Tuscany from the coast toward Florence, passing vineyards, olive groves, and in summer, sunflower fields. Once in the city, your driver shows you the main sights: Michelangelo's Square for the lookout, the Duomo, Giotto's Bell Tower, the Baptistry, Ponte Vecchio with its gold shops, and the Republic and Signoria Squares, where outdoor sculptures including a replica of Michelangelo's David fill the plaza. You get roughly three hours to walk these landmarks and browse the leather market on your own.

Around 1pm you leave Florence for the Chianti region, driving through rolling hills dotted with vineyards and olive groves. At a local winery, you taste wines produced in the area paired with a light lunch of regional delicacies. The combination of architecture, wine, and food is the point: a single day that covers both the city and the countryside Tuscany is known for.

Your private air-conditioned vehicle and driver stay with you throughout, and the tour ends with a guaranteed return to the port on time. English commentary is provided on board, and the pace is set by the fixed itinerary rather than by group negotiation.

What’s included

• Professional and friendly driver.
• private air-conditioned vehicle with free WiFi.
• English commentary on board.
• return to port on time guaranteed.

Before you book

Lasts 9h, runs every day, 5 start times, from € 880 per group, with a live guide in English, as a private tour and with free cancellation up to 24 h before.

Days and timesEvery day5 departure times: the first at 08:00, the last at 10:00

Book up to1d before

GroupPrivate

Live guideEnglish

Meeting point and pickupHotel pickup included.You can choose from 3 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 5 days ago

Good to know

Low physical effortWheelchair accessibleStroller-friendlyInfant seats available

Operated by Limo Service in Italy

Is this one for you?English-speaking driver commentary means you follow the highlights without needing a separate guide, and the private vehicle lets you set your own pace within the fixed itinerary: ideal if you want structure without a large group.

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Top questions

What are the main sights I'll see in Florence on this tour?

Piazza del Duomo, Ponte Vecchio, Piazza della Signoria, Giotto's Bell Tower, the Baptistry, and the Republic Square are the main stops. Piazza della Signoria is an outdoor museum with sculptures including a replica of Michelangelo's David and the Fountain of Neptune. You walk these landmarks during your roughly three hours in the city center.

How much time do I have to explore Florence on my own?

About three hours in the city center, which includes time to walk the main squares and browse the leather market if you wish to shop.

What happens at the winery in Chianti?

You visit a local winery surrounded by vineyards and olive groves in the rolling hills. Wine tasting is paired with a light lunch of local delicacies, and you experience the wines produced in the Chianti region.

Will I get back to the port on time for my ship?

Yes, the tour includes a back-to-port-on-time guarantee. Your driver returns you to Livorno port after the winery visit.

Is this tour private, or will I be with other travelers?

This is a private tour in your own air-conditioned vehicle with a professional driver who provides English commentary. You travel without a larger group.