Private Tours & Drivers

TUSCANY

10 Best Private Tours & Drivers Tours In Tuscany

Tuscany's standouts.

The 10 private tours & drivers tours travellers book most often across Tuscany. Each one with the price you pay, the operator behind it and the day you actually get when you turn up.

10 Best Private Tours & Drivers Tours In Tuscany

From Florence: Private Chianti Hills Tour with Tasting

From Florence: Private Chianti Hills Tour with Tasting - Radda in Chianti: village tasting, shopping time, and the best kind of break

1.From Florence: Private Chianti Hills Tour with Tasting

Most Popular★ 4.3

Private Chianti tour from Florence with two winery stops, 6 wine tastings, Radda village time, and local food pairings.

“Excellent tour. Convenient and easy to find meeting point. Comfortable bus ride. First stop had amazing views. Very authentic and great wine. Second stop was very informative and their wine was superb. Perfect 1/2 day tour in the Tuscan countryside to get you out of the crowded tour attractions.”

809 reviews6 hoursFrom $1,166by Sightseeing Experience

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PRIVATE Full-Day Siena, San Gimignano and Chianti from Florence

PRIVATE Full-Day Siena, San Gimignano and Chianti from Florence - Siena in a Tight Time Window: Duomo and Piazza del Campo

2.PRIVATE Full-Day Siena, San Gimignano and Chianti from Florence

★ 5.0

Private Florence day trip to Siena, Monteriggioni, San Gimignano, with optional organic winery lunch and wine pairing, no car needed.

“Our day with Alessandro was super convenient and a pure delight, despite the cold/wet weather (and food poisoning I had gotten in Venice the day prior which might have made the winery lunch/tasting a challenge if not for how fresh and simply delicious the food was). The pic reflects the weather in Siena (which was…”

238 reviews8 to 9 hours (approx.)From $399.25by UNIQUETUSCANY private tours

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Private Wine & Oil Tasting with Lunch

Private Wine & Oil Tasting with Lunch - The 1.5-Hour Timeline: From Vineyard Intro to Full Lunch

3.Private Wine & Oil Tasting with Lunch

★ 4.5

A private 1.5-hour biodynamic tasting at Podere La Marronaia: organic wines, EVO oils, balsamic, plus a 4-course Tuscan lunch near San Gimignano.

“lovely spot and lovely lunch. The wines and olive oils were amazing. And the service was great. Highly recommend”

113 reviews1 hour 30 minutes (approx.)From $82.24by Podere la Marronaia

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Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour

Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour - Greve in Chianti: where the day feels most Tuscan

4.Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour

★ 5.0

Private Chianti wine tour from Livorno with Greve village stops, winery + olive oil tastings, and guaranteed port return.

“Giovanni was an enthusiastic and informative guide - he was promptly at the port to pick us up when our ship arrived, and he kept us engaged throughout the tour. We had a thoroughly enjoyable trip through the Tuscan countryside, stopping at lovely villages, enjoying the local chianti and authentic lunch as well.”

56 reviews9 hours (approx.)From $553.90by Prestige Rent

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Tuscany EXCLUSIVE Private Day Trip from Florence by Car with Wine

Tuscany EXCLUSIVE Private Day Trip from Florence by Car with Wine - Getting Started in Florence: Pickup That Keeps the Day Moving

5.Tuscany EXCLUSIVE Private Day Trip from Florence by Car with Wine

★ 5.0

Private Chianti day trip from Florence with wine tasting, hilltop abbey views, and medieval Greve in Chianti, led by a local guide.

“We had a blast with Lorenzo exploring the Tuscany countryside. We saw so many beautiful villas, learned a lot about the history of Tuscany. The winery we visited was absolutely gorgeous. I would recommend this tour to anyone.”

56 reviewsFrom $569by Withlocals

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Private Chianti wine tour

Private Chianti Wine Tour - Panzano in Chianti: A Short Stop Built for Photos

6.Private Chianti wine tour

★ 5.0

Private Chianti tour from Florence with winery tastings, vineyard views, lunch, and Castellina’s medieval streets. Pickup and private transport included.

“This tour has been our favorite of this trip. Martina and Laura were expert hosts and took us to the beautiful town of Castellina (which wasn’t touristy) for a tour of the wine making process and our first tasting. Then we were driven to a small family owned winery where we were served a delicious…”

56 reviews5 hours (approx.)From $518.93by Bespoke Tuscany

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Private Tour in San Gimignano

Private Tour in San Gimignano - Piazza della Cisterna: the rivalry square that explains the skyline

7.Private Tour in San Gimignano

★ 5.0

2-hour private English tour of UNESCO San Gimignano: tower stories, optional Duomo and Palazzo/Torre, panoramas, and local gelato tips.

“Barbara was very knowledgeable and went out of her way to entertain the child in our group and to accommodate to the rain during our tour. The town and views of the surrounding countryside were truly beautiful. Enjoyed hearing the history behind what we were seeing.”

51 reviews2 hours (approx.)From $168.20by Siena Experience Italian Hub

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The Best of Tuscany: Private Full Day Tour From Florence

The Best of Tuscany: Private Full Day Tour From Florence - Pisa’s Piazza dei Miracoli: what to look for in your one-hour stop

8.The Best of Tuscany: Private Full Day Tour From Florence

★ 5.0

Private day trip from Florence to Pisa, San Gimignano, Siena, and Chianti. Hotel pickup, English driver-guide, and big scenery in one day.

“The tour was a great overview of Tuscany, and highlighted everything one would want to see and experience. Max was a fantastic driver who was punctual, super friendly, informative and flexible with our itinerary. Not only did he make our tour as easy and enjoyable as possible but also recommended places to eat in Florence…”

49 reviews9 hours (approx.)From $421.71by Tuscany In Tour

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Florence: Private Half-Day Chianti Tour and Wine Tasting Optional

Florence: Private Half-Day Chianti Tour and Wine Tasting Optional - Greve in Chianti: Town Time That Works for Real People

9.Florence: Private Half-Day Chianti Tour and Wine Tasting Optional

★ 4.5

Private Chianti half-day tour from Florence with Mercedes pickup, scenic photo stops, free time in Greve, and optional winery tastings.

“Placido was wonderful! Ontime, clean car and very knowledgeable!!! He made the experience so enjoyable. We would absolutely book a tour with him again.”

49 reviews5 hours (approx.)From $378.46by Ciao Florence Tours Srl

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Private Day Tour from Florence to Pisa, Chianti and San Gimignano

Private Day Tour from Florence to Pisa, Chianti and San Gimignano - Piazzale Michelangelo at Sunset: Short Stop, Big Payoff

10.Private Day Tour from Florence to Pisa, Chianti and San Gimignano

★ 5.0

AC private Florence day trip to Pisa, Chianti wine road and San Gimignano, ending with sunset views at Piazzale Michelangelo.

“We had Luigi and he was attentive and knew a lot. He contacted us days before the trip and we customized our tour. We absolutely loved the experience and would recommend him as a super star driver.”

41 reviews8 to 9 hours (approx.)From $780.95by LIMOUSINE TOUR IN CHIANTI

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