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TUSCANY

10 Best Private Tours In Tuscany

Tuscany's standouts.

The 10 private 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 In Tuscany

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.

“A wonderful experience! We went for our honeymoon and this was truly a sweet relaxed day! Completely customed to what we would like to do with the day and our guide was so knowledgeable.”

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Taste the Flavours of Florence: Private Tuscan Food Tour

Taste the Flavours of Florence: Private Tuscan Food Tour - Crossing toward Santa Croce: where wine and Tuscan plates take over

Private Wine & Oil Tasting with Lunch

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

4.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.

“This experience was second to none! What a beautiful place! The wine was excellent and they catered to a non drinking friend as well with juices! Food was excellent and there was no pressure to buy! Beautiful experience!”

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Private jewelry class in Florence, Tuscany, Italy (4 hours)

Private jewelry class in Florence, Tuscany, Italy (4 hours) - In the Tuscany Workshop: From Melting Silver to Finishing Tools

5.Private jewelry class in Florence, Tuscany, Italy (4 hours)

5.0

Create custom sterling silver jewelry in a private Tuscan workshop near Florence, with step-by-step teaching, snacks, and optional pickup.

“Dorthe is AMAZING!! We had trouble finding a bus that would make the morning class over the weekend and Dorthe was so accommodating and let us move to a day during the week. The buses were also a bit confusing (it was our first time taking them in Florence), and we got lost a couple…”

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Montalcino: Private Cellar Tour, Wine Tasting & Appetizers

Montalcino: Private Cellar Tour, Wine Tasting & Appetizers - Where you actually go and how to avoid stress

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

7.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.”

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Private Chianti wine tour

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

8.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 was a wonderful experience! Our guide, Stefano was happy to explain a bit about the Chianti Wine region in Italy as we drove out to the vineyards. Our 2 stops, although very different, were both very enjoyable. We enjoyed our time at both vineyards. The wines were delicious and so was our lunch. The…”

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Private Best of Tuscany Hill Towns Tour with lunch from Florence

Private Best of Tuscany Hill Towns Tour with lunch from Florence - Siena’s Palio spirit: more than a postcard square

9.Private Best of Tuscany Hill Towns Tour with lunch from Florence

4.5

Private Florence day trip to Siena and San Gimignano with winery lunch and wine tasting, plus a guided minivan ride through Tuscany.

“Our guide Yaris was the best. He was so knowledgeable and gave us the experience of our lives. My 16 year old daughter thought this was the highlight of our 10 day trip.”

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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

10.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.

“Nicolette was an exceptional guide who shared the history and important facts of the places we were visiting. She took us to the second leaning tower at a cathedral that we did not know about and was fun, beautiful, knowledgeable and we highly recommend her! 🫶🏻”

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