Multi-Day Tuscany Tours

TUSCANY

10 Best Multi-Day Tuscany Tours

Tuscany's standouts.

The 10 multi-day tuscany 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 Multi-Day Tuscany Tours

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

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

Most Popular★ 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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Full-Day Tuscany Castles Tour with Wine Tasting from Florence

Full-Day Tuscany Castles Tour with Wine Tasting from Florence - Castello del Trebbio: old cellars and a tasting of five wines

2.Full-Day Tuscany Castles Tour with Wine Tasting from Florence

★ 5.0

Florence to Chianti for two winery visits with tastings, a 2-course lunch, and round-trip minivan transport in English.

“We enjoyed the scenery and the locations. It was just the right amount of time at each "castle". We tasted a variety of wines and heard the history of the area and locations. Lunch was great. Appreciated the information on wine making.”

55 reviews6 to 7 hours (approx.)From $337.91by Italy and Tour Sas

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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

Active Full Day Tuscan Bike Tour With Wine Tasting and Lunch

Active Full Day Tuscan Bike Tour With Wine Tasting and Lunch - 7 hours of real riding: bikes, hills, and your e-bike choice

4.Active Full Day Tuscan Bike Tour With Wine Tasting and Lunch

★ 5.0

Active Florence-to-Chianti bike day with wine and olive oil tastings plus a sit-down lunch, panoramic stops, and small-group guide care.

“Beautiful authentic ride through urban, suburban and countryside of Tuscany. Not the easiest ride (up) on bicycle but absolutely worth the effort. Andrea was a great host. And La Pia in Percussina was the best destination.”

35 reviews7 hours (approx.)From $154.58by We like Tuscany

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Chianti Countryside Full-Day Tour by Vintage Fiat 500

Chianti Countryside Full-Day Tour by Vintage Fiat 500 - Getting started from Siena or Badesse (and why the meeting point matters)

Florence: Private Full-Day Chianti Tour and Winery Lunch Optional

Florence: Private Full-Day Chianti Tour and Winery Lunch Optional - Greve in Chianti: The Town Stop That Actually Lets You Feel the Region

6.Florence: Private Full-Day Chianti Tour and Winery Lunch Optional

★ 5.0

Private Mercedes ride from Florence through Chianti hill towns, with flexible stops and optional winery lunch and tastings.

“Our full day trip through the Chianti region was excellent! Our guide, Christian, was awesome. He picked us up at our air bnb in Florence and off we went. We modified our tour a bit as we only wanted to visit one winery and see Siena and San Gimignano. We even had some time at…”

31 reviews8 hours (approx.)From $472.15by Ciao Florence Tours Srl

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Best of Tuscany Full-Day Scenic Tour from Florence

Best of Tuscany Full-Day Scenic Tour from Florence - Entering the Tuscany day: how a 9-hour circuit stays fun

Full-Day Excursion to Siena, San Gimignano & Chianti

Full-Day Excursion to Siena, San Gimignano & Chianti - Florence meet-up: the 9:00 AM start matters

PRIVATE Full-Day Wine Experience in Chianti Classico.

PRIVATE Full-Day Wine Experience in Chianti Classico. - Greve in Chianti and Falorni: Snacks, Sights, and Local Pride

Full-Day Tuscan Countryside Bike Tour

Full-Day Tuscan Countryside Bike Tour - The Bike Portion: Scenic, Light-Feeling, and Not a Tour for Sore Legs

10.Full-Day Tuscan Countryside Bike Tour

★ 4.5

Full-day bike ride from Florence to Chianti country for a family winery lunch, wine tasting, and a guided cantina tour in English.

“The wine tour was so Interesting. Wine was amazing. Biking through the countryside was beautiful. Staff are friendly.”

26 reviews5 hours (approx.)From $179.51by Tuscany Cycle

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