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Built by real travelers
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32,000 followers on Instagram
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The Heart of Tuscany (Florence, Siena and Montalcino) - Medieval Towns, Wines and Landscapes

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From
Where
Where
WhenAdd dates
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common/star-filledcommon/star-filledcommon/star-filledcommon/star-filledcommon/star-filled
4.6/ 5
(WorldeePlaces)

The adventure awaits

2026(6 days)
2026(6 days)
Siena
Siena
Montepulciano
Montepulciano
Pienza
Pienza
Bagni San Filippo
Bagni San Filippo
Florence
Florence
Montefollonico
Montefollonico
Bagno Vignoni
Bagno Vignoni
Montalcino
Montalcino
Monticchiello
Monticchiello

Experience Tuscany as you know it from postcards and photographs. Discover the rolling landscape with olive groves and groups of cypresses, stroll through the narrow stone streets of hilltop towns, immerse yourself in hot thermal springs that travel agencies won't take you to. Visit Montepulciano, named the friendliest city in the world by the Time Out travel website. And taste some of the best wines this land has produced: the sparkling Brunello di Montalcino and Nobile di Montepulciano (you'll gladly forget about the Chianti in straw-covered bottles for tourists :-)). And as an added bonus, Siena: a Renaissance pearl of Tuscany, somewhat unfairly in the shadow of the more famous Florence. 

Experience Tuscany as you know it from postcards and photographs. Discover the rolling landscape with olive groves and groups of cypresses, stroll through the narrow stone streets of hilltop towns, immerse yourself in hot thermal springs that travel agencies won't take you to. Visit Montepulciano, named the friendliest city in the world by the Time Out travel website. And taste some of the best wines this land has produced: the sparkling Brunello di Montalcino and Nobile di Montepulciano (you'll gladly forget about the Chianti in straw-covered bottles for tourists :-)). And as an added bonus, Siena: a Renaissance pearl of Tuscany, somewhat unfairly in the shadow of the more famous Florence. 

Worldee logo
4.9/5 rating on Google
Best price guarantee
Built by real travelers
We have your back 24/7
Add Flexible Booking
32,000 followers on Instagram
Show more
4.9/5 rating on Google
Best price guarantee
Built by real travelers
We have your back 24/7
Add Flexible Booking
32,000 followers on Instagram
More

The Heart of Tuscany (Florence, Siena and Montalcino) - Medieval Towns, Wines and Landscapes

Worldee logo
From
Where
Where
WhenAdd dates
common/star-emptycommon/star-emptycommon/star-emptycommon/star-emptycommon/star-empty
common/star-filledcommon/star-filledcommon/star-filledcommon/star-filledcommon/star-filled
4.6/ 5
(WorldeePlaces)

The adventure awaits

2026(6 days)
2026(6 days)
Siena
Siena
Montepulciano
Montepulciano
Pienza
Pienza
Bagni San Filippo
Bagni San Filippo
Florence
Florence
Montefollonico
Montefollonico
Bagno Vignoni
Bagno Vignoni
Montalcino
Montalcino
Monticchiello
Monticchiello

Experience Tuscany as you know it from postcards and photographs. Discover the rolling landscape with olive groves and groups of cypresses, stroll through the narrow stone streets of hilltop towns, immerse yourself in hot thermal springs that travel agencies won't take you to. Visit Montepulciano, named the friendliest city in the world by the Time Out travel website. And taste some of the best wines this land has produced: the sparkling Brunello di Montalcino and Nobile di Montepulciano (you'll gladly forget about the Chianti in straw-covered bottles for tourists :-)). And as an added bonus, Siena: a Renaissance pearl of Tuscany, somewhat unfairly in the shadow of the more famous Florence. 

Experience Tuscany as you know it from postcards and photographs. Discover the rolling landscape with olive groves and groups of cypresses, stroll through the narrow stone streets of hilltop towns, immerse yourself in hot thermal springs that travel agencies won't take you to. Visit Montepulciano, named the friendliest city in the world by the Time Out travel website. And taste some of the best wines this land has produced: the sparkling Brunello di Montalcino and Nobile di Montepulciano (you'll gladly forget about the Chianti in straw-covered bottles for tourists :-)). And as an added bonus, Siena: a Renaissance pearl of Tuscany, somewhat unfairly in the shadow of the more famous Florence.