29 days in Province of Siena Itinerary

29 days in Province of Siena Itinerary

Created using Inspirock Province of Siena planner
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Make it your trip
Fly to Peretola Airport, Drive to Gaiole in Chianti
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Gaiole in Chianti
— 3 nights
Drive
2
Montalcino
— 12 nights
Drive
3
San Gimignano
— 13 nights
Train to Rome, Fly to New Delhi

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Gaiole in Chianti — 3 nights

Gaiole in Chianti is a comune (municipality) in the Province of Siena in the Italian region Tuscany, located about 40km southeast of Florence and about 15km northeast of Siena. Explore the numerous day-trip ideas around Gaiole in Chianti: Rapolano Terme (Spas & Pieve San Vittore) and Castellina In Chianti (Poggio Amorelli & Enoteca Bottega del Vino). There's still lots to do: learn about winemaking at Fattoria di Montemaggio, sample the tasty concoctions at Chianti Brew Fighters, take in nature's colorful creations at Castello di Brolio, and contemplate the long history of Volpaia.

To see where to stay, photos, traveler tips, and other tourist information, read Gaiole in Chianti trip planner.

New Delhi, India to Gaiole in Chianti is an approximately 15-hour combination of flight and car. You'll gain 4.5 hours traveling from New Delhi to Gaiole in Chianti due to the time zone difference. Finish your sightseeing early on the 4th (Tue) so you can drive to Montalcino.
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Wineries · Historic Sites · Parks · Breweries & Distilleries
Side Trips
Find places to stay Jul 1 — 4:

Montalcino — 12 nights

City of Honey

In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
You'll find plenty of places to visit near Montalcino: Chianciano Terme (Piscine Termali Theia & Museo Civico Archeologico delle Acque), Montepulciano (Avignonesi, Az. Agr. Poliziano, &more) and Asciano (Crete Senesi & Museo Cassioli). There's still lots to do: do a tasting at Ciacci Piccolomini d'Aragona and steep yourself in history at Abbazia di Sant'Antimo.

Start your trip to Montalcino by creating a personalized itinerary on Inspirock.

You can drive from Gaiole in Chianti to Montalcino in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Expect a daytime high around 37°C in July, and nighttime lows around 22°C. Finish your sightseeing early on the 16th (Sun) so you can drive to San Gimignano.
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Wineries · Historic Sites · Parks · Shopping
Side Trips
Find places to stay Jul 4 — 16:

San Gimignano — 13 nights

Town of Fine Towers

A historical gem in the heart of Tuscany, San Gimignano is known as the Town of Fine Towers for its jutting skyline of high city walls.
Venture out of the city with trips to Castello La Poderina (in Stigliano), Monteriggioni (Walls of Monteriggioni, Castello di Monteriggioni, &more) and Siena (Archivio di Stato, Piazza del Campo, &more). There's lots more to do: steep yourself in history at Historic Centre of San Gimignano, learn about winemaking at Tenuta Torciano, don't miss a visit to Duomo di San Gimignano, and take in the spiritual surroundings of Abbazia di San Galgano.

To find more things to do, other places to visit, and more tourist information, read San Gimignano online itinerary planner.

Getting from Montalcino to San Gimignano by car takes about 1.5 hours. Other options: do a combination of bus and train; or take a bus. In July, plan for daily highs up to 35°C, and evening lows to 21°C. Finish your sightseeing early on the 29th (Sat) to allow enough time to travel back home.
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Historic Sites · Wineries · Tours · Museums
Side Trips
Find places to stay Jul 16 — 29:

Province of Siena travel guide

4.3
Landmarks · Wineries & Vineyards · Churches
Siena is a city in Tuscany, Italy. It is the capital of the province of Siena.The historic centre of Siena has been declared by UNESCO a World Heritage Site. It is one of the nation's most visited tourist attractions, with over 163,000 international arrivals in 2008. Siena is famous for its cuisine, art, museums, medieval cityscape and the Palio, a horse race held twice a year.HistorySiena, like other Tuscan hill towns, was first settled in the time of the Etruscans (c. 900–400 BC) when it was inhabited by a tribe called the Saina. The Etruscans were a tribe of advanced people who changed the face of central Italy through their use of irrigation to reclaim previously unfarmable land, and their custom of building their settlements in well-defended hill forts. A Roman town called Saena Julia was founded at the site in the time of the Emperor Augustus. Some archaeologists assert that Siena was controlled for a period by a Gaulish tribe called the Senones.According to local legend, Siena was founded by Senius and Aschius, two sons of Remus and thus nephews of Romulus, after whom Rome was named. Supposedly after their father's murder by Romulus, they fled Rome, taking with them the statue of the she-wolf suckling the infants (Capitoline Wolf), thus appropriating that symbol for the town. Additionally they rode white and black horses, giving rise to the Balzana, or coat of arms of Siena with a white band atop a dark band. Some claim the name Siena derives from Senius. Other etymologies derive the name from the Etruscan family name Saina, the Roman family name Saenii, or the Latin word senex "old" or its derived form seneo "to be old".

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