8 days in Province of Siena Itinerary

8 days in Province of Siena Itinerary

Created using Inspirock Province of Siena trip planner

Make it your trip
Drive
1
San Gimignano
Drive
2
Monteriggioni
— 1 night
Drive
3
Siena
— 1 night
Drive
4
Bagni di San Filippo
Drive
5
Montepulciano
Drive
6
Rapolano Terme
— 5 nights

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San Gimignano

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.
Kick off your visit on the 23rd (Sun): don't miss a visit to Piazza della Cisterna and then take an in-depth tour of Torre e Casa Campatelli.

For maps, ratings, and more tourist information, use the San Gimignano online trip itinerary builder.

Milan to San Gimignano is an approximately 3.5-hour car ride. You can also drive; or take a train; or take a bus. August in San Gimignano sees daily highs of 35°C and lows of 20°C at night. Wrap up your sightseeing by early afternoon on the 23rd (Sun) to allow enough time to drive to Monteriggioni.

Things to do in San Gimignano

Museums · Historic Sites

Monteriggioni

— 1 night
Start off your visit on the 23rd (Sun): take in the spiritual surroundings of Chiesa di Santa Maria Assunta, see the interesting displays at Museo Delle Armature, get to know the fascinating history of Centro storico di Monteriggioni, admire the landmark architecture of Walls of Monteriggioni, then step into the grandiose world of Castello di Monteriggioni, and finally do a tasting at Cantinetta di Monteriggioni.

To see ratings, photos, traveler tips, and other tourist information, you can read our Monteriggioni day trip planner.

Traveling by car from San Gimignano to Monteriggioni takes an hour. Alternatively, you can drive; or take a train; or take a bus. Expect a daytime high around 37°C in August, and nighttime lows around 22°C. Wrap up your sightseeing on the 24th (Mon) early enough to drive to Siena.

Things to do in Monteriggioni

Historic Sites · Shopping · Wineries · Museums

Siena

— 1 night

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Start off your visit on the 24th (Mon): get a sense of history and politics at Palazzo Pubblico and Museo Civico, then explore the world behind art at Museo dell'Opera Metropolitana, then pause for some serene contemplation at Duomo di Siena, and finally don't miss a visit to Piazza del Campo.

For maps, traveler tips, photos, and other tourist information, use the Siena travel route builder site.

Siena is very close to Monteriggioni. In August, daily temperatures in Siena can reach 37°C, while at night they dip to 22°C. Finish your sightseeing early on the 25th (Tue) to allow enough time to drive to Bagni di San Filippo.

Things to do in Siena

Historic Sites · Museums

Bagni di San Filippo

For more things to do, where to stay, maps, and more tourist information, read our Bagni di San Filippo trip itinerary maker.

You can drive from Siena to Bagni di San Filippo in 1.5 hours. Another option is to drive. In August, plan for daily highs up to 37°C, and evening lows to 22°C. On the 25th (Tue), you'll travel to Montepulciano.

Things to do in Bagni di San Filippo

Parks · Shopping · Historic Sites · Nature

Montepulciano

Pearl of the 16th Century

Perched on a limestone ridge in the heart of Tuscany, Montepulciano is known worldwide for its production of red wine, the Vino Noble.
Start off your visit on the 25th (Tue): take in the spiritual surroundings of Dome of Montepulciano, make a trip to Piazza Grande a Montepulciano, don't miss a visit to Terrazza Del Palazzo Comunale, then take in the spiritual surroundings of Tempio di San Biagio, then view the masterpieces at Quinteaquadri Lab Gallery, and finally take in the spiritual surroundings of Parrocchia Santissimo Nome Di Gesu'.

To find maps, traveler tips, and other tourist information, use the Montepulciano trip maker tool.

Traveling by car from Bagni di San Filippo to Montepulciano takes an hour. Alternatively, you can drive. In August, daytime highs in Montepulciano are 37°C, while nighttime lows are 22°C. Wrap up your sightseeing on the 25th (Tue) to allow time to drive to Rapolano Terme.

Things to do in Montepulciano

Historic Sites · Shopping · Museums

Rapolano Terme

— 5 nights
Rapolano Terme is a comune (municipality) in the Province of Siena in the Italian region Tuscany, located about 60km southeast of Florence and about 20km east of Siena in the area known as the Crete Senesi.Until 1949 it was known simply as Rapolano.The municipality includes several minor towns, among which the village of Serre di Rapolano. Kids will enjoy Spas and Saltalbero Parco Avventura. Your cultural itinerary includes sights like Eremo Le Celle and Museo dell'Antica Grancia e dell'Olio. Change things up with these side-trips from Rapolano Terme: Zocco Beach (in San Feliciano), Santuario Madonna Dei Miracoli (in Castel Rigone) and Museo di Lucignano (in Lucignano). There's lots more to do: see Tuscany Adventure, step into the grandiose world of Castello di Montecchio Vesponi, don't miss a visit to Serre Di Rapolano Vacations, and experience rural life at Agriturismo il Molinello.

Planning Rapolano Terme trip won't be overwhelming when you use Inspirock's itinerary maker.

Traveling by car from Montepulciano to Rapolano Terme takes an hour. Alternatively, you can drive; or take a train; or take a bus. In August in Rapolano Terme, expect temperatures between 37°C during the day and 22°C at night. Wrap up your sightseeing on the 30th (Sun) early enough to travel back home.

Things to do in Rapolano Terme

Outdoors · Tours · Parks · Shopping

Side Trips

Province of Siena travel guide

4.4
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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