17 days in Tuscany Itinerary

17 days in Tuscany Itinerary

Created using Inspirock Tuscany trip planner

Plan created by another user.Make it yours

Route & dates

1
Siena
— 3 nights
2
Montalcino
— 2 nights
3
San Gimignano
— 2 nights
4
Montepulciano
— 2 nights
5
Volterra
— 4 nights
6
Bolgheri
— 2 nights

3
nights
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Siena is known for historic sites, museums, and wineries. Your plan includes some of its best attractions: make a trip to Piazza del Campo, admire the masterpieces at Pinacoteca Nazionale, get lost in a book at Biblioteca Piccolomini, and pause for some serene contemplation at Duomo di Siena.

To find photos, more things to do, traveler tips, and other tourist information, read Siena trip itinerary planner.

Milan to Siena is an approximately 4-hour train ride. You can also drive; or take a bus. Expect a daytime high around °C in August, and nighttime lows around °C. Finish up your sightseeing early on the 14th (Fri) so you can go by car to Montalcino.

Things to do in Siena

Historic Sites Museums Shopping
Find places to stay Aug 10 — 14:
Highlights from your plan
Piazza del Campo ©
Piazza del Campo
Duomo di Siena ©
Duomo di Siena
Biblioteca Piccolomini ©
Biblioteca Piccolomini

2
nights
Montalcino

Montalcino ©
In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
On the 14th (Fri), contemplate in the serene atmosphere at Abbazia di Monte Oliveto Maggiore, identify plant and animal life at Crete Senesi, thendo a tasting at Ciacci Piccolomini d'Aragona, and finally take in the architecture and atmosphere at Abbazia di Sant'Antimo. Here are some ideas for day two: learn about winemaking at Podere Il Cocco, enjoy breathtaking views from Fortezza di Montalcino, thenstroll through Val d'Orcia, thenget into the urban bustle at San Quirico d'Orcia, and finally admire the natural beauty at Horti Leonini.

To find photos, where to stay, ratings, and other tourist information, use the Montalcino journey maker site.

Drive from Siena to Montalcino in an hour. Alternatively, you can take a bus; or do a combination of train and bus. In August, plan for daily highs up to °C, and evening lows to °C. Wrap up your sightseeing on the 16th (Sun) to allow time to drive to San Gimignano.

Things to do in Montalcino

Historic Sites Parks Wineries

Side Trips

San Quirico d'Orcia, Asciano, Val d'Orcia
Find places to stay Aug 14 — 16:
Highlights from your plan
Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona
Podere Il Cocco ©
Podere Il Cocco
Val d'Orcia ©
Val d'Orcia

2
nights
San Gimignano

San Gimignano ©
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 16th (Sun): admire the striking features of Torre Salvucci Maggiore, don't miss a visit to San Gimignano Bell Tower, steep yourself in history at Historic Centre of San Gimignano, thentake in the exciting artwork at La Bottega del Sale di Duccio Nacci photographer, thenget engrossed in the history at Torre e Casa Campatelli, and finally make a trip to Piazza della Cisterna. On the 17th (Mon), you'll have a packed day of sightseeing: steep yourself in history at Torre Grossa, take in the architecture and atmosphere at Duomo di San Gimignano, appreciate the extensive heritage of San Gimignano 1300, learn about winemaking at Tenuta Torciano, thendo a tasting at Podere La Marronaia- Sosta Alle Colonne, and finally contemplate in the serene atmosphere at Church of Sant'Agostino.

To find maps, other places to visit, ratings, and more tourist information, refer to the San Gimignano road trip planner.

Drive from Montalcino to San Gimignano in 1.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. In August in San Gimignano, expect temperatures between °C during the day and °C at night. Wrap up your sightseeing on the 18th (Tue) to allow time to drive to Montepulciano.

Things to do in San Gimignano

Historic Sites Wineries Museums
Find places to stay Aug 16 — 18:
Highlights from your plan
Historic Centre of San Gimignano ©
Historic Centre of San Gimignano
Podere La Marronaia- Sosta Alle Colonne ©
Podere La Marronaia- Sosta Alle Colonne
Duomo di San Gimignano ©
Duomo di San Gimignano

2
nights
Montepulciano

Montepulciano ©
Perched on a limestone ridge in the heart of Tuscany, Montepulciano is known worldwide for its production of red wine, the Vino Noble.
On the 18th (Tue), take in the pleasant sights at Civita di Bagnoregio, thentake in nature's colorful creations at Parco dei Mostri, and then don't miss a visit to Statua Moai. Get ready for a full day of sightseeing on the 19th (Wed): explore the fascinating underground world of Orvieto Underground, admire the landmark architecture of Duomo di Orvieto, thensteep yourself in history at Pozzo di San Patrizio, and finally indulge in some personalized pampering at some of the best spas.

To find photos, traveler tips, and tourist information, you can read our Montepulciano route maker tool.

Traveling by car from San Gimignano to Montepulciano takes 1.5 hours. Alternatively, you can take a bus; or take a train. August in Montepulciano sees daily highs of °C and lows of °C at night. On the 20th (Thu), wrap the sightseeing up by early afternoon so you can drive to Volterra.

Things to do in Montepulciano

Historic Sites Parks Spas

Side Trips

Orvieto, Parco dei Mostri, Spas, Statua Moai, Civita di Bagnoregio
Find places to stay Aug 18 — 20:
Highlights from your plan
Duomo di Orvieto ©
Duomo di Orvieto
Civita di Bagnoregio ©
Civita di Bagnoregio
Pozzo di San Patrizio ©
Pozzo di San Patrizio

4
nights
Volterra

Volterra ©
Volterra is a walled mountaintop town in the Tuscany region of Italy of which its history dates to before the 7th century BC and has substantial structures from the Etruscan, Roman, and Medieval periods.HistoryVolterra, known to the ancient Etruscans as Velathri or Vlathri and to the Romans as Volaterrae, is a town and comune in the Tuscany region of Italy. Change things up with these side-trips from Volterra: Podere Pellicciano - Agrisole (in San Miniato) and Pieve di San Martino (in Palaia). The adventure continues: step into the grandiose world of Palazzo dei Priori, make a trip to Rossi Alabastri Volterra, see the interesting displays at Museo Etrusco Guarnacci, and contemplate in the serene atmosphere at Cathedral of Santa Maria Assunta.

To find maps, reviews, other places to visit, and tourist information, refer to the Volterra road trip tool.

Getting from Montepulciano to Volterra by car takes about 2 hours. Other options: do a combination of train and taxi; or take a bus. August in Volterra sees daily highs of °C and lows of °C at night. Finish up your sightseeing early on the 24th (Mon) so you can go by car to Bolgheri.

Things to do in Volterra

Historic Sites Museums Shopping

Side Trips

Podere Pellicciano - Agrisole, Pieve di San Martino, Teatro Del Silenzio
Find places to stay Aug 20 — 24:
Highlights from your plan
Podere Pellicciano - Agrisole ©
Podere Pellicciano - Agrisole
Palazzo dei Priori ©
Palazzo dei Priori
Roman Theatre ©
Roman Theatre

2
nights
Bolgheri

Bolgheri ©
Bolgheri is known for wineries, nightlife, and historic sites. Your plan includes some of its best attractions: do a tasting at Batzella, look for gifts at Specialita Mucci, get outside with Bagni Sirena, and step into the grandiose world of Cantina Castello di Bolgheri.

For other places to visit, reviews, maps, and other tourist information, go to the Bolgheri trip builder.

You can drive from Volterra to Bolgheri in an hour. Alternatively, you can take a bus; or do a combination of train and bus. In August, daily temperatures in Bolgheri can reach °C, while at night they dip to °C. Wrap up your sightseeing by early afternoon on the 26th (Wed) to allow enough time to drive back home.

Things to do in Bolgheri

Wineries Outdoors Historic Sites

Side Trips

Castagneto Carducci, Specialita Mucci, Bagno Cormorano, Bagni Sirena
Find places to stay Aug 24 — 26:
Highlights from your plan
Batzella ©
Batzella
Fattoria Terre del Marchesato ©
Fattoria Terre del Marchesato
Guado al Melo ©
Guado al Melo

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