19 days in Tuscany Itinerary

19 days in Tuscany Itinerary

Created using Inspirock Tuscany trip planner

Plan created by another user. Make it yours
Fly
1
Pisa
— 3 nights
Drive
2
Siena
— 5 nights
Drive
3
Pienza
— 3 nights
Drive
4
Florence
— 6 nights
Fly

S M T W T F S
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3
nights
Pisa

Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Change things up with these side-trips from Pisa: Lucca (Piazza Anfiteatro, Le mura di Lucca, &more), Al Gusto Giusto (in Santa Lucia) and Podere La Chiesa (in Terricciola). There's much more to do: enjoy breathtaking views from Leaning Tower of Pisa, squeeze the most out of the city with Italy Shore Drivers, examine the collection at Museo Aviotruppe Esercito Italiano, and make a trip to Piazza dei Miracoli.

To see traveler tips, where to stay, ratings, and tourist information, you can read our Pisa tour site.

Hanoi, Vietnam to Pisa is an approximately 19.5-hour flight. The time zone difference moving from Indochina Time to Central European Standard Time is minus 6 hours. In November, plan for daily highs up to 19°C, and evening lows to 9°C. Finish your sightseeing early on the 1st (Tue) to allow enough time to drive to Siena.

Things to do in Pisa

Wineries · Tours · Historic Sites · Museums

Side Trips

Find places to stay Nov 28 — Dec 1:

5
nights
Siena

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Change things up with these side-trips from Siena: San Gimignano (Guardastelle Vineyard, Museo della Tortura di San Gimignano, &more) and Sant'Agnese Farm (in Castellina In Chianti). There's lots more to do: don't miss a visit to Piazza del Campo, get a sense of history and politics at Palazzo Pubblico and Museo Civico, pause for some serene contemplation at Duomo di Siena, and explore the world behind art at Museo dell'Opera Metropolitana.

To find photos, where to stay, ratings, and tourist information, use the Siena online travel route builder.

You can drive from Pisa to Siena in 2 hours. Alternatively, you can take a train; or take a bus. In December, daily temperatures in Siena can reach 16°C, while at night they dip to 5°C. Wrap up your sightseeing on the 6th (Sun) early enough to drive to Pienza.

Things to do in Siena

Historic Sites · Museums · Wineries · Shopping

Side Trips

Find places to stay Dec 1 — 6:

3
nights
Pienza

Pienza, a town and comune in the province of Siena, in the Val d'Orcia in Tuscany (central Italy), between the towns of Montepulciano and Montalcino, is the "touchstone of Renaissance urbanism."In 1996, UNESCO declared the town a World Heritage Site, and in 2004 the entire valley, the Val d'Orcia, was included on the list of UNESCO's World Cultural Landscapes.HistoryBefore the village was renamed to Pienza its name was Corsignano. Venture out of the city with trips to Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate), Crete Senesi (in Asciano) and Montalcino (Podere Le Ripi, Winery Solaria Patrizia Cencioni, &more). Next up on the itinerary: appreciate the views at Val d'Orcia, make a trip to Fortezza di Montalcino, do a tasting at Az. Agr. Poliziano, and get to know the fascinating history of Borgo Medioevale di Monticchiello.

For maps, reviews, and other tourist information, use the Pienza trip itinerary planning tool.

Traveling by car from Siena to Pienza takes 1.5 hours. In December in Pienza, expect temperatures between 16°C during the day and 5°C at night. Finish your sightseeing early on the 9th (Wed) to allow enough time to drive to Florence.

Things to do in Pienza

Wineries · Historic Sites · Parks · Nature

Side Trips

Find places to stay Dec 6 — 9:

6
nights
Florence

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Change things up with a short trip to Castello del Trebbio in Santa Brigida (about 36 minutes away). Dedicate the 12th (Sat) to wine at some of the top wineries in the area. There's lots more to do: take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, take in panoramic vistas at Campanile di Giotto, take in the architecture and atmosphere at Basilica of Santa Croce, and snap pictures at Ponte Vecchio.

To find other places to visit, ratings, where to stay, and tourist information, read our Florence online tour itinerary planner.

Getting from Pienza to Florence by car takes about 2 hours. In December, daytime highs in Florence are 15°C, while nighttime lows are 4°C. Cap off your sightseeing on the 15th (Tue) early enough to travel back home.

Things to do in Florence

Historic Sites · Wineries · Tours · Museums

Side Trips

Find places to stay Dec 9 — 15:

Tuscany travel guide

4.4
Landmarks · Art Museums · Sacred & Religious Sites
Birthplace of the Italian Renaissance
Known for its landscapes, traditions, and history, Tuscany possesses an unparalleled artistic legacy that continues to influence world culture. Regarded as the birthplace of the Italian Renaissance, the region boasts a lengthy list of attractions, including world-class museums, art galleries, and archeological sites. With a distinct culture and a very strong linguistic identity, this region is sometimes referred to as a nation within a nation. A land of picture-postcard areas, Tuscany contains plenty of places to visit on your holiday, with seven World Heritage Sites, including the historic town centers of Florence and Siena. With more than 120 protected nature preserves, Tuscany is not only a land of culture and historic monuments, but also a great place to discover and enjoy the Italian outdoors. Take it slowly here (as the locals do), and give yourself plenty of time to get to know the local culture and cuisine of Tuscany's medieval towns and ancient villages.