15 days in Tuscany Itinerary

15 days in Tuscany Itinerary

Created using Inspirock Tuscany trip builder

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

S M T W T F S
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18

4
nights
Florence

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Dedicate the 6th (Mon) to wine at some of the top wineries in the area. There's much more to do: explore the world behind art at Florence Academy of Fine Arts, appreciate the extensive heritage of Piazza del Duomo, take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, and admire the natural beauty at The Boboli Gardens.

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

Pelotas, Brazil to Florence is an approximately 28-hour flight. Due to the time zone difference, you'll lose 4 hours traveling from Pelotas to Florence. While traveling from Pelotas, expect a bit warmer days and about the same nights in Florence, ranging from highs of 30°C to lows of 17°C. Finish up your sightseeing early on the 6th (Mon) so you can go by car to Cortona.

Things to do in Florence

Tours · Historic Sites · Wineries · Museums
Find places to stay Sep 2 — 6:

1
night
Cortona

City of Art

The hilltop town of Cortona gained international attention as the subject of the 2003 film "Under the Tuscan Sun." With the Chiana Valley and Lake Trasimeno as its backdrop, Cortona is one of Tuscany's hotspots for art and culture.
Kick off your visit on the 7th (Tue): learn about winemaking at Azienda Agricola Leuta, don't miss a visit to Palazzone di Cortona, don't miss a visit to Eremo Le Celle, then learn about winemaking at Buccelletti - Cantina, then make a trip to Piazza Signorelli, and finally take an in-depth tour of MAEC - Museo dell'Accademia Etrusca.

For where to stay, other places to visit, more things to do, and more tourist information, read our Cortona trip planner.

Traveling by car from Florence to Cortona takes 2 hours. Alternatively, you can take a train. Cap off your sightseeing on the 7th (Tue) early enough to go by car to Siena.

Things to do in Cortona

Wineries · Historic Sites · Museums

Side Trip

Find places to stay Sep 6 — 7:

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.
Explore Siena's surroundings by going to San Gimignano (Guardastelle Vineyard, Duomo di San Gimignano, &more), A Solatio Organic Farm (in Certaldo) and La Grotta del Cristallo (in Colle di Val d'Elsa). The adventure continues: indulge your senses at some of the top wineries in the area, explore the world behind art at Museo dell'Opera Metropolitana, make a trip to Piazza del Campo, and contemplate in the serene atmosphere at San Francesco.

To find other places to visit, maps, reviews, and tourist information, read our Siena itinerary app.

Traveling by car from Cortona to Siena takes 1.5 hours. Alternatively, you can take a train; or do a combination of train and bus. Expect a daytime high around 32°C in September, and nighttime lows around 19°C. Finish up your sightseeing early on the 12th (Sun) so you can go by car to Pisa.

Things to do in Siena

Wineries · Historic Sites · Museums · Tours

Side Trips

Find places to stay Sep 7 — 12:

2
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.
On the 13th (Mon), enjoy breathtaking views from Leaning Tower of Pisa, make a trip to Piazza dei Miracoli, then admire the striking features of St Martin Cathedral, and finally steep yourself in history at Le mura di Lucca. On the next day, examine the collection at Museo Aviotruppe Esercito Italiano, then take in the architecture and atmosphere at Duomo di Pisa, and then catch all the local highlights with Italy Shore Drivers.

For maps, other places to visit, more things to do, and tourist information, you can read our Pisa day trip site.

Traveling by car from Siena to Pisa takes 2 hours. Alternatively, you can take a train; or take a bus. In September, plan for daily highs up to 30°C, and evening lows to 17°C. Finish your sightseeing early on the 14th (Tue) to allow enough time to travel back home.

Things to do in Pisa

Wineries · Tours · Historic Sites · Museums

Side Trips

Find places to stay Sep 12 — 14:

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.