13 days in Tuscany Itinerary

13 days in Tuscany Itinerary

Created using Inspirock Tuscany vacation maker

Plan created by another user. Make it yours
1
Florence
— 3 nights
2
Arezzo
— 4 nights
3
San Gimignano
— 5 nights

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Dedicate the 10th (Thu) to wine at some of the top wineries in the area. Next up on the itinerary: explore the world behind art at Gallerie Degli Uffizi, take in the spiritual surroundings of The Baptistery of St. John, steep yourself in history at Cathedral of Santa Maria del Fiore, and appreciate the extensive heritage of Piazza del Duomo.

To see traveler tips, reviews, maps, and other tourist information, use the Florence driving holiday planner.

Milan to Florence is an approximately 2.5-hour train ride. You can also drive; or fly. Traveling from Milan in October, you will find days in Florence are somewhat warmer (25°C), and nights are about the same (14°C). Finish your sightseeing early on the 11th (Fri) so you can drive to Arezzo.

Things to do in Florence

Historic Sites · Tours · Wineries
Find places to stay Oct 8 — 11:
Highlights from your plan
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore

4
nights
Arezzo

Arezzo ©
Arezzo is a city of art with colorful frescoes and abundance of goldsmiths and antique jewelers.
Get out of town with these interesting Arezzo side-trips: Museo della Porziuncola (in Santa Maria degli Angeli), Assisi (Eremo delle Carceri, Basilica Papale e Sacro Convento di San Francesco d'Assisi, &more) and Rocca Paolina (in Perugia). There's still lots to do: do a tasting at Ciacci Piccolomini d'Aragona, take in the spiritual surroundings of San Francesco, Arezzo, make a trip to Piazza Grande, and take in the architecture and atmosphere at Arezzo Cathedral.

To see maps, other places to visit, ratings, and tourist information, go to the Arezzo day trip planning website.

Getting from Florence to Arezzo by car takes about 1.5 hours. Other options: take a train; or take a bus. Wrap up your sightseeing on the 15th (Tue) to allow time to drive to San Gimignano.

Things to do in Arezzo

Historic Sites · Wineries · Museums

Side Trips

Assisi, Montalcino, Duomo di Orvieto, Rocca Paolina
Find places to stay Oct 11 — 15:
Highlights from your plan
Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona
Tili Vini Societa Agricola ©
Tili Vini Societa Agricola

5
nights
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.
Venture out of the city with trips to Leaning Tower of Pisa (in Pisa) and Siena (Wine Tours & Tastings, Piazza del Campo, &more). And it doesn't end there: do a tasting at Guardastelle Vineyard, view the masterpieces at Oibo Re-Design, steep yourself in history at Historic Centre of San Gimignano, and get a taste of the local shopping with La Bottega del Sale di Duccio Nacci photographer.

To find where to stay, other places to visit, and other tourist information, you can read our San Gimignano trip planner.

Traveling by car from Arezzo to San Gimignano takes 2 hours. Alternatively, you can take a bus; or take a train. In October, plan for daily highs up to 25°C, and evening lows to 14°C. Finish up your sightseeing early on the 20th (Sun) so you can go by car back home.

Things to do in San Gimignano

Wineries · Historic Sites · Tours

Side Trips

Siena, Leaning Tower of Pisa
Find places to stay Oct 15 — 20:
Highlights from your plan
Wine Tours & Tastings
Leaning Tower of Pisa ©
Leaning Tower of Pisa
Duomo di Siena ©
Duomo di Siena

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