41 days in Northwest Italy Itinerary

41 days in Northwest Italy Itinerary

Created using Inspirock Italy holiday planner

Make it your trip
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Florence
— 29 nights
Drive
2
Pisa
— 2 nights
Drive
3
Montalcino
— 3 nights
Drive
4
Siena
— 3 nights
Drive
5
Rome
— 3 nights
Train

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Florence

— 29 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
You've added M.G. Design, Tuscany Vespa Tours, Fat Tire Tours - Florence, and other attractions to your itinerary. Get a sense of the local culture at Cathedral of Santa Maria del Fiore and Florence Academy of Fine Arts. Let the collections at Museo Ferrari and Anghiari capture your imagination. Explore Florence's surroundings by going to Greve in Chianti (Castello di Verrazzano & Montefioralle Winery), Siena (Torre del Mangia, Centro Storico di Siena, &more) and Porto Venere (Portovenere & San Pietro Church). There's lots more to do: enjoy the sand and surf at Dog Beach San Vincenzo, pause for some serene contemplation at Duomo di Pisa, contemplate in the serene atmosphere at Eremo di Montesiepi, and see the interesting displays at Piaggio Museum.

To find reviews, more things to do, and other tourist information, read Florence trip itinerary builder tool.

If you are flying in from United States, the closest major aiports are Peretola Airport, Pisa International Airport and Bologna Guglielmo Marconi Airport. In September, daily temperatures in Florence can reach 78°F, while at night they dip to 59°F. Finish your sightseeing early on the 30th (Mon) to allow enough time to drive to Pisa.

Things to do in Florence

Historic Sites · Museums · Wineries · Tours

Side Trips

Find places to stay Sep 1 — 30:

Pisa

— 2 nights
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 1st (Tue), get a new perspective on nature at Museo Nazionale della Certosa Monumentale di Calci, examine the collection at Museo Aviotruppe Esercito Italiano, and then examine the collection at Madonna del Ghisallo. Get ready for a full day of sightseeing on the 2nd (Wed): make a trip to Basilica romanica di San Piero a Grado, admire the masterpieces at Museo Nazionale di Palazzo Reale, then examine the collection at National Museum of Saint Mathew, and finally take in the architecture and atmosphere at Chiesa di Santa Caterina d'Alessandria.

To find out how to plan a trip to Pisa, use our trip itinerary maker.

Drive from Florence to Pisa in 1.5 hours. Alternatively, you can take a bus; or take a train. In September, daily temperatures in Pisa can reach 78°F, while at night they dip to 59°F. Finish your sightseeing early on the 2nd (Wed) to allow enough time to drive to Montalcino.

Things to do in Pisa

Museums · Historic Sites

Side Trips

Find places to stay Sep 30 — Oct 2:

Montalcino

— 3 nights

City of Honey

In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
Kick off your visit on the 3rd (Thu): learn about winemaking at Winery Solaria Patrizia Cencioni, then learn about winemaking at Poggio Rubino, then get a taste of local nightlife at Castello Banfi - Enoteca, and finally learn about winemaking at Cantina Fattoria della Talosa. Here are some ideas for day two: learn about winemaking at Podere Le Ripi, then learn about winemaking at Casanova di Neri, then learn about winemaking at Enoteca di Piazza Wine Room, and finally take in the architecture and atmosphere at Parrocchia Di S. Egidio Abate.

To see traveler tips, maps, and more tourist information, read Montalcino trip itinerary planner.

Getting from Pisa to Montalcino by car takes about 2.5 hours. Other options: do a combination of train and bus; or take a bus. In October, plan for daily highs up to 73°F, and evening lows to 56°F. Wrap up your sightseeing by early afternoon on the 5th (Sat) to allow enough time to drive to Siena.

Things to do in Montalcino

Wineries · Nightlife · Historic Sites

Side Trip

Find places to stay Oct 2 — 5:

Siena

— 3 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Appreciate the collections at Museo della Tortura and Museo dell'Opera Metropolitana. Battistero di San Giovanni and Torre e Casa Campatelli are good opportunities to explore the local culture. There's still lots to do: examine the collection at Archivio di Stato, contemplate the long history of Loggia della Mercanzia, take in the spiritual surroundings of Sinagoga di Siena, and appreciate the extensive heritage of Piazza Salimbeni.

To find where to stay, maps, ratings, and other tourist information, you can read our Siena driving holiday planning website.

Getting from Montalcino to Siena by car takes about an hour. Other options: take a bus; or do a combination of bus and train. In October, plan for daily highs up to 73°F, and evening lows to 56°F. Cap off your sightseeing on the 8th (Tue) early enough to go by car to Rome.

Things to do in Siena

Historic Sites · Museums · Shopping

Side Trip

Find places to stay Oct 5 — 8:

Rome

— 3 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Your day by day itinerary now includes Nuovi Quaderni di Capestrano, Officine Creative Roma, Anglo American Book, and other attractions you added. On the 9th (Wed), look for gifts at Officine Creative Roma, make a trip to Piazza Navona, stop by Nuovi Quaderni di Capestrano, then browse the eclectic array of goods at Porta Portese, then take a stroll through Trastevere, and finally get a taste of local nightlife at Food Tours of Rome. Get ready for a full day of sightseeing on the next day: delve into the distant past at Pantheon, contemplate in the serene atmosphere at Abbey of St. Paul Outside the Walls, admire the striking features of Palazzo Doria Pamphilj, then see the interesting displays at Al Sogno, and finally look for gifts at Anglo American Book.

For more things to do, ratings, traveler tips, and other tourist information, use the Rome driving holiday planning website.

Drive from Siena to Rome in 2.5 hours. Alternatively, you can take a bus; or take a train. October in Rome sees daily highs of 73°F and lows of 55°F at night. Wrap up your sightseeing by early afternoon on the 11th (Fri) to allow time for the train ride back home.

Things to do in Rome

Tours · Historic Sites · Classes · Nightlife

Side Trip

Find places to stay Oct 8 — 11: