15 days in Lombardy, Province of Genoa & Tuscany Itinerary

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Milan — 3 nights

Fashion Capital of World

In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
You'll find plenty of places to visit near Milan: Turin (Museo Nazionale del Cinema & Museo Egizio). There's much more to do: pause for some serene contemplation at Duomo di Milano, explore the different monuments and memorials at Monumental Cemetery, explore the world behind art at Pinacoteca Ambrosiana, and make a trip to Galleria Vittorio Emanuele II.

For where to stay, reviews, ratings, and tourist information, you can read our Milan trip itinerary planning site.

Singapore, Singapore to Milan is an approximately 15-hour flight. Traveling from Singapore to Milan, you'll gain 7 hours due to the time zone difference. Traveling from Singapore in October, expect Milan to be cooler, temps between 21°C and 13°C. Finish up your sightseeing early on the 11th (Tue) so you can go by car to Masone.
Historic Sites · Museums · Tours · Fun & Games
Side Trip
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Masone — 2 nights

Start off your visit on the 12th (Wed): explore the striking landscape of Parco del Beigua. On your second day here, take in the dramatic scenery at Cascata del Serpente, examine the collection at Museo della Carta (Paper Museum), then take in the spiritual surroundings of Santuario della Madonna della Guardia, and finally relax in the rural setting at Fattoria I Piani.

To find traveler tips, maps, photos, and more tourist information, you can read our Masone day trip planning website.

Use the Route module to find suitable travel options from Milan to Masone. Expect a bit warmer evenings in Masone when traveling from Milan in October, with lows around 17°C. Cap off your sightseeing on the 13th (Thu) early enough to go by car to Pisa.
Parks · Nature · Museums · Historic Sites
Side Trips
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Pisa — 1 night

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 14th (Fri), don't miss a visit to Le mura di Lucca, admire the landmark architecture of St Martin Cathedral, steep yourself in history at Camposanto, contemplate in the serene atmosphere at Duomo di Pisa, then don't miss a visit to Piazza dei Miracoli, and finally enjoy breathtaking views from Leaning Tower of Pisa.

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Traveling by car from Masone to Pisa takes 2.5 hours. Traveling from Masone in October, expect little chillier with lows of 14°C in Pisa. Finish your sightseeing early on the 14th (Fri) so you can drive to Siena.
Historic Sites
Side Trip
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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.
Venture out of the city with trips to Castelnuovo dell'Abate (Abbazia di Sant'Antimo & Ciacci Piccolomini d'Aragona). Next up on the itinerary: indulge your taste buds at Food & Drink, take in panoramic vistas at Torre del Mangia, get a sense of history and politics at Palazzo Pubblico and Museo Civico, and contemplate in the serene atmosphere at Battistero di San Giovanni.

To find traveler tips, where to stay, more things to do, and more tourist information, go to the Siena trip planner.

Getting from Pisa to Siena by car takes about 2 hours. Other options: take a train; or take a bus. In October, daily temperatures in Siena can reach 26°C, while at night they dip to 15°C. Cap off your sightseeing on the 17th (Mon) early enough to go by car to Florence.
Wineries · Tours · Historic Sites · Museums
Side Trip
Find places to stay Oct 14 — 17:

Florence — 3 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Florence is known for sightseeing, museums, and historic sites. Your trip includes some of its best attractions: admire the masterpieces at Florence Academy of Fine Arts, contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, admire the striking features of The Baptistery of St. John, and make a trip to Piazzale Michelangelo.

To find photos, ratings, other places to visit, and tourist information, go to the Florence trip planning tool.

Traveling by car from Siena to Florence takes 1.5 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 25°C in October, and nighttime lows around 14°C. Finish up your sightseeing early on the 20th (Thu) so you can catch the flight back home.
Historic Sites · Museums · Shopping
Find places to stay Oct 17 — 20:

Lombardy travel guide

Sacred & Religious Sites · Architectural Buildings · Nightlife
In the northern part of the country and sharing a border with Switzerland, Lombardy is one Italy's largest regions. It stretches from the Alps all the way to the fertile lowlands of the Po Valley. An ideal holiday destination for winter sports enthusiasts, the region is home to some of the continent's most popular resorts. If you get tired of the mountain views, skiing, and winter clothes, explore the attractions of the southern part of the Lombardy, which is famous for its sprawling vineyards and booming wine production. A region of outstanding cuisine, fashion, history, and culture, Lombardy is dotted with lakes that are surrounded by places to visit, including villas, villages, and nature preserves.

Province of Genoa travel guide

Spas · Specialty Museums · Landmarks

Tuscany travel guide

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.