14 days in Northwest Italy & San Jose Itinerary

14 days in Northwest Italy & San Jose Itinerary

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14 days in Northwest Italy & San Jose Itinerary

Start: San Francisco, United States
Fly:  16​h
1
Milan, Italy
— 1 day
train:  1​h 45​min
2
Florence, Italy
— 3 nights
Drive:  2​h 15​min
3
Assisi, Italy
— 1 night
Drive:  2​h 15​min
4
Rome, Italy
— 3 nights
Fly:  3​h 15​min
5
Venice, Italy
— 3 nights
+2
Fly + subway + train:  16​h 30​min
6
San Jose, United States
— 2 nights
Drive:  1​h
End: San Francisco, United States

1
day
Milan, Italy

Milan ©
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.
On the 19th (Sat), admire the striking features of Galleria Vittorio Emanuele II and then contemplate in the serene atmosphere at Duomo di Milano.

For reviews, more things to do, and more tourist information, go to the Milan trip itinerary maker tool .

San Francisco, USA to Milan is an approximately 16-hour flight. You can also do a combination of flight and train; or do a combination of train and flight. Due to the time zone difference, you'll lose 9 hours traveling from San Francisco to Milan. While traveling from San Francisco, expect little chillier days and about the same nights in Milan, ranging from highs of 65°F to lows of 52°F. Wrap up your sightseeing on the 19th (Sat) to allow time to take a train to Florence.

Things to do in Milan

Historic Sites Shopping
Find places to stay Oct 19 — 20:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II

3
nights
Florence, Italy

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Go for a jaunt from Florence to Pisa to see Leaning Tower of Pisa about 1h 10 min away. And it doesn't end there: admire the masterpieces at Gallerie Degli Uffizi, see the interesting displays at Pitti Palace, snap pictures at Ponte Vecchio, and get engrossed in the history at Basilica di Santa Croce.

To find maps, other places to visit, photos, and tourist information, use the Florence trip itinerary site .

Getting from Milan to Florence by train takes about 2 hours. Other options: drive; or fly. Traveling from Milan in October, expect nights in Florence to be about the same, around 54°F, while days are somewhat warmer, around 71°F. Finish your sightseeing early on the 22nd (Tue) to allow enough time to drive to Assisi.

Things to do in Florence

Museums Historic Sites

Side Trip

Leaning Tower of Pisa
Find places to stay Oct 19 — 22:
Highlights from your plan
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo

1
night
Assisi, Italy

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Kick off your visit on the 23rd (Wed): do a tasting at Tili Vini Societa Agricola, learn about winemaking at Bibenda Assisi, take in the spiritual surroundings of Eremo delle Carceri, then walk around Mount Subasio, then get to know the fascinating history of Piazza Superiore di San Francesco, and finally take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi.

To find where to stay, photos, traveler tips, and more tourist information, you can read our Assisi trip itinerary tool .

Drive from Florence to Assisi in 2.5 hours. Alternatively, you can take a train. In October, plan for daily highs up to 70°F, and evening lows to 51°F. Wrap up your sightseeing on the 23rd (Wed) early enough to drive to Rome.

Things to do in Assisi

Wineries Historic Sites Parks
Find places to stay Oct 22 — 23:
Highlights from your plan
Tili Vini Societa Agricola ©
Tili Vini Societa Agricola
Eremo delle Carceri ©
Eremo delle Carceri

3
nights
Rome, Italy

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Rome is known for historic sites, nightlife, museums, classes, and shopping. Your plan includes some of its best attractions: delve into the distant past at Colosseum, admire the local landmark of Trevi Fountain, steep yourself in history at Palatine Hill, and make a trip to St. Peter's Basilica.

For where to stay, maps, reviews, and other tourist information, refer to the Rome trip itinerary builder tool .

You can drive from Assisi to Rome in 2.5 hours. Alternatively, you can take a train; or take a bus. In October, daily temperatures in Rome can reach 73°F, while at night they dip to 55°F. Finish your sightseeing early on the 26th (Sat) to allow enough time to travel to Venice.

Things to do in Rome

Historic Sites Museums

Side Trip

Vatican City
Find places to stay Oct 23 — 26:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

3
nights
Venice, Italy

Venice ©
Virtually unchanged for the last six centuries, Venice is actually a group of islands made famous by a series of canals, bridges, monuments, piazzas, and narrow pedestrian lanes.
Venice is known for historic sites, museums, nature, nightlife, and shopping. Your plan includes some of its best attractions: contemplate the waterfront views at Canal Grande, don't miss a visit to Piazza San Marco, snap pictures at Ponte di Rialto, and admire the masterpieces at Gallerie dell'Accademia.

Plan a Venice trip in moments using our itinerary builder.

Fly from Rome to Venice in 3.5 hours. Alternatively, you can take a train; or drive. Traveling from Rome in October, you will find days in Venice are slightly colder (66°F), and nights are about the same (51°F). Finish your sightseeing early on the 29th (Tue) so you can travel to San Jose.

Things to do in Venice

Historic Sites Museums Parks
Find places to stay Oct 26 — 29:
Highlights from your plan
Canal Grande ©
Canal Grande
Basilica di San Marco
Basilica di San Marco
Doge's Palace ©
Doge's Palace

2
nights
San Jose, United States

San Jose ©
The metropolitan center of Silicon Valley, San Jose considers itself a global city.
Kick off your visit on the 30th (Wed): walk around Martial Cottle Park, stroll around Guadalupe Oak Grove Park, and then walk around Santa Teresa County Park. On the 31st (Thu), you'll have a packed day of sightseeing: learn about winemaking at J. Lohr Vineyards & Wines, make a trip to Sikh Gurdwara, then stroll around Emma Prusch Farm Park, and finally take in the architecture and atmosphere at Trinity Episcopal Cathedral.

To find maps, other places to visit, traveler tips, and tourist information, read San Jose trip planner .

Fly from Venice to San Jose in 16.5 hours. Alternatively, you can do a combination of train and flight. Due to the time zone difference, you'll gain 9 hours traveling from Venice to San Jose. When traveling from Venice in October, plan for somewhat warmer days and about the same nights in San Jose: temperatures range from 77°F by day to 54°F at night. Finish up your sightseeing early on the 31st (Thu) so you can go by car back home.

Things to do in San Jose

Parks Wineries Nature
Find places to stay Oct 29 — 31:
Highlights from your plan
Martial Cottle Park ©
Martial Cottle Park
Guadalupe Oak Grove Park ©
Guadalupe Oak Grove Park
Sikh Gurdwara ©
Sikh Gurdwara

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