14 days in Northwest Italy & San Jose Itinerary

14 days in Northwest Italy & San Jose Itinerary

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Plan created by another user. Make it yours

Route & dates

1
Milan, Italy
— 1 day
2
Florence, Italy
— 3 nights
3
Assisi, Italy
— 1 night
4
Rome, Italy
— 3 nights
5
Venice, Italy
— 3 nights
6
San Jose, United States
— 2 nights

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.
Start off your visit on the 19th (Sat): admire the landmark architecture of Galleria Vittorio Emanuele II and then take in the spiritual surroundings of Duomo di Milano.

To see where to stay, maps, and tourist information, read our Milan journey planner.

San Francisco, USA to Milan is an approximately 16.5-hour flight. The time zone difference when traveling from San Francisco to Milan is 9 hours. Traveling from San Francisco in October, you will find days in Milan are slightly colder (°F), and nights are about the same (°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 15 min away. Next up on the itinerary: admire the masterpieces at Gallerie Degli Uffizi, take in the views from Ponte Vecchio, contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, and enjoy breathtaking views from Campanile di Giotto.

To find more things to do, other places to visit, traveler tips, and tourist information, go to the Florence trip itinerary builder app.

Take a train from Milan to Florence in 2.5 hours. Alternatively, you can drive; or fly. Traveling from Milan in October, expect nights in Florence to be about the same, around °F, while days are somewhat warmer, around °F. Cap off your sightseeing on the 22nd (Tue) early enough to go by car to Assisi.

Things to do in Florence

Historic Sites Museums

Side Trip

Leaning Tower of Pisa
Find places to stay Oct 19 — 22:
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts

1
night
Assisi, Italy

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
On the 23rd (Wed), learn about winemaking at Tili Vini Societa Agricola, get a taste of local nightlife at BIBENDA ASSISI WINE BAR-WINE VINO, CHOCOLATE, OLIVE OIL,TRUFFLE TASTING, don't miss a visit to Eremo delle Carceri, thenstroll around Mount Subasio, thenappreciate the extensive heritage 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 traveler tips, maps, reviews, and other tourist information, refer to the Assisi travel route planner.

Getting from Florence to Assisi by car takes about 2.5 hours. Other options: take a train. In October, daytime highs in Assisi are °F, while nighttime lows are °F. Wrap up your sightseeing on the 23rd (Wed) to allow time to drive to Rome.

Things to do in Assisi

Historic Sites Nightlife Wineries
Find places to stay Oct 22 — 23:
Highlights from your plan

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, and museums. Your plan includes some of its best attractions: delve into the distant past at Colosseum, pause for some serene contemplation at St. Peter's Basilica, steep yourself in history at Palatine Hill, and admire the landmark architecture of Pantheon.

To see traveler tips, maps, where to stay, and more tourist information, you can read our Rome online tour itinerary planner.

You can drive from Assisi to Rome in 2.5 hours. Other options are to take a train; or take a bus. In October, plan for daily highs up to °F, and evening lows to °F. Finish your sightseeing early on the 26th (Sat) so you can 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
St. Peter's Basilica ©
St. Peter's Basilica
Pantheon ©
Pantheon

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, and nature. Your plan includes some of its best attractions: contemplate the waterfront views at Canal Grande, admire the masterpieces at Peggy Guggenheim Collection, snap pictures at Ponte dei Sospiri, and take in panoramic vistas at St Mark's Campanile.

To find reviews, other places to visit, and tourist information, read our Venice trip planner.

You can fly from Rome to Venice in 3.5 hours. Other options are to take a train; or drive. When traveling from Rome in October, plan for little chillier days and about the same nights in Venice: temperatures range from °F by day to °F at night. Wrap up your sightseeing on the 29th (Tue) early enough to 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
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

2
nights
San Jose, United States

San Jose ©
The metropolitan center of Silicon Valley, San Jose considers itself a global city.
On the 30th (Wed), walk around Martial Cottle Park, thenwalk around Guadalupe Oak Grove Park, and then stroll 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, thenmake a trip to Sikh Gurdwara, thenstroll around Emma Prusch Farm Park, and finally pause for some serene contemplation at Trinity Episcopal Cathedral.

To see where to stay, more things to do, and more tourist information, refer to the San Jose trip itinerary builder website.

Traveling by flight from Venice to San Jose takes 18 hours. The time zone difference moving from Central European Standard Time to Pacific Standard Time is minus 9 hours. While traveling from Venice, expect a bit warmer days and about the same nights in San Jose, ranging from highs of °F to lows of °F. 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
Sikh Gurdwara ©
Sikh Gurdwara
Guadalupe Oak Grove Park ©
Guadalupe Oak Grove Park

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