20 days in Italy Itinerary

20 days in Italy Itinerary

Created using Inspirock Europe attractions planner

Make it your trip
Fly
1
Venice
— 4 nights
Drive
2
Milan
— 2 nights
Train
3
Florence
— 1 night
Drive
4
Cinque Terre
— 2 nights
Train
5
Pisa
— 1 night
Drive
6
Siena
— 3 nights
Drive
7
Rome
— 5 nights
Fly

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Venice

— 4 nights

City of Romance

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.
Explore the numerous day-trip ideas around Venice: Padua (Basilica of St. Anthony, Chiesa degli Eremitani - World Heritage Site, &more) and Verona (Casa di Giulietta, Arena di Verona, &more). There's lots more to do: contemplate the waterfront views at Canal Grande, make a trip to Peggy Guggenheim Collection, take in the views from Ponte dei Sospiri, and take in the architecture and atmosphere at Basilica di San Marco.

For where to stay, reviews, more things to do, and tourist information, read our Venice trip itinerary planner.

Seattle, USA to Venice is an approximately 16-hour flight. The time zone difference when traveling from Seattle to Venice is 9 hours. Traveling from Seattle in January, expect slightly colder with lows of 33°F in Venice. Finish up your sightseeing early on the 31st (Mon) so you can go by car to Milan.

Things to do in Venice

Historic Sites · Museums · Parks · Nature

Side Trips

Find places to stay Jan 27 — 31:

Milan

— 2 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.
Start off your visit on the 1st (Tue): admire the landmark architecture of Galleria Vittorio Emanuele II, step into the grandiose world of Castello Sforzesco, then pause for some serene contemplation at Basilica San Lorenzo Maggiore, and finally take in the architecture and atmosphere at Duomo di Milano. Get ready for a full day of sightseeing on the next day: get to know the fascinating history of Piazza del Duomo, then steep yourself in history at Il Cenacolo, and then explore the different monuments and memorials at Monumental Cemetery.

To find more things to do, reviews, photos, and tourist information, use the Milan attractions planning website.

You can drive from Venice to Milan in 3 hours. Other options are to take a train; or take a bus. In January, daily temperatures in Milan can reach 46°F, while at night they dip to 32°F. Finish your sightseeing early on the 2nd (Wed) to allow enough time to take a train to Florence.

Things to do in Milan

Historic Sites · Shopping
Find places to stay Jan 31 — Feb 2:

Florence

— 1 night

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Start off your visit on the 3rd (Thu): make a trip to Piazza della Signoria, take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, enjoy breathtaking views from Campanile di Giotto, make a trip to Piazzale Michelangelo, then snap pictures at Ponte Vecchio, and finally explore the world behind art at Florence Academy of Fine Arts.

For photos, ratings, other places to visit, and other tourist information, you can read our Florence trip itinerary planning website.

You can take a train from Milan to Florence in 2.5 hours. Other options are to drive; or take a bus. Traveling from Milan in February, expect nights in Florence to be about the same, around 40°F, while days are somewhat warmer, around 54°F. Wrap up your sightseeing on the 3rd (Thu) to allow time to drive to Cinque Terre.

Things to do in Florence

Historic Sites · Museums
Find places to stay Feb 2 — 3:

Cinque Terre

— 2 nights

Italian Riviera

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Start off your visit on the 4th (Fri): indulge in some personalized pampering at Vernazza Massage and Reflexology, get into the urban bustle at Vernazza, and then hike along Footpath Monterosso - Vernazza. Get ready for a full day of sightseeing on the 5th (Sat): make a trip to Palazzata a Mare, walk around Parco Naturale Regionale di Porto Venere, and then explore and take pictures at Ponte Thaon di Revel.

To see where to stay, photos, more things to do, and tourist information, use the Cinque Terre trip itinerary site.

Traveling by car from Florence to Cinque Terre takes 2.5 hours. Alternatively, you can take a train. In February, daily temperatures in Cinque Terre can reach 55°F, while at night they dip to 41°F. Finish up your sightseeing early on the 5th (Sat) so you can catch the train to Pisa.

Things to do in Cinque Terre

Parks · Outdoors · Spas · Shopping

Side Trips

Find places to stay Feb 3 — 5:

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.
Kick off your visit on the 6th (Sun): steep yourself in history at Le mura di Lucca, then admire the striking features of St Martin Cathedral, then don't miss a visit to Piazza dei Miracoli, and finally don't miss a visit to Leaning Tower of Pisa.

For more things to do, other places to visit, and tourist information, read our Pisa trip planner.

Traveling by train from Cinque Terre to Pisa takes 2 hours. Alternatively, you can drive. In February, daily temperatures in Pisa can reach 55°F, while at night they dip to 41°F. Wrap up your sightseeing on the 6th (Sun) early enough to drive to Siena.

Things to do in Pisa

Historic Sites

Side Trip

Find places to stay Feb 5 — 6:

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.
Explore the numerous day-trip ideas around Siena: San Gimignano (Torre Grossa & Historic Centre of San Gimignano), Spas (in Rapolano Terme) and Abbazia di San Galgano (in Chiusdino). There's still lots to do: make a trip to Piazza del Campo, pause for some serene contemplation at Basilica Cateriniana San Domenico, admire the masterpieces at Museo dell'Opera Metropolitana, and steep yourself in history at Centro Storico di Siena.

To find ratings, reviews, where to stay, and tourist information, go to the Siena online route maker.

Traveling by car from Pisa to Siena takes 2 hours. Alternatively, you can take a train; or take a bus. February in Siena sees daily highs of 57°F and lows of 40°F at night. Finish your sightseeing early on the 9th (Wed) to allow enough time to drive to Rome.

Things to do in Siena

Historic Sites · Spas · Museums

Side Trips

Find places to stay Feb 6 — 9:

Rome

— 5 nights

Eternal City

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 trip includes some of its best attractions: pause for some serene contemplation at St. Peter's Basilica, contemplate the long history of Colosseum, explore the ancient world of Pantheon, and browse the exhibits of Vatican Museums.

To find other places to visit, reviews, and more tourist information, read Rome travel planning website.

Getting from Siena to Rome by car takes about 2.5 hours. Other options: take a bus; or take a train. In February, plan for daily highs up to 57°F, and evening lows to 41°F. Finish your sightseeing early on the 14th (Mon) so you can fly back home.

Things to do in Rome

Historic Sites · Museums · Neighborhoods

Side Trip

Find places to stay Feb 9 — 14:

Italy travel guide

4.6
Landmarks · Ruins · Beaches
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.

Tuscany travel guide

4.4
Landmarks · Art Museums · Historic Walking Areas
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.