21 days in Italy Itinerary

Created using Inspirock Italy itinerary planner
Make it your trip
Drive
1
Rome
— 3 nights
Fly
2
Venice
— 3 nights
Drive
3
Milan
— 1 night
Train
4
Florence
— 3 nights
Drive
5
Assisi
— 3 nights
Drive
6
Positano
— 3 nights
Drive
7
Salerno
— 4 nights
Drive

S M T W T F S
22
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24
25
26
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28
29
30
31
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11

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.
Rome is known for historic sites, sightseeing, and nightlife. Your trip includes some of its best attractions: steep yourself in history at St. Peter's Basilica, explore the world behind art at Galleria Borghese, contemplate in the serene atmosphere at Vatican Museums, and delve into the distant past at Palatine Hill.

To find reviews, traveler tips, and other tourist information, refer to the Rome trip planner.

Iasi, Romania to Rome is an approximately 23.5-hour car ride. You'll gain 1 hour traveling from Iasi to Rome due to the time zone difference. Traveling from Iasi in January, you will find days in Rome are much hotter (15°C), and nights are a bit warmer (4°C). Finish your sightseeing early on the 25th (Wed) so you can fly to Venice.
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Historic Sites · Museums · Neighborhoods
Side Trip
Find places to stay Jan 22 — 25:

Venice — 3 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.
Change things up with a short trip to Scrovegni Chapel in Padua (about 54 minutes away). And it doesn't end there: explore the activities along Canal Grande, snap pictures at Ponte dei Sospiri, explore the world behind art at Gallerie dell'Accademia, and don't miss a visit to Peggy Guggenheim Collection.

To find ratings, maps, more things to do, and other tourist information, read Venice online road trip planner.

Getting from Rome to Venice by flight takes about 3 hours. Other options: take a train; or drive. Expect little chillier temperatures when traveling from Rome in January; daily highs in Venice reach 9°C and lows reach 0°C. Wrap up your sightseeing on the 28th (Sat) to allow time to drive to Milan.
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Historic Sites · Museums · Parks · Nature
Side Trip
Find places to stay Jan 25 — 28:

Milan — 1 night

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 29th (Sun): explore the world behind art at Pinacoteca Ambrosiana, then test your team's savvy at La Casa Maledetta, then take in the spiritual surroundings of Duomo di Milano, and finally admire the landmark architecture of Galleria Vittorio Emanuele II.

To find traveler tips, where to stay, more things to do, and more tourist information, refer to the Milan sightseeing planner.

Traveling by car from Venice to Milan takes 3 hours. Alternatively, you can take a train; or take a bus. In January in Milan, expect temperatures between 9°C during the day and 0°C at night. Wrap up your sightseeing on the 29th (Sun) early enough to take a train to Florence.
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Museums · Historic Sites · Fun & Games · Shopping
Find places to stay Jan 28 — 29:

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.
Explore Florence's surroundings by going to Siena (Antica Siena, Piazza del Campo, &more). There's still lots to do: admire the masterpieces at Florence Academy of Fine Arts, contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, make a trip to Piazzale Michelangelo, and see the interesting displays at Pitti Palace.

To find where to stay, maps, and tourist information, go to the Florence driving holiday planner.

Getting from Milan to Florence by train takes about 2.5 hours. Other options: drive; or take a bus. Plan for a bit warmer temperatures traveling from Milan in January, with highs in Florence at 13°C and lows at 3°C. Finish your sightseeing early on the 1st (Wed) so you can drive to Assisi.
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Historic Sites · Museums · Shopping
Side Trip
Find places to stay Jan 29 — Feb 1:

Assisi — 3 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Change things up with these side-trips from Assisi: Perugia (Galleria Nazionale dell'Umbria & Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti). There's lots more to do: take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, step into the grandiose world of Rocca Maggiore, explore the engaging exhibits at Discovery Station Assisi, and steep yourself in history at Oratorio dei Pellegrini.

Find out how to plan Assisi trip without stress by asking Inspirock to help create an itinerary.

Traveling by car from Florence to Assisi takes 2.5 hours. Alternatively, you can take a train. In February, daytime highs in Assisi are 13°C, while nighttime lows are 4°C. Finish your sightseeing early on the 4th (Sat) to allow enough time to drive to Positano.
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Historic Sites · Museums · Childrens Museums · Wineries
Side Trip
Find places to stay Feb 1 — 4:

Positano — 3 nights

Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
Get out of town with these interesting Positano side-trips: Ravello (San Giovanni del Toro, Duomo di Ravello, &more), Collegiate Santa Maria Maddalena (in Atrani) and Amalfi (Torre dello Ziro, Sanctuary of Our Lady of Sorrow (Sancturio Maria Santissima Addolorata), &more). The adventure continues: make a trip to Parocchia di San Luca Evangelista, stop by Don Catello, contemplate in the serene atmosphere at Parrocchia San Giovanni, and Head underground at Grotte di Suppraiano.

To find traveler tips, where to stay, reviews, and more tourist information, go to the Positano trip itinerary builder.

You can drive from Assisi to Positano in 5 hours. Other options are to do a combination of train and bus; or take a bus. Plan for a bit warmer nights when traveling from Assisi in February since evenings lows in Positano dip to 11°C. Finish your sightseeing early on the 7th (Tue) to allow enough time to drive to Salerno.
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Historic Sites · Parks · Shopping · Nature
Side Trips
Find places to stay Feb 4 — 7:

Salerno — 4 nights

Unspoilt Gem of the Amalfi Coast

While often overshadowed by the Amalfi Coast's array of quaint villages, Salerno has become one of the region's main areas for culture and entertainment, while remaining relatively unmarked by tourism.
Explore the numerous day-trip ideas around Salerno: Ravello (Convento Frati Minori Conventuali S.Francesco, Cappella Sant'Angelo all'Ospedale, &more) and Chiesa di San Francesco (in Maiori). Next up on the itinerary: admire the natural beauty at Villa Comunale, take in the architecture and atmosphere at Duomo di Salerno, don't miss a visit to Chiesa San Pietro a Corte, and contemplate in the serene atmosphere at Arciconfraternita della Santissima Annunziata e del Santissimo Rosario.

To see photos, ratings, reviews, and tourist information, refer to the Salerno driving holiday planner.

Getting from Positano to Salerno by car takes about 1.5 hours. Other options: do a combination of taxi and train; or do a combination of ferry and bus. In February, daytime highs in Salerno are 17°C, while nighttime lows are 11°C. Wrap up your sightseeing by early afternoon on the 11th (Sat) to allow time for the car ride back home.
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Historic Sites · Museums · Shopping · Parks
Side Trips
Find places to stay Feb 7 — 11:

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.
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