21 days in Italy Itinerary

21 days in Italy Itinerary

Created using Inspirock Italy attractions planner

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Route & dates

21 days in Italy Itinerary

Start: Iasi
Fly:  6 h 30 min
1
Rome
— 3 nights
Fly:  3 h 15 min
2
Venice
— 3 nights
Train:  2 h 30 min
3
Milan
— 1 night
Train:  1 h 45 min
4
Florence
— 3 nights
Drive:  2 h 15 min
5
Assisi
— 3 nights
Drive:  4 h 45 min
6
Positano
— 3 nights
Ferry:  1 h 30 min
7
Salerno
— 4 nights
Drive + Fly:  9 h
End: Iasi

3
nights
Rome

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: steep yourself in history at Colosseum, make a trip to Spanish Steps, explore the world behind art at Galleria Borghese, and take a stroll through Trastevere.

For traveler tips, where to stay, maps, and tourist information, use the Rome travel planner.

Iasi, Romania to Rome is an approximately 6.5- hour flight. You can also drive. The time zone changes from Eastern European Time (EET) to Central European Time (CET), which is usually a -1 hour difference. Plan for a bit warmer temperatures traveling from Iasi in February, with highs in Rome at 16°C and lows at 5°C. Cap off your sightseeing on the 1st (Sun) early enough to travel to Venice.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

3
nights
Venice

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.
Step out of Venice to go to Padua and see Scrovegni Chapel, which is approximately 54 minutes away. And it doesn't end there: contemplate the waterfront views at Canal Grande, admire the landmark architecture of Basilica di San Marco, snap pictures at Ponte di Rialto, and explore the world behind art at Peggy Guggenheim Collection.

For other places to visit, reviews, where to stay, and tourist information, you can read our Venice day trip site.

You can fly from Rome to Venice in 3.5 hours. Other options are to take a train; or drive. In March, daily temperatures in Venice can reach 17°C, while at night they dip to 5°C. Cap off your sightseeing on the 4th (Wed) early enough to catch the train to Milan.

Things to do in Venice

Historic Sites Museums Parks

Side Trip

Scrovegni Chapel
Highlights from your plan
Canal Grande ©
Canal Grande
Basilica di San Marco
Basilica di San Marco
Doge's Palace ©
Doge's Palace

1
night
Milan

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.
Kick off your visit on the 5th (Thu): explore the world behind art at Pinacoteca Ambrosiana, listen to music at La Casa Maledetta, then contemplate in the serene atmosphere at Duomo di Milano, and finally admire the landmark architecture of Galleria Vittorio Emanuele II.

To see photos, other places to visit, where to stay, and other tourist information, read our Milan planner.

Take a train from Venice to Milan in 2.5 hours. Alternatively, you can drive; or do a combination of train and flight. In March in Milan, expect temperatures between 16°C during the day and 5°C at night. Finish your sightseeing early on the 5th (Thu) so you can take a train to Florence.

Things to do in Milan

Museums Historic Sites Fun & Games
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
You'll find plenty of places to visit near Florence: Siena (antica siena, Piazza del Campo, &more). There's still lots to do: explore the world behind art at Academy Of Florence Art Gallery, examine the collection at Pitti Palace, appreciate the extensive heritage of Piazza del Duomo, and contemplate the long history of Basilica of Santa Croce.

Quickly create a custom-made itinerary for Florence using our trip planner.

Traveling by train from Milan to Florence takes 2 hours. Alternatively, you can drive; or fly. In March in Florence, expect temperatures between 17°C during the day and 6°C at night. Finish up your sightseeing early on the 8th (Sun) so you can go by car to Assisi.

Things to do in Florence

Historic Sites Museums Shopping

Side Trip

Siena
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo

3
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
You'll find plenty of places to visit near Assisi: Perugia (Galleria Nazionale dell'Umbria & Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti). The adventure continues: take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, do a tasting at Bibenda Assisi, see the interesting displays at Museo della Porziuncola, and contemplate in the serene atmosphere at Oratorio dei Pellegrini.

For where to stay, traveler tips, and tourist information, read our Assisi itinerary planner.

Getting from Florence to Assisi by car takes about 2.5 hours. Other options: take a train. In March, daily temperatures in Assisi can reach 17°C, while at night they dip to 5°C. Finish your sightseeing early on the 11th (Wed) to allow enough time to drive to Positano.

Things to do in Assisi

Historic Sites Museums Wineries

Side Trip

Perugia
Highlights from your plan
Azienda Agraria Saio ©
Azienda Agraria Saio
Museo della Porziuncola ©
Museo della Porziuncola

3
nights
Positano

Positano ©
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.
You'll find plenty of places to visit near Positano: S.Maria Maddalena (in Atrani), Ravello (San Giovanni del Toro, Duomo di Ravello, &more) and Amalfi (Torre dello Ziro & Duomo di Sant'Andrea). There's lots more to do: explore the fascinating underground world of Grotte di Suppraiano, pause for some serene contemplation at Santuario della Madonna del Rosario, take in the spiritual surroundings of Cloister del Paradiso, and take in panoramic vistas at Torre di Grado.

To find more things to do, traveler tips, photos, and tourist information, refer to the Positano road trip app.

Traveling by car from Assisi to Positano takes 5 hours. Alternatively, you can do a combination of train and subway; or take a bus. Traveling from Assisi in March, plan for somewhat warmer nights in Positano, with lows around 11°C. Finish your sightseeing early on the 14th (Sat) to allow enough time to ride a ferry to Salerno.

Things to do in Positano

Historic Sites Parks Shopping

Side Trips

Amalfi, Ravello, Praiano, Collegiate Santa Maria Maddalena, Parrocchia San Giovanni
Highlights from your plan
San Giovanni del Toro ©
San Giovanni del Toro
Grotte di Suppraiano ©
Grotte di Suppraiano
Parocchia di San Luca Evangelista ©
Parocchia di San Luca Evangelista

4
nights
Salerno

Salerno ©
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.
You'll find plenty of places to visit near Salerno: Ravello (Convento Frati Minori Conventuali S.Francesco, Cappella Sant'Angelo all'Ospedale, &more) and Chiesa di San Francesco (in Maiori). There's lots more to do: walk around Villa Comunale, stop by La Bottega di Marilu', make a trip to Chiesa di San Giorgio, and admire the masterpieces at Museo della Ceramica Alfonso Tafuri.

To see traveler tips, other places to visit, photos, and other tourist information, read Salerno online trip itinerary builder.

Traveling by ferry from Positano to Salerno takes 1.5 hours. Alternatively, you can do a combination of taxi and train; or drive. Expect a daytime high around 18°C in March, and nighttime lows around 14°C. On the 18th (Wed), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Salerno

Historic Sites Museums Shopping

Side Trips

Ravello, Chiesa di San Francesco, Arciconfraternita della Santissima Annunziata e del Santissimo Rosario
Highlights from your plan
Chiesa di San Francesco ©
Chiesa di San Francesco
Chiesa San Pietro a Corte ©
Chiesa San Pietro a Corte
Promenade Trieste ©
Promenade Trieste

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