21 days in Italy Itinerary

21 days in Italy Itinerary

Created using Inspirock Italy trip itinerary planner

This plan was created by another user. Make it your plan

Route & dates

21 days in Italy Itinerary

Start: Santiago
Fly:  19 h 30 min
1
Milan
— 1 day
Train:  2 h 30 min
2
Venice
— 4 nights
Train:  2 h 15 min
3
Florence
— 3 nights
Drive:  2 h 15 min
4
Assisi
— 3 nights
Drive:  4 h 30 min
5
Ravello
— 4 nights
Subway + Train:  2 h 45 min
6
Rome
— 5 nights
Fly:  17 h 30 min
End: Santiago

1
day
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 30th (Sun): don't miss a visit to Galleria Vittorio Emanuele II, take in the spiritual surroundings of Duomo di Milano, and then admire the masterpieces at Pinacoteca Ambrosiana.

To find reviews, traveler tips, where to stay, and tourist information, you can read our Milan tour itinerary builder website .

Santiago, Chile to Milan is an approximately 19.5-hour flight. You can also do a combination of flight and train; or do a combination of bus and flight. Due to the time zone difference, you'll lose 5 hours traveling from Santiago to Milan. Expect a daytime high around 33°C in June, and nighttime lows around 20°C. Finish your sightseeing early on the 30th (Sun) so you can take a train to Venice.

Things to do in Milan

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

4
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.
Your cultural itinerary includes sights like Basilica di San Marco and St. Mark's Square. Your inner history buff will appreciate Doge's Palace and Ponte dei Sospiri. And it doesn't end there: contemplate the waterfront views at Canal Grande, take in panoramic vistas at St Mark's Campanile, examine the collection at Museo Ebraico di Venezia, and admire the masterpieces at Museo Correr.

To find more things to do, maps, ratings, and other tourist information, read Venice day trip planning tool .

You can take a train from Milan to Venice in 2.5 hours. Other options are to drive; or take a bus. In June, daily temperatures in Venice can reach 32°C, while at night they dip to 20°C. Finish up your sightseeing early on the 4th (Thu) so you can catch the train to Florence.

Things to do in Venice

Historic Sites Museums Neighborhoods
Highlights from your plan
Peggy Guggenheim Collection ©
Peggy Guggenheim Collection
Doge's Palace ©
Doge's Palace
Piazza San Marco ©
Piazza San Marco

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Satisfy your inner culture vulture at Pitti Palace and Piazzale Michelangelo. Appreciate the collections at Galleria dell'Accademia and Basilica di Santa Croce. There's lots more to do: steep yourself in history at Cathedral of Santa Maria del Fiore, appreciate the extensive heritage of Piazza del Duomo, stop by Janniderma, and enjoy breathtaking views from Campanile di Giotto.

For ratings, where to stay, traveler tips, and other tourist information, read Florence trip planner .

Take a train from Venice to Florence in 2.5 hours. Alternatively, you can drive; or take a bus. In July, daily temperatures in Florence can reach 35°C, while at night they dip to 21°C. Wrap up your sightseeing on the 7th (Sun) early enough to drive to Assisi.

Things to do in Florence

Historic Sites Museums Shopping
Highlights from your plan
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore

3
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Satisfy your inner culture vulture at Basilica inferiore di San Francesco d'Assisi and Rocca Maggiore. For shopping fun, head to Art Leather or la Bottega di Malastrana. And it doesn't end there: contemplate the long history of Eremo delle Carceri, pause for some serene contemplation at Cattedrale di San Rufino, contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli, and look for gifts at Il Tapiro.

For other places to visit, photos, maps, and more tourist information, go to the Assisi online route planner .

Getting from Florence to Assisi by car takes about 2.5 hours. Other options: take a train; or take a bus. July in Assisi sees daily highs of 37°C and lows of 20°C at night. Cap off your sightseeing on the 10th (Wed) early enough to go by car to Ravello.

Things to do in Assisi

Historic Sites Shopping
Highlights from your plan
Eremo delle Carceri ©
Eremo delle Carceri
Rocca Maggiore ©
Rocca Maggiore

4
nights
Ravello

Ravello ©
Ceramiche d'Arte Carmela and Le Vigne di Raito are good opportunities to explore the local culture. Deepen your sense of the past at sights like Gli Scavi Archeologici di Pompei and Villa Cimbrone Gardens. Step out of Ravello with an excursion to Spiaggia Lannio in Cetara--about 38 minutes away. And it doesn't end there: kick back and relax at Lido di Ravello, contemplate in the serene atmosphere at Duomo di Sant'Andrea, steep yourself in history at Duomo di Ravello, and get to know the fascinating history of Centro Storico Ravello.

To find other places to visit, ratings, reviews, and other tourist information, read Ravello itinerary maker website .

You can drive from Assisi to Ravello in 4.5 hours. Other options are to do a combination of train, subway, and taxi; or take a bus. When traveling from Assisi in July, plan for little chillier days in Ravello, with highs around 34°C, while nights are a bit warmer with lows around 29°C. Wrap up your sightseeing on the 14th (Sun) to allow time to travel to Rome.

Things to do in Ravello

Parks Historic Sites Outdoors

Side Trips

Amalfi, Le Vigne di Raito, Lido Capo di Conca, Pompeii Archaeological Park, Spiaggia Lannio
Highlights from your plan
Lido di Ravello ©
Lido di Ravello
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Duomo di Ravello ©
Duomo di Ravello

5
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Deepen your sense of the past at sights like Palatine Hill and Colosseum. Get a sense of the local culture at Vatican Museums and Galleria Borghese. There's still lots to do: steep yourself in history at St. Peter's Basilica, appreciate the extensive heritage of Piazza Navona, take in the architecture and atmosphere at Church of St. Louis of the French, and stroll the grounds of Catacombe di San Callisto.

For more things to do, ratings, photos, and more tourist information, read Rome tour planner .

Traveling by combination of taxi, subway, and train from Ravello to Rome takes 3 hours. Alternatively, you can drive; or do a combination of bus and train. Expect a bit cooler evenings in Rome when traveling from Ravello in July, with lows around 24°C. You'll have a few hours on the 19th (Fri) to wrap things up before traveling home.

Things to do in Rome

Historic Sites Museums Shopping

Side Trip

Vatican City
Highlights from your plan
Piazza Navona ©
Piazza Navona
Pantheon ©
Pantheon
Vatican Museums
Vatican Museums

Similar Plans

22 days in Italy BY A USER FROM UNITED STATES October, slow & easy, popular & hidden gems PREFERENCES: October ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 22 days in Italy BY A USER FROM AUSTRALIA September, teens, culture, outdoors, relaxing, shopping, hidden gems PREFERENCES: September, teens, culture, outdoors, relaxing, shopping ATTRACTION STYLE: Hidden gems PACE: Medium 23 days in Kiev & Italy BY A USER FROM UNITED STATES June, teens, popular sights PREFERENCES: June, teens ATTRACTION STYLE: Popular sights PACE: Medium 22 days in Italy BY A USER FROM NEW ZEALAND June, kids, popular sights PREFERENCES: June, kids ATTRACTION STYLE: Popular sights PACE: Medium 22 days in Italy, Slovenia & Austria BY A USER FROM ISRAEL September, outdoors, romantic, wildlife, hidden gems PREFERENCES: September, outdoors, romantic, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 23 days in Europe BY A USER FROM CANADA October, teens, fast-paced, popular sights PREFERENCES: October, teens ATTRACTION STYLE: Popular sights PACE: Fast-paced 25 days in Italy BY A USER FROM UNITED KINGDOM April, culture, outdoors, romantic, historic sites, museums, wildlife, popular sights PREFERENCES: April, culture, outdoors, romantic, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 25 days in Italy BY A USER FROM AUSTRALIA April, popular sights PREFERENCES: April ATTRACTION STYLE: Popular sights PACE: Medium 25 days in Italy BY A USER FROM UNITED STATES June, popular sights PREFERENCES: June ATTRACTION STYLE: Popular sights PACE: Medium 22 days in Italy BY A USER FROM CANADA May, culture, outdoors, relaxing, romantic, beaches, historic sites, shopping, wildlife, popular & hidden gems PREFERENCES: May, culture, outdoors, relaxing, romantic, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 22 days in Italy BY A USER FROM UNITED STATES May, popular sights PREFERENCES: May ATTRACTION STYLE: Popular sights PACE: Medium 22 days in Italy BY A USER FROM UNITED KINGDOM September, culture, outdoors, relaxing, historic sites, museums, shopping, popular & hidden gems PREFERENCES: September, culture, outdoors, relaxing, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium
See more plans