29 days in Italy Itinerary

29 days in Italy Itinerary

Created using Inspirock Italy route planner

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

Route & dates

29 days in Italy Itinerary

Start: Perth
Fly:  23​h 30​min
1
Venice
— 4 nights
Train:  2​h 30​min
2
Milan
— 2 nights
Train:  1​h 45​min
3
Florence
— 4 nights
Drive:  2​h 15​min
4
Assisi
— 3 nights
Drive:  2​h 15​min
5
Rome
— 4 nights
Train + Subway:  3​h
6
Ravello
— 3 nights
Drive:  1​h 15​min
7
Naples
— 6 nights
Train + Fly:  23​h 30​min
End: Perth

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.
When in Venice, make a side trip to see Scrovegni Chapel in Padua, approximately 54 minutes away. The adventure continues: contemplate the waterfront views at Canal Grande, explore the world behind art at Peggy Guggenheim Collection, capture your vacation like a pro with an inspiring photography tour, and admire the landmark architecture of Basilica di San Marco.

You can plan Venice trip in no time by asking Inspirock to help create your itinerary.

Perth, Australia to Venice is an approximately 23.5-hour flight. You can also do a combination of flight and train; or do a combination of flight and shuttle. The time zone changes from Australian Western Standard Time to Central European Time, which is usually a -7 hour difference. Traveling from Perth in May, expect a bit warmer with lows of 15°C in Venice. Wrap up your sightseeing on the 19th (Tue) early enough to take a train to Milan.

Things to do in Venice

Historic Sites Museums Tours

Side Trip

Scrovegni Chapel
Find places to stay May 14 — 19:
Highlights from your plan
Canal Grande ©
Canal Grande
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

2
nights
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 20th (Wed): admire the striking features of Galleria Vittorio Emanuele II, then take in the architecture and atmosphere at Duomo di Milano, then admire the masterpieces at Pinacoteca Ambrosiana, and finally stroll the grounds of Monumental Cemetery. Get ready for a full day of sightseeing on the next day: explore the world behind art at Pinacoteca di Brera and then step into the grandiose world of Castello Sforzesco.

For more things to do, traveler tips, where to stay, and other tourist information, use the Milan road trip planning app .

Traveling by train from Venice to Milan takes 2.5 hours. Alternatively, you can drive; or do a combination of train and flight. In May, daily temperatures in Milan can reach 26°C, while at night they dip to 15°C. Finish your sightseeing early on the 21st (Thu) to allow enough time to take a train to Florence.

Things to do in Milan

Historic Sites Museums Shopping
Find places to stay May 19 — 21:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
When in Florence, make a side trip to see Leaning Tower of Pisa in Pisa, approximately 1h 35 min away. The adventure continues: admire the masterpieces at Gallerie Degli Uffizi, contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, take an in-depth tour of Basilica di Santa Croce, and appreciate the history behind Campanile di Giotto.

To see more things to do, traveler tips, and more tourist information, use the Florence road trip app .

Traveling by train from Milan to Florence takes 2 hours. Alternatively, you can drive; or fly. Expect a daytime high around 25°C in May, and nighttime lows around 13°C. Wrap up your sightseeing on the 25th (Mon) to allow time to drive to Assisi.

Things to do in Florence

Historic Sites Museums Tours

Side Trip

Leaning Tower of Pisa
Find places to stay May 21 — 25:
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.
Venture out of the city with trips to Montioni Frantoio e Cantina (in Montefalco) and Piana di Castelluccio di Norcia (in Castelluccio di Norcia). There's still lots to do: take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, take in the spiritual surroundings of San Damiano, do a tasting at Azienda Agraria Saio, and appreciate the extensive heritage of Centro Storico.

To find photos, reviews, maps, and more tourist information, refer to the Assisi trip planning app .

Getting from Florence to Assisi by car takes about 2.5 hours. Other options: take a train. In May, plan for daily highs up to 26°C, and evening lows to 13°C. Wrap up your sightseeing on the 28th (Thu) to allow time to drive to Rome.

Things to do in Assisi

Historic Sites Wineries Parks

Side Trips

Montioni Frantoio e Cantina, Piana di Castelluccio di Norcia
Find places to stay May 25 — 28:
Highlights from your plan
Tili Vini Societa Agricola ©
Tili Vini Societa Agricola
Azienda Agraria Saio ©
Azienda Agraria Saio

4
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, museums, classes, and shopping. Your plan includes some of its best attractions: explore the ancient world of Colosseum, don't miss a visit to Roman Forum, admire the local landmark of Trevi Fountain, and appreciate the extensive heritage of Piazza Navona.

To find ratings, other places to visit, more things to do, and tourist information, read our Rome route app .

You can drive from Assisi to Rome in 2.5 hours. Other options are to take a train; or take a bus. Traveling from Assisi in May, Rome is somewhat warmer at night with lows of 17°C. Wrap up your sightseeing on the 1st (Mon) to allow time to travel to Ravello.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Find places to stay May 28 — Jun 1:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

3
nights
Ravello

Ravello ©
Change things up with these side-trips from Ravello: Le Vigne di Raito (in Vietri sul Mare), Positano (Il Sentiero Degli Dei, Walk of the Gods, & more) and I Suoni degli Dei - Pelagos (in Praiano).

To find where to stay, ratings, and tourist information, read Ravello holiday planning site .

Traveling by combination of train and subway from Rome to Ravello takes 3 hours. Alternatively, you can drive; or do a combination of train and bus. Traveling from Rome in June, expect nights in Ravello to be a bit warmer, around 26°C, while days are slightly colder, around 30°C. Cap off your sightseeing on the 4th (Thu) early enough to go by car to Naples.

Things to do in Ravello

Outdoors Historic Sites Parks

Side Trips

Positano, Duomo di Sant'Andrea, I Suoni degli Dei - Pelagos, Le Vigne di Raito
Find places to stay Jun 1 — 4:
Highlights from your plan
Le Vigne di Raito ©
Le Vigne di Raito
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei
Villa Rufolo ©
Villa Rufolo

6
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Change things up with these side-trips from Naples: Villa dei Misteri (in Pompeii), Salerno (Speed Boats Tours, Duomo di Salerno, & more) and Wine Tours & Tastings (in Amalfi). Next up on the itinerary: delve into the distant past at Pompeii Archaeological Park, make a trip to Miglio Sacro, steep yourself in history at Catacombe di San Gaudioso, and take in the exciting artwork at Sol’Art Ceramiche.

To see other places to visit and other tourist information, read our Naples trip planner.

You can drive from Ravello to Naples in 1.5 hours. Other options are to do a combination of taxi and subway; or take a bus. Traveling from Ravello in June, plan for a bit cooler nights in Naples, with lows around 22°C. Finish up your sightseeing early on the 10th (Wed) so you can travel back home.

Things to do in Naples

Historic Sites Outdoors Museums

Side Trips

Salerno, Vietri sul Mare, Pompeii
Find places to stay Jun 4 — 10:
Highlights from your plan
Miglio Sacro ©
Miglio Sacro
Speed Boats Tours
Sol’Art Ceramiche ©
Sol’Art Ceramiche

Similar Plans

31 days in Italy BY A USER FROM ITALY March, culture, outdoors, relaxing, romantic, beaches, historic sites, wildlife, slow & easy, hidden gems PREFERENCES: March, culture, outdoors, relaxing, romantic, beaches, historic sites, wildlife ATTRACTION STYLE: Hidden gems PACE: Slow & easy 32 days in Italy BY A USER FROM GEORGIA July, culture, relaxing, romantic, historic sites, museums, shopping, slow & easy, hidden gems PREFERENCES: July, culture, relaxing, romantic, historic sites, museums, shopping ATTRACTION STYLE: Hidden gems PACE: Slow & easy 31 days in Italy BY A USER FROM UNITED STATES May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, popular & hidden gems PREFERENCES: May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums ATTRACTION STYLE: Popular & hidden gems PACE: Medium 31 days in Italy BY A USER FROM UNITED STATES May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, popular sights PREFERENCES: May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Medium 36 days in Italy BY A USER FROM CANADA September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 31 days in Europe BY A USER FROM AUSTRALIA May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 32 days in Italy BY A USER FROM UNITED STATES September, culture, relaxing, romantic, beaches, historic sites, museums, popular sights PREFERENCES: September, culture, relaxing, romantic, beaches, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Medium 25 days in Italy BY A USER FROM PERU September, culture, outdoors, relaxing, beaches, historic sites, museums, popular sights PREFERENCES: September, culture, outdoors, relaxing, beaches, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Medium 30 days in Europe BY A USER FROM CANADA May, relaxing, romantic, beaches, shopping, wildlife, fast-paced, popular & hidden gems PREFERENCES: May, relaxing, romantic, beaches, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 31 days in Italy BY A USER FROM NEW ZEALAND August, culture, relaxing, beaches, shopping, popular & hidden gems PREFERENCES: August, culture, relaxing, beaches, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 32 days in Italy BY A USER FROM AUSTRALIA August, culture, relaxing, historic sites, museums, slow & easy, popular sights PREFERENCES: August, culture, relaxing, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Slow & easy 33 days in Italy BY A USER FROM CANADA August, culture, beaches, historic sites, shopping, popular & hidden gems PREFERENCES: August, culture, beaches, historic sites, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium
View more plans