29 days in Italy Itinerary

29 days in Italy Itinerary

Created using Inspirock Italy journey planner

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

Route & dates

29 days in Italy Itinerary

Start: Sydney
Fly:  23 h 45 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
— 4 nights
Drive:  2 h 15 min
5
Rome
— 4 nights
Train + Subway:  3 h
6
Amalfi
— 4 nights
Drive:  1 h 15 min
7
Pompeii
— 4 nights
Fly:  26 h
End: Sydney

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.
Venture out of the city with trips to Scrovegni Chapel (in Padua) and Verona (Museo di Castelvecchio, Piazza delle Erbe, & more). The adventure continues: explore the activities along Canal Grande, examine the collection at Doge's Palace, enjoy breathtaking views from St Mark's Campanile, and admire the striking features of Basilica di San Marco.

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

Sydney, Australia to Venice is an approximately 24-hour flight. You can also do a combination of flight and train; or do a combination of train and flight. The time zone changes from Australian Eastern Standard Time (New South Wales) to Central European Time, which is usually a -9 hour difference. Plan for a bit cooler temperatures traveling from Sydney in October, with highs in Venice at 22°C and lows at 12°C. Finish your sightseeing early on the 30th (Wed) so you can take a train to Milan.

Things to do in Venice

Historic Sites Museums Tours

Side Trips

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

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.
Start off your visit on the 31st (Thu): admire the landmark architecture of Galleria Vittorio Emanuele II, contemplate in the serene atmosphere at Duomo di Milano, then get engrossed in the history at Pinacoteca Ambrosiana, and finally stroll the grounds of Monumental Cemetery. On the 1st (Fri), you'll have a packed day of sightseeing: stroll around Il Parco di Villa Erba, trek along Sentee di Sort, and then explore the historical opulence of Castello Sforzesco.

To see where to stay, reviews, ratings, and other tourist information, you can read our 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. October in Milan sees daily highs of 21°C and lows of 13°C at night. Wrap up your sightseeing on the 1st (Fri) early enough to take a train to Florence.

Things to do in Milan

Historic Sites Outdoors Parks

Side Trip

Sentee di Sort
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.
Explore the numerous day-trip ideas around Florence: Siena (Silvia Tanganelli, Duomo di Siena, & more) and Leaning Tower of Pisa (in Pisa). And it doesn't end there: explore the world behind art at Gallerie Degli Uffizi, contemplate the long history of Cathedral of Santa Maria del Fiore, admire the landmark architecture of Campanile di Giotto, and get engrossed in the history at Basilica di Santa Croce.

To see more things to do, reviews, ratings, and tourist information, read Florence travel itinerary planner .

You can take a train from Milan to Florence in 2 hours. Other options are to drive; or fly. While traveling from Milan, expect a bit warmer days and about the same nights in Florence, ranging from highs of 19°C to lows of 9°C. Finish up your sightseeing early on the 5th (Tue) so you can go by car to Assisi.

Things to do in Florence

Historic Sites Museums Parks

Side Trips

Siena, Leaning Tower of Pisa
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

4
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 Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate) and Museo Cinema a Pennello (in Montecosaro). And it doesn't end there: pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, don't miss a visit to Eremo delle Carceri, do a tasting at Azienda Agraria Saio, and stroll around Mount Subasio.

Take the guesswork out of planning a Assisi vacation by using our trip itinerary maker.

Getting from Florence to Assisi by car takes about 2.5 hours. Other options: take a train. November in Assisi sees daily highs of 17°C and lows of 7°C at night. Finish your sightseeing early on the 9th (Sat) so you can drive to Rome.

Things to do in Assisi

Historic Sites Wineries Museums

Side Trips

Ciacci Piccolomini d'Aragona, Museo Cinema a Pennello
Highlights from your plan

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: steep yourself in history at Colosseum, don't miss a visit to Trevi Fountain, admire the masterpieces at Galleria Borghese, and pause for some serene contemplation at St. Peter's Basilica.

For photos, traveler tips, more things to do, and other tourist information, go to the Rome route maker site .

Traveling by car from Assisi to Rome takes 2.5 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 20°C in November, and nighttime lows around 9°C. Cap off your sightseeing on the 13th (Wed) early enough to travel to Amalfi.

Things to do in Rome

Historic Sites Museums Tours

Side Trip

Vatican City
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

4
nights
Amalfi

Amalfi ©
Known for its impressive hillside cascade of colorful stone buildings down to the Mediterranean shore, Amalfi is the cultural and commercial heart of southern Italy's Amalfi Coast.
You'll find plenty of places to visit near Amalfi: Positano (Fornillo & Il Sentiero Degli Dei), Monte Finestra (in Tramonti) and I Suoni degli Dei - Pelagos (in Praiano). There's much more to do: indulge your senses at some of the top wineries in the area, view the masterpieces at Ceramiche Cosmolena di Margherita di Palma, appreciate the history behind Fontana sant'Andrea, and contemplate in the serene atmosphere at Duomo di Sant'Andrea.

To find more things to do, where to stay, reviews, and tourist information, go to the Amalfi trip maker tool .

Traveling by combination of train and subway from Rome to Amalfi takes 3 hours. Alternatively, you can drive; or do a combination of train and bus. Traveling from Rome in November, Amalfi is somewhat warmer at night with lows of 17°C. Finish your sightseeing early on the 17th (Sun) so you can drive to Pompeii.

Things to do in Amalfi

Outdoors Parks Beaches

Side Trips

Ravello, Positano, I Suoni degli Dei - Pelagos, Monte Finestra
Highlights from your plan
Fornillo ©
Fornillo
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei

4
nights
Pompeii

Pompeii ©
Pompeii has been a tourist destination for more than 250 years.
You'll find plenty of places to visit near Pompeii: Positano (Kayaking & Canoeing, Fishing Charters & Tours, & more), Le Vigne di Raito (in Vietri sul Mare) and Salerno (Cilento & Libreria Antiquaria Vecchi Libri). There's still lots to do: delve into the distant past at Pompeii Archaeological Park, admire the striking features of Villa dei Misteri, and indulge in some culinary diversions at a local gastronomic tour.

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

Drive from Amalfi to Pompeii in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Amalfi in November, you can expect nighttime temperatures to be slightly colder in Pompeii, with lows of 11°C. You will have some time to spend on the 21st (Thu) before leaving for home.

Things to do in Pompeii

Tours Outdoors Wildlife

Side Trips

Positano, Salerno, Le Vigne di Raito, Food Tours
Highlights from your plan
Le Vigne di Raito ©
Le Vigne di Raito
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Food Tours

Similar Plans

32 days in Italy BY A USER FROM SINGAPORE March, culture, outdoors, relaxing, beaches, historic sites, shopping, slow & easy, hidden gems PREFERENCES: March, culture, outdoors, relaxing, beaches, historic sites, shopping ATTRACTION STYLE: Hidden gems PACE: Slow & easy 33 days in Italy BY A USER FROM CANADA July, kids, outdoors, relaxing, beaches, historic sites, slow & easy, popular & hidden gems PREFERENCES: July, kids, outdoors, relaxing, beaches, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 30 days in Italy BY A USER FROM AUSTRALIA April, culture, outdoors, relaxing, beaches, hidden gems PREFERENCES: April, culture, outdoors, relaxing, beaches ATTRACTION STYLE: Hidden gems PACE: Medium 33 days in Germany & Italy BY A USER FROM AUSTRALIA March, culture, relaxing, romantic, historic sites, shopping, popular & hidden gems PREFERENCES: March, culture, relaxing, romantic, historic sites, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 32 days in Europe BY A USER FROM AUSTRALIA October, teens, culture, outdoors, relaxing, beaches, historic sites, wildlife, popular sights PREFERENCES: October, teens, culture, outdoors, relaxing, beaches, historic sites, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 47 days in Europe BY A USER FROM SOUTH AFRICA July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, slow & easy, popular & hidden gems PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 33 days in Italy BY A USER FROM AUSTRALIA May, culture, historic sites, museums, shopping, popular sights PREFERENCES: May, culture, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 31 days in Italy BY A USER FROM UNITED STATES May, culture, historic sites, museums, popular & hidden gems PREFERENCES: May, culture, historic sites, museums ATTRACTION STYLE: Popular & hidden gems PACE: Medium 49 days in Italy BY A USER FROM CHILE April, culture, outdoors, relaxing, beaches, historic sites, museums, hidden gems PREFERENCES: April, culture, outdoors, relaxing, beaches, historic sites, museums ATTRACTION STYLE: Hidden gems PACE: Medium 53 days in Italy BY A USER FROM CANADA June, culture, outdoors, relaxing, romantic, beaches, historic sites, hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites ATTRACTION STYLE: Hidden gems PACE: Medium 39 days in Italy BY A USER FROM SINGAPORE March, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, popular sights PREFERENCES: March, culture, outdoors, relaxing, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 11 days in Italy BY A USER FROM INDIA April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium
See more plans