39 days in Italy Itinerary

39 days in Italy Itinerary

Created using Inspirock Italy trip planner

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

Route & dates

39 days in Italy Itinerary

Start: Singapore
Fly:  15​h 30​min
1
Milan
— 2 nights
train:  1​h 15​min
2
Verona
— 4 nights
bus:  1​h 30​min
3
Venice
— 5 nights
Drive:  4​h 15​min
4
Cinque Terre
— 2 nights
Drive:  2​h 30​min
5
Florence
— 6 nights
Drive:  2​h 15​min
6
Assisi
— 4 nights
Drive:  4​h 30​min
7
Amalfi
— 4 nights
taxi + subway:  1​h 30​min
8
Naples
— 4 nights
train:  1​h 15​min
9
Rome
— 5 nights
Fly:  16​h 45​min
End: Singapore

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 31st (Tue): pause for some serene contemplation at Basilica San Lorenzo Maggiore. Get ready for a full day of sightseeing on the next day: admire the striking features of Galleria Vittorio Emanuele II, then take in the architecture and atmosphere at Duomo di Milano, then get to know the fascinating history of Piazza del Duomo, and finally contemplate the long history of Castello Sforzesco.

To find reviews, photos, traveler tips, and more tourist information, read our Milan attractions planning site .

Singapore, Singapore to Milan is an approximately 15.5-hour flight. You can also do a combination of flight and train. Traveling from Singapore to Milan, you'll gain 7 hours due to the time zone difference. Expect colder temperatures when traveling from Singapore in March; daily highs in Milan reach 16°C and lows reach 5°C. Wrap up your sightseeing on the 2nd (Thu) early enough to take a train to Verona.

Things to do in Milan

Historic Sites Museums Shopping
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Castello Sforzesco ©
Castello Sforzesco
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana

4
nights
Verona

Verona ©
The famous setting for Shakespeare's star-crossed lovers, Romeo and Juliet, Verona is one of northern Italy's main tourist destinations, largely owing to its incredibly rich artistic heritage.
Arena di Verona and Basilica di San Zeno Maggiore will appeal to history buffs. Get a sense of the local culture at Piazza delle Erbe and Casa di Giulietta. Explore Verona's surroundings by going to Acetaia Giuseppe Giusti (in Modena), Palazzo Te (in Mantua) and Lago di Garda (in Garda). There's still lots to do: explore the historical opulence of Museo di Castelvecchio, see the interesting displays at Museo Lapidario Maffeiano, take in the architecture and atmosphere at Chiesa di San Giorgetto o San Pietro Martire, and don't miss a visit to Cappella dei Notai.

Before you visit Verona, use our trip planner to discover what you can do and see there.

You can take a train from Milan to Verona in 1.5 hours. Another option is to drive. In April, plan for daily highs up to 23°C, and evening lows to 9°C. Wrap up your sightseeing on the 6th (Mon) to allow time to take a bus to Venice.

Things to do in Verona

Historic Sites Parks Nature

Side Trips

Lago di Garda, Palazzo Te, Acetaia Giuseppe Giusti
Highlights from your plan
Arena di Verona ©
Arena di Verona
Museo di Castelvecchio ©
Museo di Castelvecchio
Basilica di San Zeno Maggiore ©
Basilica di San Zeno Maggiore

5
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.
Doge's Palace and Segni nel Tempo antiquarian bookshop will appeal to museum buffs. Head to Giudecca 795 Art Gallery and Barovier & Tosofor some retail therapy. There's lots more to do: get to know the fascinating history of Piazza San Marco, take a stroll through Campo del Ghetto, take in the exciting artwork at European Cultural Centre - Palazzo Mora, and explore the activities along Canal Grande.

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

Getting from Verona to Venice by bus takes about 1.5 hours. Other options: drive; or take a shuttle. Expect a daytime high around 21°C in April, and nighttime lows around 11°C. Wrap up your sightseeing on the 11th (Sat) early enough to drive to Cinque Terre.

Things to do in Venice

Museums Shopping Historic Sites
Highlights from your plan
Piazza San Marco ©
Piazza San Marco
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

2
nights
Cinque Terre

Cinque Terre ©
Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Start off your visit on the 12th (Sun): admire the landmark architecture of Chiesa Di San Pietro, stroll through Cinque Terre Trails, then pause for some serene contemplation at Santa Margherita di Antiochia Church, then tour the pleasant surroundings at Footpath Monterosso - Vernazza, and finally get into the urban bustle at Vernazza. Here are some ideas for day two: contemplate in the serene atmosphere at Chiesa di San Lorenzo and then explore the striking landscape of Parco Nazionale Cinque Terre.

For reviews, other places to visit, ratings, and tourist information, refer to the Cinque Terre trip planner.

Traveling by car from Venice to Cinque Terre takes 4.5 hours. Alternatively, you can take a train; or take a bus. In April, daytime highs in Cinque Terre are 22°C, while nighttime lows are 9°C. Finish up your sightseeing early on the 14th (Tue) so you can go by car to Florence.

Things to do in Cinque Terre

Parks Historic Sites Nature
Highlights from your plan
Footpath Monterosso - Vernazza ©
Footpath Monterosso - Vernazza
Parco Nazionale Cinque Terre ©
Parco Nazionale Cinque Terre
Cinque Terre Trails ©
Cinque Terre Trails

6
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Give yourself a bit of retail therapy at M.G. Design and Art Gallery Studio Iguarnieri. Popular historic sites such as Cathedral of Santa Maria del Fiore and Castello di Monterinaldi are in your itinerary. You'll find plenty of places to visit near Florence: Castello del Trebbio (in Santa Brigida) and Siena (Nature & Wildlife Tours, 43parallelo, & more). There's lots more to do: examine the collection at Academy Of Florence Art Gallery, don't miss a visit to The Baptistery of St. John, appreciate the extensive heritage of Piazza del Duomo, and admire the masterpieces at Pitti Palace.

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

Traveling by car from Cinque Terre to Florence takes 2.5 hours. Alternatively, you can take a train. In April, daily temperatures in Florence can reach 22°C, while at night they dip to 11°C. Wrap up your sightseeing on the 20th (Mon) early enough to drive to Assisi.

Things to do in Florence

Outdoors Museums Tours

Side Trips

Siena, Castello del Trebbio, Castello di Monterinaldi
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
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.
Popular historic sites such as Basilica Papale e Sacro Convento di San Francesco d'Assisi and Cripta di San Francesco are in your itinerary. Museum-lovers will get to explore Museo della Porziuncola and Casa del Cioccolato Perugina. Venture out of the city with trips to Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate), Civita di Bagnoregio (in Civita di Bagnoregio) and Cascata delle Marmore (in Marmore). The adventure continues: do a tasting at Bibenda Assisi, contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola, view the masterpieces at Assisi Galleria 6C, and shop like a local with B.A.T. Assisi.

To see other places to visit, traveler tips, more things to do, and more tourist information, use the Assisi day trip planning app .

Drive from Florence to Assisi in 2.5 hours. Alternatively, you can take a train. Traveling from Florence in April, plan for little chillier nights in Assisi, with lows around 8°C. Wrap up your sightseeing on the 24th (Fri) early enough to drive to Amalfi.

Things to do in Assisi

Wineries Historic Sites Museums

Side Trips

Casa del Cioccolato Perugina, Ciacci Piccolomini d'Aragona, Cascata delle Marmore, Civita di Bagnoregio
Highlights from your plan
Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona
Museo della Porziuncola ©
Museo della Porziuncola

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.
Villa Rufolo and Duomo di Sant'Andrea are good opportunities to explore the local culture. Appreciate the collections at Museo della Carta and Arsenale della Repubblica. There's lots more to do: take in the spiritual surroundings of Sanctuary of Our Lady of Sorrow (Sancturio Maria Santissima Addolorata), see the interesting displays at Museo Diocesano, awaken your taste buds at some of the top wineries in the area, and look for gifts at Creazioni Chris.

To find maps, where to stay, and tourist information, refer to the Amalfi trip planning site .

You can drive from Assisi to Amalfi in 4.5 hours. Other options are to take a train; or do a combination of train and bus. Traveling from Assisi in April, expect somewhat warmer with lows of 17°C in Amalfi. Wrap up your sightseeing on the 28th (Tue) early enough to travel to Naples.

Things to do in Amalfi

Historic Sites Parks Nature

Side Trip

Villa Rufolo
Highlights from your plan
Cloister del Paradiso ©
Cloister del Paradiso
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea
Villa Rufolo ©
Villa Rufolo

4
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Museum-lovers will appreciate Sol’Art Ceramiche and Museo Archeologico Nazionale di Napoli. Your inner history buff will appreciate Pompeii Archaeological Park and Parco Acheologico di Ercolano. Explore Naples' surroundings by going to Sorrento (Villa di Pollio Felice - Bagni della Regina Giovanna & Vinicola De Angelis) and Vesuvio National Park (in Ottaviano). There's lots more to do: admire the masterpieces at Museo Cappella Sansevero, don't miss a visit to Galleria Borbonica, get to know the fascinating history of Via Caracciolo e Lungomare di Napoli, and take in the architecture and atmosphere at Cloister of Santa Chiara.

For reviews, photos, ratings, and more tourist information, read our Naples visit planner .

You can do a combination of taxi and subway from Amalfi to Naples in 1.5 hours. Other options are to drive; or take a bus. Expect a bit cooler evenings in Naples when traveling from Amalfi in April, with lows around 13°C. Cap off your sightseeing on the 2nd (Sat) early enough to catch the train to Rome.

Things to do in Naples

Historic Sites Museums Parks

Side Trips

Sorrento, Sol’Art Ceramiche, Pompeii Archaeological Park, Vesuvio National Park, Parco Acheologico di Ercolano
Highlights from your plan
Sol’Art Ceramiche ©
Sol’Art Ceramiche
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Museo Cappella Sansevero ©
Museo Cappella Sansevero

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.
Popular historic sites such as Colosseum and St. Peter's Basilica are in your itinerary. Give yourself a bit of retail therapy at Via Condotti and I Colori di Dentro di Maria Grazia Luffarelli. Next up on the itinerary: explore the world behind art at Vatican Museums, admire the local landmark of Trevi Fountain, take in the architecture and atmosphere at Church of St. Louis of the French, and explore the ancient world of Palatine Hill.

To find photos, ratings, more things to do, and tourist information, read our Rome journey planning app .

You can take a train from Naples to Rome in 1.5 hours. Alternatively, you can drive; or take a bus. In May, plan for daily highs up to 28°C, and evening lows to 17°C. Finish your sightseeing early on the 7th (Thu) so you can travel back home.

Things to do in Rome

Historic Sites Museums Shopping

Side Trip

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

Similar Plans

43 days in Spain & Italy BY A USER FROM AUSTRALIA August, popular & hidden gems PREFERENCES: August ATTRACTION STYLE: Popular & hidden gems PACE: Medium 43 days in Italy BY A USER FROM INDIA March, popular & hidden gems PREFERENCES: March ATTRACTION STYLE: Popular & hidden gems PACE: Medium 42 days in Italy BY A USER FROM EGYPT July, popular sights PREFERENCES: July ATTRACTION STYLE: Popular sights PACE: Medium 43 days in Italy BY A USER FROM UNITED STATES January, popular sights PREFERENCES: January ATTRACTION STYLE: Popular sights PACE: Medium 41 days in Italy BY A USER FROM AUSTRALIA November, popular sights PREFERENCES: November ATTRACTION STYLE: Popular sights PACE: Medium 43 days in Italy BY A USER FROM AUSTRALIA August, popular sights PREFERENCES: August ATTRACTION STYLE: Popular sights PACE: Medium 40 days in Europe & Greenland BY A USER FROM NEW ZEALAND January, popular & hidden gems PREFERENCES: January ATTRACTION STYLE: Popular & hidden gems PACE: Medium 43 days in Europe & Africa BY A USER FROM AUSTRALIA May, popular sights PREFERENCES: May ATTRACTION STYLE: Popular sights PACE: Medium 43 days in Europe & Greenland BY A USER FROM NEW ZEALAND January, popular sights PREFERENCES: January ATTRACTION STYLE: Popular sights PACE: Medium 57 days in Italy BY A USER FROM CANADA October, teens, popular sights PREFERENCES: October, teens ATTRACTION STYLE: Popular sights PACE: Medium 60 days in Italy BY A USER FROM EL SALVADOR September, romantic, popular sights PREFERENCES: September, romantic ATTRACTION STYLE: Popular sights PACE: Medium 37 days in Italy BY A USER FROM AUSTRALIA May, popular & hidden gems PREFERENCES: May ATTRACTION STYLE: Popular & hidden gems PACE: Medium
View more plans