37 days in Italy Itinerary

37 days in Italy Itinerary

Created using Inspirock Italy trip itinerary planner

Plan created by another user. Make it yours

Route & dates

1
Milan
— 3 nights
2
Venice
— 5 nights
3
Cinque Terre
— 1 night
4
Florence
— 7 nights
5
Rome
— 7 nights
6
Naples
— 6 nights
7
Positano
— 3 nights

3
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.
Do some cultural sightseeing at Duomo di Milano and Pinacoteca Ambrosiana. Get some historical perspective at Monumental Cemetery and Chiesa di San Maurizio al Monastero Maggiore. Venture out of the city with trips to Chiosco Villa Carlotta (in Tremezzina) and Sacro Monte di Ossuccio (in Ossuccio). And it doesn't end there: buy something for everyone on your list at Galleria Vittorio Emanuele II, get to know the fascinating history of Piazza del Duomo, take in the spiritual surroundings of Il Cenacolo, and explore the world behind art at Museo Poldi Pezzoli.

To find more things to do and tourist information, use the Milan trip planner.

Sydney, Australia to Milan is an approximately 26-hour flight. The time zone changes from Australian Eastern Standard Time to Central European Standard Time, which is usually a -9 hour difference. Traveling from Sydney in January, expect Milan to be much colder, temps between °C and °C. Finish your sightseeing early on the 4th (Sat) to allow enough time to drive to Venice.

Things to do in Milan

Historic Sites Museums Shopping

Side Trips

Chiosco Villa Carlotta, Sacro Monte di Ossuccio
Find places to stay Jan 1 — 4:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana
Monumental Cemetery ©
Monumental Cemetery

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.
For shopping fun, head to Piazza delle Erbe or Fondazione Bisazza. Let the collections at Doge's Palace and Barovier & Toso capture your imagination. Get out of town with these interesting Venice side-trips: Padua (Scrovegni Chapel & Basilica of St. Anthony) and Arena di Verona (in Verona). The adventure continues: contemplate the waterfront views at Canal Grande, shop like a local with Segni nel Tempo antiquarian bookshop, admire the striking features of Basilica di San Marco, and take in the exciting artwork at Codex Art Gallery.

To see where to stay, ratings, and other tourist information, you can read our Venice travel site.

Traveling by car from Milan to Venice takes 3 hours. Alternatively, you can take a train; or fly. In January, daytime highs in Venice are °C, while nighttime lows are °C. Finish your sightseeing early on the 9th (Thu) to allow enough time to drive to Cinque Terre.

Things to do in Venice

Museums Historic Sites Shopping

Side Trips

Padua, Verona, Fondazione Bisazza
Find places to stay Jan 4 — 9:
Highlights from your plan
Canal Grande ©
Canal Grande
Doge's Palace ©
Doge's Palace
Piazza San Marco ©
Piazza San Marco

1
night
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 10th (Fri): contemplate in the serene atmosphere at Chiesa di San Lorenzo, thenhike along Cinque Terre Trails, thentrek along Footpath Monterosso - Vernazza, and finally take a stroll around Vernazza. Here are some ideas for day two: contemplate in the serene atmosphere at Chiesa Di San Pietro, explore the wealth of natural beauty at Parco Nazionale Cinque Terre, and then stop by Fannys Bazar.

To see where to stay, other places to visit, more things to do, and other tourist information, go to the Cinque Terre route planning tool.

Drive from Venice to Cinque Terre in 4.5 hours. Alternatively, you can take a train; or do a combination of bus and train. When traveling from Venice in January, plan for somewhat warmer days in Cinque Terre, with highs around °C, while nights are about the same with lows around °C. Finish up your sightseeing early on the 11th (Sat) so you can go by car to Florence.

Things to do in Cinque Terre

Parks Nature Historic Sites
Find places to stay Jan 9 — 11:
Highlights from your plan
Cinque Terre Trails ©
Cinque Terre Trails
Parco Nazionale Cinque Terre ©
Parco Nazionale Cinque Terre
Footpath Monterosso - Vernazza ©
Footpath Monterosso - Vernazza

7
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your inner history buff will appreciate Cathedral of Santa Maria del Fiore and Basilica of Santa Croce. Florence Academy of Fine Arts and Pitti Palace are good opportunities to explore the local culture. Change things up with these side-trips from Florence: Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna (in Pratovecchio), Castello del Trebbio (in Santa Brigida) and Nature & Wildlife Tours (in Siena). There's much more to do: make a trip to Piazzale Michelangelo, learn about winemaking at Guardastelle Vineyard, take in the views from Ponte Vecchio, and admire the striking features of The Baptistery of St. John.

To find ratings, other places to visit, traveler tips, and other tourist information, use the Florence vacation planner.

You can drive from Cinque Terre to Florence in 2.5 hours. Alternatively, you can take a train. In January, daily temperatures in Florence can reach °C, while at night they dip to °C. Cap off your sightseeing on the 18th (Sat) early enough to catch the train to Rome.

Things to do in Florence

Museums Wineries Shopping

Side Trips

Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna, Guardastelle Vineyard, Castello del Trebbio, Ciacci Piccolomini d'Aragona, Nature & Wildlife Tours
Find places to stay Jan 11 — 18:
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts
Pitti Palace ©
Pitti Palace

7
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Get some historical perspective at Colosseum and Vatican Museums. Galleria Borghese and Musei Capitolini will appeal to museum buffs. Next up on the itinerary: delve into the mystery of Catacombs of Saint Callixtus, don't miss a visit to Piazza Navona, admire the local landmark of Trevi Fountain, and explore the ancient world of Pantheon.

To see where to stay, reviews, and tourist information, use the Rome tour itinerary website.

Traveling by train from Florence to Rome takes 2.5 hours. Alternatively, you can drive; or fly. January in Rome sees daily highs of °C and lows of °C at night. Finish your sightseeing early on the 25th (Sat) to allow enough time to take a train to Naples.

Things to do in Rome

Museums Shopping Historic Sites

Side Trip

Vatican City
Find places to stay Jan 18 — 25:
Highlights from your plan
St. Peter's Basilica ©
St. Peter's Basilica
Vatican Museums
Vatican Museums
Pantheon ©
Pantheon

6
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Do some cultural sightseeing at Pompeii Archaeological Park and Museo Cappella Sansevero. Sol’Art Ceramiche and Ospedale delle Bambole will appeal to museum buffs. Venture out of the city with trips to Vesuvio National Park (in Ottaviano), Pompeii (Forum & Bosco de Medici Winery) and Spiaggia Lannio (in Cetara). There's lots more to do: kick back and relax at Marina Di Vietri, pause for some serene contemplation at Cloister of Santa Chiara, delve into the distant past at Parco Acheologico di Ercolano, and learn about all things military at Galleria Borbonica.

For traveler tips, ratings, and tourist information, go to the Naples road trip tool.

Getting from Rome to Naples by train takes about 2 hours. Other options: drive; or fly. Expect a daytime high around °C in January, and nighttime lows around °C. Finish your sightseeing early on the 1st (Sat) so you can drive to Positano.

Things to do in Naples

Historic Sites Parks Beaches

Side Trips

Salerno, Pompeii, Vietri sul Mare, Marina Grande Public Beach, Vesuvio National Park
Find places to stay Jan 25 — Feb 1:
Highlights from your plan
Galleria Borbonica ©
Galleria Borbonica
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Parco Acheologico di Ercolano ©
Parco Acheologico di Ercolano

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.
Kick off your visit on the 2nd (Sun): kick back and relax at Spiaggia Grande, take in the exciting artwork at Miniaci Art Gallery, kick back and relax at Fornillo, thencontemplate in the serene atmosphere at Duomo di Sant'Andrea, and finally stop by Ceramiche Cosmolena di Margherita di Palma. Here are some ideas for day two: get engrossed in the history at MAR - Museo Archeologico Romano, kick back and relax at Bagni d'Arienzo Beach Club, Positano, thencontemplate the long history of Duomo di Ravello, thenadmire the striking features of Villa Rufolo, and finally contemplate the long history of Villa Cimbrone Gardens.

To see more things to do, where to stay, ratings, and tourist information, go to the Positano trip maker website.

You can drive from Naples to Positano in 1.5 hours. Alternatively, you can take a bus. Traveling from Naples in February, you can expect nighttime temperatures to be somewhat warmer in Positano, with lows of °C. On the 4th (Tue), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Positano

Parks Beaches Outdoors

Side Trips

Ravello, Amalfi
Find places to stay Feb 1 — 4:
Highlights from your plan
Ceramiche Cosmolena di Margherita di Palma ©
Duomo di Ravello ©
Duomo di Ravello
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea

Similar plans

39 days in Italy, Belgium & Russia BY A USER FROM UNITED STATES March, teens, kids, popular sights Preferences: March, teens, kids Attraction style: Popular sights Pace: Medium 40 days in Italy BY A USER FROM AUSTRALIA August, popular sights Preferences: August Attraction style: Popular sights Pace: Medium 38 days in Italy SEE PLAN June, popular sights Preferences: June Attraction style: Popular sights Pace: Medium 40 days in Italy BY A USER FROM ARGENTINA January, popular sights Preferences: January Attraction style: Popular sights Pace: Medium 41 days in Italy BY A USER FROM NIGERIA November, popular sights Preferences: November Attraction style: Popular sights Pace: Medium 41 days in Europe BY A USER FROM UNITED KINGDOM July, fast-paced, popular sights Preferences: July Attraction style: Popular sights Pace: Fast-paced 60 days in Italy BY A USER FROM UNITED STATES December, fast-paced, hidden gems Preferences: December Attraction style: Hidden gems Pace: Fast-paced 55 days in Italy BY A USER FROM UNITED STATES March, slow & easy, popular & hidden gems Preferences: March Attraction style: Popular & hidden gems Pace: Slow & easy 60 days in Italy BY A USER FROM GERMANY December, teens, kids, popular sights Preferences: December, teens, kids Attraction style: Popular sights Pace: Medium 46 days in Italy BY A USER FROM AUSTRALIA December, teens, kids, popular sights Preferences: December, teens, kids Attraction style: Popular sights Pace: Medium 41 days in United Kingdom, Italy & Greece BY A USER FROM AUSTRALIA December, popular sights Preferences: December Attraction style: Popular sights Pace: Medium 38 days in England, Italy & Greece BY A USER FROM AUSTRALIA November, popular sights Preferences: November Attraction style: Popular sights Pace: Medium
See more plans