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 Basilica di Sant'Ambrogio. Get some historical perspective at Monumental Cemetery and Chiesa di San Maurizio al Monastero Maggiore. Venture out of the city with trips to Sacro Monte di Ossuccio (in Ossuccio) and Chiosco Villa Carlotta (in Tremezzina). 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

Sacro Monte di Ossuccio, Chiosco Villa Carlotta
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 Segni nel Tempo antiquarian bookshop. Let the collections at Doge's Palace and Codex Art Gallery capture your imagination. Get out of town with these interesting Venice side-trips: Padua (Scrovegni Chapel & Basilica of St. Anthony), Arena di Verona (in Verona) and Fondazione Bisazza (in Montecchio Maggiore). And it doesn't end there: explore the activities along Canal Grande, explore the galleries of Stefano Morasso Studio Murano Glass Fine Art, admire the landmark architecture of Basilica di San Marco, and take in the exciting artwork at Barovier & Toso.

For where to stay, maps, ratings, and tourist information, you can read our Venice route builder app.

Traveling by car from Milan to Venice takes 3 hours. Alternatively, you can take a train; or fly. In January, plan for daily highs up to °C, and evening lows to °C. Wrap up your sightseeing on the 9th (Thu) early enough 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 take a bus. 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 Ponte Vecchio 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), Nature & Wildlife Tours (in Siena) and Castello del Trebbio (in Santa Brigida). There's much more to do: explore the world behind art at Pitti Palace, learn about winemaking at Ciacci Piccolomini d'Aragona, appreciate the views at Val d'Orcia, and appreciate the extensive heritage of Piazza della Signoria.

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

Val d'Orcia, Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna, Guardastelle Vineyard, 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 St. Peter's Basilica. Vatican Museums and Art and Office - Tintin and Comics will appeal to museum buffs. Next up on the itinerary: admire the landmark architecture of Pantheon, stop by Trastevere, make a trip to Trevi Fountain, and delve into the distant past at Palatine Hill.

For traveler tips, photos, more things to do, and more tourist information, read Rome day trip site.

Getting from Florence to Rome by train takes about 2.5 hours. Other options: drive; or fly. In January, daytime highs in Rome are °C, while nighttime lows are °C. Wrap up your sightseeing on the 25th (Sat) early enough 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 Museo Archeologico Nazionale di Napoli will appeal to museum buffs. Venture out of the city with trips to Pompeii (Forum & Bosco de Medici Winery), Vesuvio National Park (in Ottaviano) and Spiaggia Lannio (in Cetara). And it doesn't end there: enjoy the sand and surf at Marina Di Vietri, admire the masterpieces at Museo e Real Bosco di Capodimonte, stroll through Lido Eureka, and pause for some serene contemplation at Cloister of Santa Chiara.

For other places to visit, ratings, traveler tips, and other tourist information, use the Naples trip planner.

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. Wrap up your sightseeing on the 1st (Sat) to allow time to drive to Positano.

Things to do in Naples

Historic Sites Parks Beaches

Side Trips

Pompeii, Salerno, Vietri sul Mare, Parco Acheologico di Ercolano, Marina Grande Public Beach
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

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