53 days in Italy Itinerary

53 days in Italy Itinerary

Created using Inspirock Italy trip itinerary planner

Plan created by another user.Make it yours

Route & dates

1
Positano
— 7 nights
2
Rome
— 8 nights
3
Assisi
— 4 nights
4
Pisa
— 5 nights
5
Florence
— 8 nights
6
Venice
— 8 nights
7
Verona
— 7 nights
8
Cremona
— 2 nights
9
Milan
— 3 nights

7
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.
You'll discover tucked-away gems like Baia di Ieranto and Monte Faito e Panorama. Appreciate the collections at Ceramiche d'Arte Carmela and Museobottega della Tarsialignea. Change things up with these side-trips from Positano: Museo della Carta (in Amalfi), Ravello (Ravello-Minori Walk, Duomo di Ravello, &more) and Villa Enrichetta (in Piano di Sorrento). There's much more to do: enjoy the sand and surf at Bagni d'Arienzo Beach Club, Positano, get outside with Walk of the Gods, take in the spiritual surroundings of Monastero di San Paolo, and pause for some serene contemplation at Cattedrale di Sorrento.

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

Lisbon, Portugal to Positano is an approximately 9-hour flight. You can also drive; or do a combination of train and taxi. The time zone difference when traveling from Lisbon to Positano is 1 hour. Traveling from Lisbon in August, plan for a bit warmer nights in Positano, with lows around °C. Wrap up your sightseeing on the 8th (Sat) to allow time to drive to Rome.

Things to do in Positano

Outdoors Historic Sites Parks

Side Trips

Amalfi, Massa Lubrense, Sorrento, Ravello, Vico Equense
Highlights from your plan
Ceramiche d'Arte Carmela ©
Ceramiche d'Arte Carmela
Baia di Ieranto ©
Baia di Ieranto
Monte Faito e Panorama ©
Monte Faito e Panorama

8
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Explore hidden gems such as Mercati di Traiano - Museo dei Fori Imperiali and Stanze di Raffaello. Get some historical perspective at Baldacchino di San Pietro, di Bernini and Abbazia di Fossanova. Venture out of the city with trips to Rovine Canale Monterano (in Canale Monterano), Museo Storico dell'Aeronautica Militare (in Vigna di Valle) and Necropoli della Banditaccia (in Cerveteri). There's lots more to do: wander the streets of Old Town, take in the spiritual surroundings of Tempio Di Ercole Vincitore, pause for some serene contemplation at Basilica di Santa Prassede, and stroll the grounds of Vatican Necropolis.

To find reviews, more things to do, where to stay, and tourist information, refer to the Rome day trip planner.

You can drive from Positano to Rome in 3.5 hours. Other options are to do a combination of bus and train; or take a bus. In August, daily temperatures in Rome can reach °C, while at night they dip to °C. Cap off your sightseeing on the 16th (Sun) early enough to go by car to Assisi.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trips

Vatican City, Terracina, Rovine Canale Monterano, Abbazia di Fossanova, Museo Storico dell'Aeronautica Militare
Highlights from your plan
Mercati di Traiano - Museo dei Fori Imperiali ©
Necropoli della Banditaccia
Necropoli della Banditaccia
Stanze di Raffaello ©
Stanze di Raffaello

4
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Do some cultural sightseeing at Centro Storico and Santuario di Rivotorto. Chiesa di Santa Maria Maggiore and Casa del Maestri Comacini will appeal to history buffs. And it doesn't end there: look for gifts at Assisi Jewels, get to know the fascinating history of Centro Storico di Assisi, delve into the distant past at Domus Romane di Assisi, and admire the striking features of Santa Maria sopra Minerva.

To see photos, traveler tips, more things to do, and other tourist information, go to the Assisi online trip maker.

Drive from Rome to Assisi in 2.5 hours. Alternatively, you can take a train; or take a bus. Traveling from Rome in August, plan for a bit cooler nights in Assisi, with lows around °C. Wrap up your sightseeing on the 20th (Thu) early enough to drive to Pisa.

Things to do in Assisi

Historic Sites Museums Shopping

Side Trip

Spello
Highlights from your plan
Chiesa di Santa Maria Maggiore ©
Chiesa di Santa Maria Maggiore
Centro Storico di Assisi ©
Centro Storico di Assisi

5
nights
Pisa

Pisa ©
Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Museum-lovers will appreciate National Museum of Saint Mathew and Orto e Museo Botanico di Pisa. Eschew the tourist crowds and head to Chiesa di Santa Caterina d'Alessandria and Pisa Central Station. There's still lots to do: delve into the distant past at Arsenale, contemplate in the serene atmosphere at Chiesa di San Michele in Borgo, take in the architecture and atmosphere at Chiesa di Sant'Antonio Abate, and appreciate the extensive heritage of Centro storico.

To find ratings, where to stay, reviews, and more tourist information, read our Pisa day trip planning app.

You can drive from Assisi to Pisa in 3 hours. Other options are to take a train; or take a bus. In August in Pisa, expect temperatures between °C during the day and °C at night. Finish your sightseeing early on the 25th (Tue) to allow enough time to drive to Florence.

Things to do in Pisa

Historic Sites Museums Breweries & Distilleries
Highlights from your plan
Chiesa di Santa Caterina d'Alessandria ©
Chiesa di Santa Caterina d'Alessandria
Chiesa di Santo Stefano dei Cavalieri ©
Chiesa di Santo Stefano dei Cavalieri
Porta Santa Maria ©
Porta Santa Maria

8
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Get some historical perspective at Church and Museum of Orsanmichele and Sinagoga di Firenze e Museo ebraico. Get a sense of the local culture at Corridoio Vasariano and Stibbert Museum. Next up on the itinerary: explore the different monuments and memorials at Florence American Cemetery and Memorial, contemplate in the serene atmosphere at Chiesa di Santa Maria del Carmine, see the interesting displays at Convento di San Francesco, and admire the masterpieces at Palazzo Strozzi.

For ratings, photos, and tourist information, read our Florence trip planner.

Traveling by car from Pisa to Florence takes 1.5 hours. Alternatively, you can take a train; or take a bus. August in Florence sees daily highs of °C and lows of °C at night. Wrap up your sightseeing on the 2nd (Wed) early enough to drive to Venice.

Things to do in Florence

Museums Historic Sites Shopping

Side Trips

Convento di San Francesco, Florence American Cemetery and Memorial
Highlights from your plan
Florence American Cemetery and Memorial ©
Florence American Cemetery and Memorial
Convento di San Francesco ©
Convento di San Francesco
Sinagoga di Firenze e Museo ebraico ©
Sinagoga di Firenze e Museo ebraico

8
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.
Do some cultural sightseeing at Chiesa dei Santi Geremia e Lucia and Ca' Pesaro Galleria Internazionale d'Arte Moderna. Deepen your sense of the past at sights like Chiesa San Simeon Piccolo and Chiesa di San Zaccaria. Next up on the itinerary: admire the masterpieces at Palazzo Fortuny (Pesaro degli Orfei), get to know the fascinating history of Via Garibaldi, admire the striking features of Ca' d'Oro, and take in the architecture and atmosphere at Chiesa di San Giacomo di Rialto.

To see maps, photos, traveler tips, and tourist information, go to the Venice attractions planner.

Traveling by car from Florence to Venice takes 3 hours. Alternatively, you can take a train; or fly. September in Venice sees daily highs of °C and lows of °C at night. Cap off your sightseeing on the 10th (Thu) early enough to go by car to Verona.

Things to do in Venice

Historic Sites Museums Neighborhoods

Side Trip

Church of Santa Maria e San Donato
Highlights from your plan
Chiesa dei Santi Geremia e Lucia ©
Chiesa dei Santi Geremia e Lucia
Natural History Museum ©
Natural History Museum
Palazzo Mocenigo ©
Palazzo Mocenigo

7
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.
Visit San Fermo Maggiore, Verona and I Portoni della Bra for their historical value. You'll explore the less-touristy side of things at Giardino Giusti and The Church of Sant'Eufemia. The adventure continues: make a trip to Arche Scaligere, take in the architecture and atmosphere at chiesa di San Lorenzo - Verona, contemplate in the serene atmosphere at Chiesa di San Giorgio in Braida-Verona, and steep yourself in history at Arca di Cansignorio.

For photos, more things to do, other places to visit, and more tourist information, read Verona travel app.

You can drive from Venice to Verona in 1.5 hours. Alternatively, you can take a bus; or take a shuttle. In September, daytime highs in Verona are °C, while nighttime lows are °C. Finish your sightseeing early on the 17th (Thu) so you can drive to Cremona.

Things to do in Verona

Historic Sites Museums Parks
Highlights from your plan
San Fermo Maggiore, Verona ©
San Fermo Maggiore, Verona
I Portoni della Bra ©
I Portoni della Bra
Porta dei Borsari ©
Porta dei Borsari

2
nights
Cremona

Cremona ©
Cremona is a city and comune in northern Italy, situated in Lombardy, on the left bank of the Po River in the middle of the Pianura Padana (Po valley). Start off your visit on the 18th (Fri): contemplate in the serene atmosphere at Chiesa di San Gerolamo, steep yourself in history at Loggia dei Militi, make a trip to Academia Cremonensis, admire the striking features of Town Hall, thenpause for some serene contemplation at Chiesa di Sant'Agostino, and finally contemplate the long history of Stazione Centrale. Here are some ideas for day two: see the interesting displays at La Bottega dell’Archetto, make a trip to Casa Nuziale Di Antonio Stradivari, take in the architecture and atmosphere at Chiesa Cattolica Parrocchiale S. Agata, thentake in the spiritual surroundings of Chiesa di San Luca, thenpause for some serene contemplation at Chiesa di Sant'Ilario, and finally take in the architecture and atmosphere at Chiesa di Santa Rita.

To see more things to do, where to stay, maps, and tourist information, go to the Cremona travel itinerary planner.

You can drive from Verona to Cremona in 1.5 hours. Other options are to take a shuttle; or take a train. In September in Cremona, expect temperatures between °C during the day and °C at night. Finish your sightseeing early on the 19th (Sat) so you can drive to Milan.

Things to do in Cremona

Historic Sites Museums Shopping
Highlights from your plan
Chiesa di San Gerolamo ©
Chiesa di San Gerolamo
Chiesa Cattolica Parrocchiale S. Agata ©
Chiesa Cattolica Parrocchiale S. Agata
Chiesa di Sant'Ilario ©
Chiesa di Sant'Ilario

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.
Eschew the tourist crowds and head to La Casa Maledetta and Cripta di San Giovanni. Let the collections at Museo Teatrale alla Scala and Museo Studio Francesco Messina capture your imagination. There's lots more to do: admire the masterpieces at Museo Pieta Rondanini, pause for some serene contemplation at Basilica dei Santi Apostoli e Nazzaro Maggiore, admire the landmark architecture of Casa degli Omenoni, and don't miss a visit to Piazza della Scala.

For maps, reviews, ratings, and tourist information, read Milan day trip site.

You can drive from Cremona to Milan in 1.5 hours. Alternatively, you can take a train. Expect a daytime high around °C in September, and nighttime lows around °C. Cap off your sightseeing on the 22nd (Tue) early enough to travel back home.

Things to do in Milan

Historic Sites Museums Fun & Games
Highlights from your plan
La Casa Maledetta ©
La Casa Maledetta
Museo Teatrale alla Scala ©
Museo Teatrale alla Scala
Museo Pieta Rondanini ©
Museo Pieta Rondanini

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