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
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 Bagni d'Arienzo Beach Club, Positano and Monastero di San Paolo. Appreciate the collections at Ceramiche d'Arte Carmela and Museo della Carta. Change things up with these side-trips from Positano: Villa Enrichetta (in Piano di Sorrento), Ravello (Ravello-Minori Walk, Duomo di Ravello, &more) and Massa Lubrense (Cala di Mitigliano, Marina of Lobra, &more). There's much more to do: take your sightseeing to a higher altitude at Monte Faito e Panorama, take in the spiritual surroundings of Church of Santa Maria Assunta, enjoy the sand and surf at Bikini Beach, and pause for some serene contemplation at Cloister del Paradiso.

To see ratings, maps, where to stay, and tourist information, you can read our Positano trip itinerary tool.

Lisbon, Portugal to Positano is an approximately 9-hour combination of flight and ferry. You can also drive; or do a combination of train and taxi. The time zone difference moving from Western European Standard Time (WET) to Central European Standard Time (CET) is 1 hour. Traveling from Lisbon in August, plan for somewhat warmer nights in Positano, with lows around 26°C. Finish your sightseeing early on the 8th (Sat) so you can drive to Rome.

Things to do in Positano

Outdoors · Historic Sites · Parks

Side Trips

Amalfi, Massa Lubrense, Sorrento, Ravello, Vico Equense
Find places to stay Aug 1 — 8:
Highlights from your plan
Ceramiche d'Arte Carmela ©
Ceramiche d'Arte Carmela
Baia di Ieranto ©
Baia di Ieranto
Monastero di San Paolo ©
Monastero di San Paolo

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 Necropoli della Banditaccia. Get some historical perspective at Baldacchino di San Pietro, di Bernini and Old Town. Venture out of the city with trips to Rovine Canale Monterano (in Canale Monterano), Museo Storico dell'Aeronautica Militare (in Vigna di Valle) and Terracina (Foro Emiliano & Cattedrale di Terracina). There's lots more to do: explore the world behind art at Palazzo Colonna - Galleria Colonna, 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 38°C, while at night they dip to 24°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
Find places to stay Aug 8 — 16:
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 Casa del Maestri Comacini. Chiesa di Santa Maria Maggiore and Santuario di Rivotorto 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 20°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
Find places to stay Aug 16 — 20:
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 Museo della Grafica. Eschew the tourist crowds and head to Chiesa di Santa Caterina d'Alessandria and Arsenale. There's much more to do: contemplate the long history of Pisa Central Station, get curious at Orto e Museo Botanico di Pisa, take in the architecture and atmosphere at Chiesa di Sant'Antonio Abate, and make a trip to Porta Santa Maria.

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

Traveling by car from Assisi to Pisa takes 3 hours. Alternatively, you can take a train; or take a bus. August in Pisa sees daily highs of 35°C and lows of 20°C at night. Wrap up your sightseeing on the 25th (Tue) to allow time to drive to Florence.

Things to do in Pisa

Historic Sites · Museums · Breweries & Distilleries
Find places to stay Aug 20 — 25:
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 Florence American Cemetery and Memorial. Get a sense of the local culture at Corridoio Vasariano and Palazzo Strozzi. Next up on the itinerary: examine the collection at Cappella Brancacci, take in the spiritual surroundings of Chiesa di Santa Maria del Carmine, engage your brain at Museo di Storia Naturale - La Specola, and browse the exhibits of Convento di San Francesco.

To see traveler tips, maps, more things to do, and more tourist information, you can read our Florence road trip site.

Traveling by car from Pisa to Florence takes 1.5 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 35°C in August, and nighttime lows around 20°C. Wrap up your sightseeing on the 2nd (Wed) early enough to drive to Venice.

Things to do in Florence

Museums · Historic Sites · Childrens Museums

Side Trips

Florence American Cemetery and Memorial, Convento di San Francesco
Find places to stay Aug 25 — Sep 2:
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 Ca' Pesaro Galleria Internazionale d'Arte Moderna and Palazzo Fortuny (Pesaro degli Orfei). Deepen your sense of the past at sights like Chiesa dei Santi Geremia e Lucia and Chiesa di San Zaccaria. Next up on the itinerary: take in the spiritual surroundings of Chiesa San Simeon Piccolo, get to know the fascinating history of Via Garibaldi, browse the collection at Museo Querini Stampalia, 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 29°C and lows of 17°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
Find places to stay Sep 2 — 10:
Highlights from your plan
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 Arche Scaligere for their historical value. You'll explore the less-touristy side of things at Giardino Giusti and Arca di Cansignorio. There's still lots to do: take in the architecture and atmosphere at The Church of Sant'Eufemia, make a trip to Arco dei Gavi, delve into the distant past at Area Archeologica di Corte Sgarzerie, and steep yourself in history at Romeo's House (Casa di Romeo).

To see maps, photos, ratings, and other tourist information, refer to the Verona online travel planner.

You can drive from Venice to Verona in 1.5 hours. Alternatively, you can take a bus; or take a shuttle. In September in Verona, expect temperatures between 30°C during the day and 17°C at night. Finish your sightseeing early on the 17th (Thu) to allow enough time to drive to Cremona.

Things to do in Verona

Historic Sites · Museums · Parks
Find places to stay Sep 10 — 17:
Highlights from your plan
San Fermo Maggiore, Verona ©
San Fermo Maggiore, Verona
I Portoni della Bra ©
I Portoni della Bra
The Church of Sant'Eufemia ©
The Church of Sant'Eufemia

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, then pause 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, then take in the spiritual surroundings of Chiesa di San Luca, then pause for some serene contemplation at Chiesa di Sant'Ilario, and finally take in the architecture and atmosphere at Chiesa di Santa Rita.

To see ratings, other places to visit, photos, and more tourist information, you can read our Cremona tour itinerary maker.

Traveling by car from Verona to Cremona takes 1.5 hours. Alternatively, you can take a shuttle; or take a train. September in Cremona sees daily highs of 28°C and lows of 15°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
Find places to stay Sep 17 — 19:
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 Church of San Giorgio al Palazzo. 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 28°C in September, and nighttime lows around 16°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
Find places to stay Sep 19 — 22:
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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