33 days in Italy Itinerary

33 days in Italy Itinerary

Created using Inspirock Italy attractions planner

Plan created by another user. Make it yours
Fly
1
Rome
— 4 nights
Drive
2
Salerno
— 4 nights
Drive
3
Positano
— 4 nights
Drive
4
Assisi
— 3 nights
Drive
5
Siena
— 4 nights
Drive
6
Florence
— 4 nights
Train
7
Verona
— 4 nights
Drive
8
Venice
— 4 nights
Fly

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4
nights
Rome

Eternal City

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 Pantheon. Satisfy your inner culture vulture at St. Peter's Basilica and Roman Forum. Explore Rome's surroundings by going to Tivoli (Villa Adriana & Villa d'Este). There's still lots to do: admire the local landmark of Trevi Fountain, don't miss a visit to Spanish Steps, explore the world behind art at Galleria Borghese, and delve into the distant past at Catacombs of Saint Callixtus.

For traveler tips, reviews, maps, and other tourist information, read our Rome driving holiday planner.

Philadelphia, USA to Rome is an approximately 14-hour flight. The time zone changes from Eastern Standard Time to Central European Standard Time, which is usually a 6 hour difference. In September, plan for daily highs up to 81°F, and evening lows to 60°F. Wrap up your sightseeing on the 6th (Sun) early enough to drive to Salerno.

Things to do in Rome

Historic Sites · Museums · Neighborhoods · Parks

Side Trips

Find places to stay Sep 1 — 6:

4
nights
Salerno

Unspoilt Gem of the Amalfi Coast

While often overshadowed by the Amalfi Coast's array of quaint villages, Salerno has become one of the region's main areas for culture and entertainment, while remaining relatively unmarked by tourism.
Popular historic sites such as Pompeii Archaeological Park and Castello di San Nicola de Thoro-Plano are in your itinerary. Get some cultural insight at Paestum Ruins and Convento di Santa Maria a Castro. Change things up with these side-trips from Salerno: Tramonti (Chiesa San Felice di Tenna & Societa Agricola Tenuta San Francesco - S.R.L.), Maiori (Chiesa di San Francesco & Sentiero dei Limoni) and Ravello (Convento Frati Minori Conventuali S.Francesco, Ravello - Atrani Walk, &more). There's much more to do: enjoy the sand and surf at Spiaggia di castiglione, contemplate in the serene atmosphere at Arciconfraternita della Santissima Annunziata e del Santissimo Rosario, take in the architecture and atmosphere at Chiesa di Sant'Agostino, and stroll through Spiaggia Di Minori.

For where to stay and tourist information, read Salerno day trip planning site.

Traveling by car from Rome to Salerno takes 3 hours. Alternatively, you can take a train; or take a bus. Plan for a bit warmer nights when traveling from Rome in September since evenings lows in Salerno dip to 70°F. Finish your sightseeing early on the 10th (Thu) to allow enough time to drive to Positano.

Things to do in Salerno

Historic Sites · Parks · Outdoors · Beaches

Side Trips

Find places to stay Sep 6 — 10:

4
nights
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.
Popular historic sites such as Villa Rufolo and Chiesa dell'Annunziata are in your itinerary. Get in touch with nature at Fornillo and Lido di Ravello. You'll find plenty of places to visit near Positano: Amalfi (Cloister del Paradiso, Duomo di Sant'Andrea, &more), Collegiate Santa Maria Maddalena (in Atrani) and Ravello (Le Ville di Ravello, Duomo di Ravello, &more). There's still lots to do: take a memorable tour with Tours, take in the dramatic natural features at Monte Cerreto, take in the architecture and atmosphere at Chiesa di San Pancrazio Martire, and take in the spiritual surroundings of Cattedrale di San Lorenzo.

To see more things to do, traveler tips, where to stay, and other tourist information, you can read our Positano visit planner.

Drive from Salerno to Positano in 1.5 hours. Alternatively, you can do a combination of train and taxi; or ride a ferry. In September, plan for daily highs up to 80°F, and evening lows to 68°F. Wrap up your sightseeing on the 14th (Mon) to allow time to drive to Assisi.

Things to do in Positano

Outdoors · Parks · Historic Sites · Beaches

Side Trips

Find places to stay Sep 10 — 14:

3
nights
Assisi

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Get a sense of the local culture at Basilica Papale e Sacro Convento di San Francesco d'Assisi and Tili Vini Societa Agricola. Visit Eremo delle Carceri and Oratorio dei Pellegrini for their historical value. Change things up with these side-trips from Assisi: Montioni Frantoio e Cantina (in Montefalco) and Castello Monte Vibiano Vecchio (in Mercatello). The adventure continues: learn about winemaking at Azienda Agraria Saio, contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola, pause for some serene contemplation at Basilica di Santa Chiara, and explore the galleries of Roman Forum and Archaeological Museum.

For traveler tips, more things to do, reviews, and more tourist information, go to the Assisi road trip planner.

Drive from Positano to Assisi in 5 hours. Alternatively, you can do a combination of bus and train; or take a bus. Traveling from Positano in September, you can expect nighttime temperatures to be a bit cooler in Assisi, with lows of 57°F. Wrap up your sightseeing on the 17th (Thu) early enough to drive to Siena.

Things to do in Assisi

Historic Sites · Wineries · Museums · Shopping

Side Trips

Find places to stay Sep 14 — 17:

4
nights
Siena

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Duomo di Siena and Centro Storico di Siena will appeal to history buffs. Your cultural itinerary includes sights like Wine Tours & Tastings and Fattoria Casa Sola. Get out of town with these interesting Siena side-trips: La Casa di Bricciano - Azienda Agricola Biologica - Organic winery (in Gaiole in Chianti), Radda in Chianti (Fattoria di Montemaggio & Castello di Monterinaldi) and Podere La Marronaia- Sosta Alle Colonne (in San Gimignano). There's much more to do: get a sense of history and politics at Palazzo Pubblico and Museo Civico, appreciate the extensive heritage of Contrada della Torre, take in panoramic vistas at Torre del Mangia, and pause for some serene contemplation at Basilica Cateriniana San Domenico.

To find more things to do, reviews, ratings, and more tourist information, use the Siena travel planning website.

Drive from Assisi to Siena in 2 hours. Alternatively, you can take a bus; or take a train. In September, plan for daily highs up to 81°F, and evening lows to 61°F. Finish your sightseeing early on the 21st (Mon) so you can drive to Florence.

Things to do in Siena

Historic Sites · Wineries · Museums · Tours

Side Trips

Find places to stay Sep 17 — 21:

4
nights
Florence

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Get some historical perspective at Cathedral of Santa Maria del Fiore and Campanile di Giotto. Satisfy your inner culture vulture at Piazzale Michelangelo and Castello del Trebbio. Next up on the itinerary: steep yourself in history at Basilica of Santa Croce, indulge in some culinary diversions at a local gastronomic tour, appreciate the extensive heritage of Piazza della Signoria, and take in nature's colorful creations at The Boboli Gardens.

Quickly create a custom-made itinerary for Florence using our trip planner.

Getting from Siena to Florence by car takes about 1.5 hours. Other options: take a bus; or take a train. In September, plan for daily highs up to 78°F, and evening lows to 59°F. Finish your sightseeing early on the 25th (Fri) to allow enough time to take a train to Verona.

Things to do in Florence

Historic Sites · Museums · Wineries · Shopping

Side Trip

Find places to stay Sep 21 — 25:

4
nights
Verona

City of Romeo and Juliet

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.
Satisfy your inner culture vulture at Arena di Verona and Casa di Giulietta. Your inner history buff will appreciate Piazza delle Erbe and Basilica di San Zeno Maggiore. There's lots more to do: steep yourself in history at Museo di Castelvecchio, pause for some serene contemplation at San Fermo Maggiore, Verona, indulge in some culinary diversions at a local gastronomic tour, and step into the grandiose world of Piazzale Castel San Pietro.

To find photos, more things to do, ratings, and tourist information, refer to the Verona sightseeing planner.

Traveling by train from Florence to Verona takes 2.5 hours. Alternatively, you can drive; or take a bus. In September in Verona, expect temperatures between 78°F during the day and 58°F at night. Wrap up your sightseeing on the 29th (Tue) early enough to drive to Venice.

Things to do in Verona

Historic Sites · Tours · Neighborhoods · Wineries
Find places to stay Sep 25 — 29:

4
nights
Venice

City of Romance

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.
Get outdoors at Canal Grande and Like a Venetian. Visit Piazza San Marco and Basilica di San Marco for their historical value. Explore Venice's surroundings by going to Padua (Casa Ezzelino, Scrovegni Chapel, &more). There's much more to do: examine the collection at Doge's Palace, snap pictures at Ponte dei Sospiri, pause for some serene contemplation at San Giorgio Maggiore, and explore the world behind art at Gallerie dell'Accademia.

For photos, traveler tips, reviews, and other tourist information, read our Venice trip itinerary planning app.

You can drive from Verona to Venice in 1.5 hours. Alternatively, you can take a shuttle; or take a bus. In September in Venice, expect temperatures between 77°F during the day and 59°F at night. Cap off your sightseeing on the 3rd (Sat) early enough to travel back home.

Things to do in Venice

Historic Sites · Museums · Outdoors · Tours

Side Trip

Find places to stay Sep 29 — Oct 3:

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.