33 days in Italy Itinerary

33 days in Italy Itinerary

Created using Inspirock Italy attractions planner

Plan created by another user. Make it yours

Route & dates

1
Rome
— 4 nights
2
Salerno
— 4 nights
3
Positano
— 4 nights
4
Assisi
— 3 nights
5
Siena
— 4 nights
6
Florence
— 4 nights
7
Verona
— 4 nights
8
Venice
— 4 nights

4
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 Piazza Navona. Satisfy your inner culture vulture at Pantheon and Galleria Borghese. Explore Rome's surroundings by going to Tivoli (Villa Adriana & Villa d'Este). Next up on the itinerary: steep yourself in history at St. Peter's Basilica, take in the spiritual surroundings of Cupola di San Pietro, don't miss a visit to Trevi Fountain, and take an unorthodox tour of Catacombs of Saint Callixtus.

To see reviews, traveler tips, other places to visit, and more tourist information, you can read our Rome trip maker site.

Philadelphia, USA to Rome is an approximately 14-hour flight. Traveling from Philadelphia to Rome, you'll lose 6 hours due to the time zone difference. In September in Rome, expect temperatures between °F during the day and °F at night. Wrap up your sightseeing on the 6th (Sun) early enough to drive to Salerno.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trips

Vatican City, Tivoli
Find places to stay Sep 1 — 6:
Highlights from your plan
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica
Vatican Museums
Vatican Museums

4
nights
Salerno

Salerno ©
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 Cappella Sant'Angelo all'Ospedale are in your itinerary. Get some cultural insight at Paestum Ruins and Ceramiche Cosmolena di Margherita di Palma. Change things up with these side-trips from Salerno: Convento di Santa Maria a Castro (in Praiano), Tramonti (Chiesa San Felice di Tenna & Societa Agricola Tenuta San Francesco - S.R.L.) and Ravello (Convento Frati Minori Conventuali S.Francesco & Ravello - Atrani Walk). The adventure continues: enjoy the sand and surf at Spiaggia di castiglione, contemplate in the serene atmosphere at Arciconfraternita della Santissima Annunziata e del Santissimo Rosario, pause for some serene contemplation at Duomo di Salerno, and trek along Sentiero dei Limoni.

To see reviews, more things to do, other places to visit, and other tourist information, read Salerno trip planning tool.

You can drive from Rome to Salerno in 3 hours. Alternatively, you can take a train; or take a bus. Traveling from Rome in September, Salerno is somewhat warmer at night with lows of °F. Wrap up your sightseeing on the 10th (Thu) early enough to drive to Positano.

Things to do in Salerno

Historic Sites Outdoors Parks

Side Trips

Ravello, Maiori, Vietri sul Mare, Minori, Tramonti
Find places to stay Sep 6 — 10:
Highlights from your plan
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Paestum Ruins ©
Paestum Ruins
Spiaggia di castiglione ©
Spiaggia di castiglione

4
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.
Popular historic sites such as Villa Rufolo and Duomo di Sant'Andrea 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: Museo della Carta (in Amalfi), Collegiate Santa Maria Maddalena (in Atrani) and Ravello (Le Ville di Ravello, Duomo di Ravello, &more). The adventure continues: get interesting insight from Tours, contemplate in the serene atmosphere at Cloister del Paradiso, Head underground at Grotta dello Smeraldo, and pause for some serene contemplation at Chiesa dell'Annunziata.

For traveler tips, other places to visit, ratings, and tourist information, read Positano trip itinerary planning website.

Drive from Salerno to Positano in 1.5 hours. Alternatively, you can ride a ferry; or do a combination of train and taxi. In September, plan for daily highs up to °F, and evening lows to °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

Side Trips

Ravello, Amalfi, Conca dei Marini, Scala, Collegiate Santa Maria Maddalena
Find places to stay Sep 10 — 14:
Highlights from your plan
Duomo di Ravello ©
Duomo di Ravello
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Villa Rufolo ©
Villa Rufolo

3
nights
Assisi

Assisi ©
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 Azienda Agraria Saio. Deepen your sense of the past at sights like Eremo delle Carceri and Rocca Maggiore. Get out of town with these interesting Assisi side-trips: Montioni Frantoio e Cantina (in Montefalco) and Castello Monte Vibiano Vecchio (in Mercatello). The adventure continues: do a tasting at Tili Vini Societa Agricola, take in the spiritual surroundings of San Damiano, take in the architecture and atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola, and get to know the fascinating history of Centro Storico di Assisi.

For ratings, other places to visit, where to stay, and tourist information, go to the Assisi trip itinerary planner.

Drive from Positano to Assisi in 5 hours. Alternatively, you can do a combination of bus, subway, and train; or take a bus. Traveling from Positano in September, plan for a bit cooler nights in Assisi, with lows around °F. Finish up your sightseeing early on the 17th (Thu) so you can go by car to Siena.

Things to do in Assisi

Historic Sites Wineries Museums

Side Trips

Montioni Frantoio e Cantina, Castello Monte Vibiano Vecchio
Find places to stay Sep 14 — 17:
Highlights from your plan
Castello Monte Vibiano Vecchio ©
Castello Monte Vibiano Vecchio
Eremo delle Carceri ©
Eremo delle Carceri

4
nights
Siena

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Duomo di Siena and Palazzo Pubblico and Museo Civico will appeal to history buffs. Your cultural itinerary includes sights like Wine Tours & Tastings and Fattoria di Montemaggio. Get out of town with these interesting Siena side-trips: Castello di Monterinaldi (in Radda in Chianti), La Casa di Bricciano - Azienda Agricola Biologica - Organic winery (in Gaiole in Chianti) and Fattoria Casa Sola (in Barberino Val d'Elsa). There's still lots to do: do a tasting at Podere La Marronaia- Sosta Alle Colonne, admire the masterpieces at Museo dell'Opera Metropolitana, contemplate the long history of Battistero di San Giovanni, and take in panoramic vistas at Torre del Mangia.

To find where to stay, maps, and other tourist information, use the Siena trip maker.

Traveling by car from Assisi to Siena takes 2 hours. Alternatively, you can take a bus; or take a train. In September, daytime highs in Siena are °F, while nighttime lows are °F. Cap off your sightseeing on the 21st (Mon) early enough to go by car to Florence.

Things to do in Siena

Historic Sites Wineries Museums

Side Trips

Radda in Chianti, Podere La Marronaia- Sosta Alle Colonne, La Casa di Bricciano - Azienda Agricola Biologica - Organic winery, Fattoria Casa Sola
Find places to stay Sep 17 — 21:
Highlights from your plan
Wine Tours & Tastings
Duomo di Siena ©
Duomo di Siena
Castello di Monterinaldi ©
Castello di Monterinaldi

4
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 Cathedral of Santa Maria del Fiore and Piazza del Duomo. Satisfy your inner culture vulture at Piazzale Michelangelo and Castello del Trebbio. There's lots more to do: admire the masterpieces at Florence Academy of Fine Arts, snap pictures at Ponte Vecchio, get a sense of history and politics at Palazzo Vecchio, and indulge in some culinary diversions at a local gastronomic tour.

To see more things to do, where to stay, traveler tips, and more tourist information, read Florence visit planning tool.

You can drive from Siena to Florence in 1.5 hours. Other options are to take a bus; or take a train. In September, plan for daily highs up to °F, and evening lows to °F. Cap off your sightseeing on the 25th (Fri) early enough to catch the train to Verona.

Things to do in Florence

Historic Sites Museums Wineries

Side Trip

Castello del Trebbio
Find places to stay Sep 21 — 25:
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
Piazzale Michelangelo ©
Piazzale Michelangelo

4
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.
Satisfy your inner culture vulture at Arena di Verona and Basilica di San Zeno Maggiore. Your inner history buff will appreciate Piazza delle Erbe and Piazzale Castel San Pietro. There's lots more to do: steep yourself in history at Museo di Castelvecchio, pause for some serene contemplation at San Fermo Maggiore, Verona, do a tasting at Bertani, and examine the collection at Casa di Giulietta.

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 °F during the day and °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
Find places to stay Sep 25 — 29:
Highlights from your plan
Arena di Verona ©
Arena di Verona
Piazza delle Erbe ©
Piazza delle Erbe
Basilica di San Zeno Maggiore ©
Basilica di San Zeno Maggiore

4
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.
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 bus; or take a shuttle. In September in Venice, expect temperatures between °F during the day and °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

Side Trip

Padua
Find places to stay Sep 29 — Oct 3:
Highlights from your plan
Basilica di San Marco
Basilica di San Marco
Piazza San Marco ©
Piazza San Marco
Doge's Palace ©
Doge's Palace

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