44 days in Italy Itinerary

44 days in Italy Itinerary

Created using Inspirock Italy attractions planner

This plan was created by another user. Make it your plan

Route & dates

Start: Newark
Fly:  11 h
1
Venice
— 4 nights
Bus:  1 h 30 min
2
Verona
— 4 nights
Train:  1 h 15 min
3
Milan
— 3 nights
Train:  1 h 45 min
4
Florence
— 5 nights
Bus:  1 h 15 min
5
Siena
— 5 nights
Drive:  1 h 45 min
6
Assisi
— 5 nights
Drive:  2 h 15 min
7
Rome
— 5 nights
Train:  1 h 45 min
8
Salerno
— 5 nights
Ferry:  1 h 30 min
9
Positano
— 6 nights
Drive + Fly:  15 h
End: Newark

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.
You'll find plenty of places to visit near Venice: Padua (Basilica of St. Anthony, Scrovegni Chapel, &more). And it doesn't end there: contemplate the waterfront views at Canal Grande, enjoy breathtaking views from St Mark's Campanile, don't miss a visit to Piazza San Marco, and admire the masterpieces at Gallerie dell'Accademia.

To find ratings, traveler tips, other places to visit, and other tourist information, refer to the Venice planning app.

Newark, USA to Venice is an approximately 11- hour flight. You can also do a combination of train and flight; or do a combination of flight and train. The time zone changes from Eastern Standard Time (EST) to Central European Standard Time (CET), which is usually a 6 hour difference. In September, daytime highs in Venice are 77°F, while nighttime lows are 59°F. Cap off your sightseeing on the 30th (Wed) early enough to catch the bus to Verona.

Things to do in Venice

Historic Sites Museums Nature

Side Trip

Padua
Highlights from your plan
Canal Grande ©
Canal Grande
Piazza San Marco ©
Piazza San Marco
Doge's Palace ©
Doge's Palace

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.
Verona is known for nightlife, historic sites, and museums. Your plan includes some of its best attractions: experience the emotional art of opera at Arena di Verona, make a trip to Piazza Bra, step into the grandiose world of Museo di Castelvecchio, and contemplate in the serene atmosphere at Basilica di San Zeno Maggiore.

To find other places to visit, ratings, and tourist information, go to the Verona attractions planner.

Traveling by bus from Venice to Verona takes 1.5 hours. Alternatively, you can drive; or take a shuttle. In September in Verona, expect temperatures between 78°F during the day and 58°F at night. Cap off your sightseeing on the 4th (Sun) early enough to catch the train to Milan.

Things to do in Verona

Historic Sites Outdoors Neighborhoods
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

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.
Get out of town with these interesting Milan side-trips: Santuario Del Ghisallo (in Magreglio) and Anything But Work (in Mandello del Lario). Next up on the itinerary: take in the architecture and atmosphere at Duomo di Milano, explore the historical opulence of Castello Sforzesco, indulge in some culinary diversions at a local gastronomic tour, and admire the landmark architecture of Galleria Vittorio Emanuele II.

To find photos, maps, ratings, and more tourist information, you can read our Milan online road trip planner.

You can take a train from Verona to Milan in 1.5 hours. Another option is to drive. In October, daily temperatures in Milan can reach 65°F, while at night they dip to 52°F. Finish your sightseeing early on the 7th (Wed) so you can take a train to Florence.

Things to do in Milan

Historic Sites Outdoors Trails

Side Trips

Santuario Del Ghisallo, Anything But Work
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana

5
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
When in Florence, make a side trip to see Leaning Tower of Pisa in Pisa, approximately Pisa away. The adventure continues: admire the masterpieces at Florence Academy of Fine Arts, appreciate the history behind Campanile di Giotto, admire the natural beauty at The Boboli Gardens, and snap pictures at Ponte Vecchio.

To see photos, more things to do, traveler tips, and other tourist information, read our Florence road trip planner.

You can take a train from Milan to Florence in 2 hours. Alternatively, you can drive; or fly. When traveling from Milan in October, plan for a bit warmer days and about the same nights in Florence: temperatures range from 71°F by day to 54°F at night. Finish up your sightseeing early on the 12th (Mon) so you can catch the bus to Siena.

Things to do in Florence

Historic Sites Museums Tours

Side Trip

Leaning Tower of Pisa
Highlights from your plan
Art Gallery Studio Iguarnieri ©
Art Gallery Studio Iguarnieri
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts
Piazzale Michelangelo ©
Piazzale Michelangelo

5
nights
Siena

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Get out of town with these interesting Siena side-trips: San Gimignano (Guardastelle Vineyard & Podere La Marronaia- Sosta Alle Colonne), Museo Diocesano (in Cortona) and Castiglion del Bosco (in Montalcino). The adventure continues: savor the flavors at Food & Drink, pause for some serene contemplation at Duomo di Siena, make a trip to Piazza del Campo, and do a tasting at Accademia del Buon Gusto.

Discover how to plan a Siena trip in just a few steps with Inspirock's itinerary builder.

You can take a bus from Florence to Siena in 1.5 hours. Alternatively, you can drive; or take a train. In October, daytime highs in Siena are 73°F, while nighttime lows are 56°F. Wrap up your sightseeing on the 17th (Sat) to allow time to drive to Assisi.

Things to do in Siena

Wineries Tours Museums

Side Trips

San Gimignano, Museo Diocesano, Fattoria di Montemaggio, Castiglion del Bosco, Fattoria Casa Sola
Highlights from your plan
Wine Tours & Tastings
Guardastelle Vineyard ©
Guardastelle Vineyard
Duomo di Siena ©
Duomo di Siena

5
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Change things up with these side-trips from Assisi: Montioni Frantoio e Cantina (in Montefalco), Vineria del Carmine (in La Bruna) and Lago di Pilato (in Montemonaco). Next up on the itinerary: pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, contemplate in the serene atmosphere at San Damiano, examine the collection at Museo della Porziuncola, and admire the masterpieces at Studio Moretti Caselli.

To see ratings, traveler tips, more things to do, and other tourist information, read Assisi trip maker website.

Traveling by car from Siena to Assisi takes 2 hours. Alternatively, you can take a bus; or take a train. Plan for slightly colder nights when traveling from Siena in October since evenings lows in Assisi dip to 51°F. Wrap up your sightseeing on the 22nd (Thu) to allow time to drive to Rome.

Things to do in Assisi

Historic Sites Wineries Parks

Side Trips

Perugia, Montioni Frantoio e Cantina, Lago di Pilato, Piana di Castelluccio di Norcia
Highlights from your plan
Azienda Agraria Saio ©
Azienda Agraria Saio
Tili Vini Societa Agricola ©
Tili Vini Societa Agricola

5
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Rome is known for historic sites, nightlife, and museums. Your plan includes some of its best attractions: delve into the distant past at Colosseum, don't miss a visit to Trevi Fountain, contemplate the long history of Palatine Hill, and pause for some serene contemplation at Pantheon.

For ratings, reviews, and tourist information, go to the Rome online journey planner.

Traveling by car from Assisi to Rome takes 2.5 hours. Alternatively, you can take a train; or take a bus. October in Rome sees daily highs of 73°F and lows of 55°F at night. Finish your sightseeing early on the 27th (Tue) so you can take a train to Salerno.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

5
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.
Change things up with these side-trips from Salerno: Ravello (Ceramiche Cosmolena di Margherita di Palma & Cappella Sant'Angelo all'Ospedale), Spiaggia di castiglione (in Castiglione) and Spiaggia Lannio (in Cetara). The adventure continues: take a tour by water with Boat Tours & Water Sports, get outside with Cilento, contemplate in the serene atmosphere at Arciconfraternita della Santissima Annunziata e del Santissimo Rosario, and don't miss a visit to Pompeii Archaeological Park.

To see ratings, maps, reviews, and other tourist information, use the Salerno travel route planning app.

Traveling by train from Rome to Salerno takes 2 hours. Alternatively, you can drive; or take a bus. Traveling from Rome in October, expect somewhat warmer with lows of 63°F in Salerno. Wrap up your sightseeing on the 1st (Sun) to allow time to ride a ferry to Positano.

Things to do in Salerno

Outdoors Beaches Historic Sites

Side Trips

Ravello, Maiori, Vietri sul Mare, Pompeii Archaeological Park, Monte Finestra
Highlights from your plan
Ceramiche Cosmolena di Margherita di Palma ©
Ceramiche Cosmolena di Margherita di Palma
Speed Boats Tours
Pompeii Archaeological Park ©
Pompeii Archaeological Park

6
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.
Change things up with these side-trips from Positano: Vivaio Ruoppo (in Sorrento), Ravello (San Giovanni del Toro, Villa Rufolo, &more) and Lido di Ravello (in Castiglione). There's lots more to do: get a new perspective on things with Boat Tours & Water Sports, enjoy the sand and surf at Fornillo, head outdoors with I Suoni degli Dei - Pelagos, and examine the collection at Museo della Carta.

To see maps, more things to do, and other tourist information, refer to the Positano day trip planner.

Traveling by ferry from Salerno to Positano takes 1.5 hours. Alternatively, you can do a combination of train and taxi; or drive. In November, plan for daily highs up to 64°F, and evening lows to 56°F. On the 7th (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Positano

Outdoors Parks Beaches

Side Trips

Ravello, Amalfi, Sorrento, Praiano, Spiaggia di Atrani
Highlights from your plan
Food Tours
Boat Tours & Water Sports
Fornillo ©
Fornillo

Similar Plans

45 days in Europe BY A USER FROM INDIA June, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife, popular & hidden gems Preferences: June, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 45 days in Europe BY A USER FROM INDIA June, culture, outdoors, relaxing, beaches, shopping, wildlife, popular & hidden gems Preferences: June, culture, outdoors, relaxing, beaches, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 46 days in Italy BY A USER FROM SAUDI ARABIA May, outdoors, relaxing, romantic, beaches, shopping, popular sights Preferences: May, outdoors, relaxing, romantic, beaches, shopping Attraction style: Popular sights Pace: Medium 45 days in Greece, Italy & Doha BY A USER FROM NEW ZEALAND August, culture, outdoors, historic sites, museums, popular & hidden gems Preferences: August, culture, outdoors, historic sites, museums Attraction style: Popular & hidden gems Pace: Medium 60 days in Italy BY A USER FROM BRAZIL March, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, popular sights Preferences: March, culture, outdoors, relaxing, romantic, historic sites, museums, shopping Attraction style: Popular sights Pace: Medium 9 days in Italy BY A USER FROM UNITED ARAB EMIRATES May, culture, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, slow & easy, popular & hidden gems Preferences: May, culture, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Slow & easy 24 days in Italy BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, hidden gems Preferences: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Hidden gems Pace: Medium 3 days in Italy BY A USER FROM SWITZERLAND April, teens, kids, culture, outdoors, relaxing, historic sites, museums, wildlife, slow & easy, hidden gems Preferences: April, teens, kids, culture, outdoors, relaxing, historic sites, museums, wildlife Attraction style: Hidden gems Pace: Slow & easy 10 days in Italy BY A USER FROM INDIA April, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, popular & hidden gems Preferences: April, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping Attraction style: Popular & hidden gems Pace: Medium 17 days in Italy BY A USER FROM CANADA May, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular & hidden gems Preferences: May, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Fast-paced 31 days in Italy BY A USER FROM ARMENIA March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems Preferences: March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 11 days in Italy BY A USER FROM UNITED ARAB EMIRATES March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights Preferences: March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular sights Pace: Medium
See more plans