44 days in Italy Itinerary

44 days in Italy Itinerary

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Route & dates

44 days in Italy Itinerary

Start: Tucson
Fly:  17 h 45 min
1
Venice
— 4 nights
Bus:  1 h 30 min
2
Verona
— 5 nights
Train:  1 h 15 min
3
Milan
— 2 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:  4 h 45 min
7
Positano
— 5 nights
Ferry:  1 h 30 min
8
Salerno
— 5 nights
Train:  1 h 45 min
9
Rome
— 6 nights
Fly + Bus:  18 h 45 min
End: Tucson

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 out of town with these interesting Venice side-trips: Padua (Museo del Precinema, Scrovegni Chapel, &more). And it doesn't end there: explore the activities along Canal Grande, take in the views from Ponte di Rialto, explore the world behind art at Gallerie dell'Accademia, and examine the collection at Doge's Palace.

To see traveler tips, maps, more things to do, and more tourist information, refer to the Venice trip maker site.

Tucson, USA to Venice is an approximately 18- hour flight. You can also do a combination of bus and flight; or do a combination of flight and train. Due to the time zone difference, you'll lose 8 hours traveling from Tucson to Venice. Traveling from Tucson in August, things will get little chillier in Venice: highs are around 85°F and lows about 66°F. Finish your sightseeing early on the 28th (Fri) so you can take a bus to Verona.

Things to do in Venice

Historic Sites Museums Parks

Side Trip

Padua
Find places to stay Aug 24 — 28:
Highlights from your plan
Canal Grande ©
Canal Grande
Basilica di San Marco
Basilica di San Marco
Piazza San Marco ©
Piazza San Marco

5
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.
Explore the numerous day-trip ideas around Verona: Cattedrale di Parma (in Parma), Acetaia Giuseppe Giusti (in Modena) and Villa Calicantus (in Calmasino). The adventure continues: see the grandeur of opera at Arena di Verona, contemplate in the serene atmosphere at Basilica di San Zeno Maggiore, take in the views from Ponte Scaligero (Ponte di Castelvecchio), and let the river carry you with a rafting and tubing tour.

For photos, maps, ratings, and more tourist information, go to the Verona road trip website.

You can take a bus from Venice to Verona in 1.5 hours. Other options are to drive; or take a shuttle. Expect a daytime high around 86°F in August, and nighttime lows around 64°F. Finish your sightseeing early on the 2nd (Wed) to allow enough time to take a train to Milan.

Things to do in Verona

Historic Sites Tours Wineries

Side Trips

Acetaia Giuseppe Giusti, Cattedrale di Parma, Villa Calicantus
Find places to stay Aug 28 — Sep 2:
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

2
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.
Kick off your visit on the 3rd (Thu): admire the striking features of Galleria Vittorio Emanuele II, then stroll the grounds of Monumental Cemetery, then look for gifts at Dep Design Store, and finally get outside with Aero Club Monte Cornizzolo. Get ready for a full day of sightseeing on the next day: admire the masterpieces at Pinacoteca Ambrosiana, then take in the architecture and atmosphere at Duomo di Milano, and then steep yourself in history at Castello Sforzesco.

To see ratings, maps, photos, and other tourist information, you can read our Milan sightseeing site.

You can take a train from Verona to Milan in 1.5 hours. Another option is to drive. September in Milan sees daily highs of 76°F and lows of 57°F at night. Wrap up your sightseeing on the 4th (Fri) to allow time to take a train to Florence.

Things to do in Milan

Historic Sites Shopping Museums

Side Trips

Dep Design Store, Aero Club Monte Cornizzolo
Find places to stay Sep 2 — 4:
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.
You'll find plenty of places to visit near Florence: Leaning Tower of Pisa (in Pisa) and Lucca (St Martin Cathedral & Le mura di Lucca). Next up on the itinerary: admire the masterpieces at Academy Of Florence Art Gallery, make a trip to Piazzale Michelangelo, contemplate the long history of Basilica of Santa Croce, and admire the landmark architecture of The Baptistery of St. John.

For other places to visit, maps, ratings, and other tourist information, read our Florence online route planner.

You can take a train from Milan to Florence in 2 hours. Alternatively, you can drive; or fly. In September in Florence, expect temperatures between 78°F during the day and 59°F at night. Wrap up your sightseeing on the 9th (Wed) early enough to take a bus to Siena.

Things to do in Florence

Historic Sites Museums Shopping

Side Trips

Lucca, Leaning Tower of Pisa
Find places to stay Sep 4 — 9:
Highlights from your plan
Art Gallery Studio Iguarnieri ©
Art Gallery Studio Iguarnieri
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
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: Famiglia Buccelletti Winery (in Castiglion Fiorentino), Podere Il Cocco (in Montalcino) and Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate). The adventure continues: don't miss a visit to Piazza del Campo, get a sense of history and politics at Palazzo Pubblico and Museo Civico, admire the masterpieces at Museo dell'Opera Metropolitana, and take in the spiritual surroundings of Battistero di San Giovanni.

For where to stay, photos, and more tourist information, you can read our Siena driving holiday planning app.

Traveling by bus from Florence to Siena takes 1.5 hours. Alternatively, you can drive; or take a train. In September, daytime highs in Siena are 81°F, while nighttime lows are 61°F. Finish up your sightseeing early on the 14th (Mon) so you can go by car to Assisi.

Things to do in Siena

Historic Sites Wineries Tours

Side Trips

Montalcino, Famiglia Buccelletti Winery, Batzella
Find places to stay Sep 9 — 14:
Highlights from your plan
Wine Tours & Tastings
Piazza del Campo ©
Piazza del Campo
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: Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti (in Perugia), Parco Nazionale dei Monti Sibillini (in Visso) and Piana di Castelluccio di Norcia (in Castelluccio di Norcia). There's still lots to do: take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, take in the spiritual surroundings of Basilica di Santa Maria degli Angeli - Porziuncola, learn about winemaking at Bibenda Assisi, and see the interesting displays at Museo della Porziuncola.

To see more things to do, ratings, and more tourist information, read Assisi itinerary site.

You can drive from Siena to Assisi in 2 hours. Alternatively, you can take a bus; or take a train. In September, plan for daily highs up to 78°F, and evening lows to 57°F. Cap off your sightseeing on the 19th (Sat) early enough to go by car to Positano.

Things to do in Assisi

Historic Sites Wineries Parks

Side Trips

Perugia, Parco Nazionale dei Monti Sibillini, Piana di Castelluccio di Norcia, Montioni Frantoio e Cantina, Lago di Pilato
Find places to stay Sep 14 — 19:
Highlights from your plan
Tili Vini Societa Agricola ©
Tili Vini Societa Agricola
Eremo delle Carceri ©
Eremo delle Carceri

5
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 find plenty of places to visit near Positano: Conca dei Marini (Lido Capo di Conca & Chiesa di San Pancrazio Martire), Amalfi (Duomo di Sant'Andrea & Museo della Carta) and Ravello (Ceramiche d'Arte Carmela, Duomo di Ravello, &more). The adventure continues: cool off at Fornillo, enjoy the sand and surf at Lido di Ravello, stroll through Bagni d'Arienzo Beach Club, Positano, and take in the spiritual surroundings of Church of Santa Maria Assunta.

For traveler tips, where to stay, ratings, and more tourist information, read our Positano trip website.

You can drive from Assisi to Positano in 5 hours. Other options are to do a combination of train and subway; or take a bus. Plan for somewhat warmer nights when traveling from Assisi in September since evenings lows in Positano dip to 68°F. Finish your sightseeing early on the 24th (Thu) to allow enough time to ride a ferry to Salerno.

Things to do in Positano

Parks Outdoors Historic Sites

Side Trips

Amalfi, Ravello, Praiano, Conca dei Marini, Sentiero dei Limoni
Find places to stay Sep 19 — 24:
Highlights from your plan
Fornillo ©
Fornillo
Boat Tours & Water Sports
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei

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.
Explore the numerous day-trip ideas around Salerno: Minori (Spiaggia Di Minori & Villa Romana e Antiquarium), Spiaggia di castiglione (in Castiglione) and Ravello (Le Ville di Ravello, Cappella Sant'Angelo all'Ospedale, &more). And it doesn't end there: do a tasting at Le Vigne di Raito, choose your vessel at Boat Rentals, step into the grandiose world of Castello di San Nicola de Thoro-Plano, and pause for some serene contemplation at Chiesa Di Santa Maria de Lama.

To see traveler tips, ratings, and more tourist information, refer to the Salerno day trip planning tool.

Traveling by ferry from Positano to Salerno takes 1.5 hours. Alternatively, you can do a combination of taxi and train; or drive. In September, daytime highs in Salerno are 79°F, while nighttime lows are 70°F. Finish your sightseeing early on the 29th (Tue) to allow enough time to take a train to Rome.

Things to do in Salerno

Outdoors Parks Historic Sites

Side Trips

Ravello, Cetara, Minori, Maiori, Vietri sul Mare
Find places to stay Sep 24 — 29:
Highlights from your plan
Le Vigne di Raito ©
Le Vigne di Raito
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Speed Boats Tours

6
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: explore the ancient world of Colosseum, take in the architecture and atmosphere at St. Peter's Basilica, admire the local landmark of Trevi Fountain, and admire the masterpieces at Galleria Borghese.

To see where to stay, more things to do, reviews, and tourist information, use the Rome trip planner.

Traveling by train from Salerno to Rome takes 2 hours. Alternatively, you can drive; or take a bus. Traveling from Salerno in September, expect slightly colder with lows of 60°F in Rome. Wrap up your sightseeing by early afternoon on the 5th (Mon) to allow enough time to travel back home.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Find places to stay Sep 29 — Oct 5:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

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