36 days in Italy Itinerary

36 days in Italy Itinerary

Created using Inspirock Italy trip itinerary planner

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Route & dates

Start: Tel Aviv
Fly:  7 h 15 min
1
Venice
— 4 nights
Bus:  1 h 30 min
2
Verona
— 3 nights
Train:  1 h 45 min
3
Florence
— 5 nights
Bus:  1 h 15 min
4
Siena
— 4 nights
Drive:  1 h 45 min
5
Assisi
— 4 nights
Drive:  2 h 15 min
6
Rome
— 5 nights
Drive:  3 h 15 min
7
Positano
— 5 nights
Bus:  1 h 30 min
8
Naples
— 5 nights
Fly:  6 h 15 min
End: Tel Aviv

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.
Change things up with a short trip to Scrovegni Chapel in Padua (about 54 minutes away). Next up on the itinerary: explore the activities along Canal Grande, admire the masterpieces at Peggy Guggenheim Collection, snap pictures at Ponte di Rialto, and don't miss a visit to Piazza San Marco.

To see where to stay, reviews, other places to visit, and more tourist information, use the Venice trip itinerary planning website.

Tel Aviv, Israel to Venice is an approximately 7- hour flight. You can also do a combination of flight and train; or do a combination of flight and shuttle. Traveling from Tel Aviv to Venice, you'll gain 1 hour due to the time zone difference. In May, Venice is slightly colder than Tel Aviv - with highs of 26°C and lows of 15°C. Finish up your sightseeing early on the 7th (Fri) so you can catch the bus to Verona.

Things to do in Venice

Historic Sites Museums Tours

Side Trip

Scrovegni Chapel
Find places to stay May 3 — 7:
Highlights from your plan
Canal Grande ©
Canal Grande
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

3
nights
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: take in the spiritual surroundings of Basilica di San Zeno Maggiore, see the grandeur of opera at Arena di Verona, don't miss a visit to Piazza delle Erbe, and head outdoors with King Rock arrampicata.

To see photos, more things to do, other places to visit, and more tourist information, read our Verona day trip planner.

Getting from Venice to Verona by bus takes about 1.5 hours. Other options: drive; or take a shuttle. In May, daytime highs in Verona are 27°C, while nighttime lows are 13°C. Wrap up your sightseeing on the 10th (Mon) early enough to take a train to Florence.

Things to do in Verona

Tours Historic Sites Neighborhoods
Find places to stay May 7 — 10:
Highlights from your plan
Food Tours
Basilica di San Zeno Maggiore ©
Basilica di San Zeno Maggiore
Arena di Verona ©
Arena di Verona

5
nights
Florence

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Florence is known for museums, historic sites, and shopping. Your plan includes some of its best attractions: make a trip to Piazzale Michelangelo, see the interesting displays at Pitti Palace, get a sense of history and politics at Palazzo Vecchio, and admire the masterpieces at Florence Academy of Fine Arts.

To see maps, ratings, photos, and other tourist information, go to the Florence trip builder app.

Getting from Verona to Florence by train takes about 2 hours. Other options: drive; or take a bus. In May, daytime highs in Florence are 25°C, while nighttime lows are 13°C. Finish up your sightseeing early on the 15th (Sat) so you can catch the bus to Siena.

Things to do in Florence

Historic Sites Tours Museums
Find places to stay May 10 — 15:
Highlights from your plan
Food Tours
Piazzale Michelangelo ©
Piazzale Michelangelo
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts

4
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: Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate) and Mate Winery (in Montalcino). There's lots more to do: make a trip to Piazza del Campo, get lost in a book at Biblioteca Piccolomini, indulge your senses at some of the top wineries in the area, and ponder the world of politics at Palazzo Pubblico and Museo Civico.

For other places to visit, photos, and other tourist information, use the Siena trip planner.

Traveling by bus from Florence to Siena takes 1.5 hours. Alternatively, you can drive; or take a train. Expect a daytime high around 27°C in May, and nighttime lows around 13°C. Finish your sightseeing early on the 19th (Wed) so you can drive to Assisi.

Things to do in Siena

Historic Sites Tours Wineries

Side Trip

Montalcino
Find places to stay May 15 — 19:
Highlights from your plan
Wine Tours & Tastings
Piazza del Campo ©
Piazza del Campo
Scuola di Cucina di Lella ©
Scuola di Cucina di Lella

4
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: Piana di Castelluccio di Norcia (in Castelluccio di Norcia), Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti (in Perugia) and Montioni Frantoio e Cantina (in Montefalco). The adventure continues: pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, steep yourself in history at San Damiano, step into the grandiose world of Rocca Maggiore, and see the interesting displays at Museo della Porziuncola.

To see photos, where to stay, ratings, and tourist information, go to the Assisi route planner.

Traveling by car from Siena to Assisi takes 2 hours. Alternatively, you can take a bus; or take a train. In May in Assisi, expect temperatures between 26°C during the day and 13°C at night. Cap off your sightseeing on the 23rd (Sun) early enough to go by car to Rome.

Things to do in Assisi

Historic Sites Wineries Museums

Side Trips

Perugia, Piana di Castelluccio di Norcia, Montioni Frantoio e Cantina
Find places to stay May 19 — 23:
Highlights from your plan

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.
Step out of Rome with an excursion to Villa d'Este in Tivoli--about 48 minutes away. There's much more to do: steep yourself in history at Colosseum, delve into the distant past at Palatine Hill, explore the galleries of Vatican Museums, and indulge in some culinary diversions at a local gastronomic tour.

To find more things to do, maps, and more tourist information, read our Rome trip planner.

You can drive from Assisi to Rome in 2.5 hours. Alternatively, you can take a train; or take a bus. Plan for somewhat warmer nights when traveling from Assisi in May since evenings lows in Rome dip to 17°C. Cap off your sightseeing on the 28th (Fri) early enough to go by car to Positano.

Things to do in Rome

Historic Sites Museums Tours

Side Trips

Vatican City, Villa d'Este
Find places to stay May 23 — 28:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

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.
Change things up with these side-trips from Positano: Ravello (Villa Cimbrone Gardens, Villa Rufolo, &more), Tramonti (Giardino Segreto dell'Anima & Monte Finestra) and Amalfi (Duomo di Sant'Andrea & Museo della Carta). There's lots more to do: get great views at Il Sentiero Degli Dei, appreciate the views at Valle dei Mulini, steep yourself in history at Santa Maria de Olearia, and Head underground at Grotte di Suppraiano.

For traveler tips, maps, and more tourist information, refer to the Positano itinerary planner.

You can drive from Rome to Positano in 3.5 hours. Alternatively, you can do a combination of train, subway, and bus; or take a bus. In May, plan for daily highs up to 27°C, and evening lows to 18°C. Cap off your sightseeing on the 2nd (Wed) early enough to catch the bus to Naples.

Things to do in Positano

Outdoors Parks Historic Sites

Side Trips

Ravello, Amalfi, Praiano, Tramonti, Santa Maria de Olearia
Find places to stay May 28 — Jun 2:
Highlights from your plan
Ceramiche Cosmolena di Margherita di Palma ©
Ceramiche Cosmolena di Margherita di Palma
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei

5
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. You'll find plenty of places to visit near Naples: Salerno (Speed Boats Tours, Cilento, &more), Chiesa San Pietro Apostolo (in Cetara) and Vietri sul Mare (Sol’Art Ceramiche, Villa Comunale, &more). There's lots more to do: delve into the distant past at Pompeii Archaeological Park, admire the masterpieces at Museo Cappella Sansevero, see the interesting displays at Museo Archeologico Nazionale di Napoli, and engage your brain at MUSA - Museo Universitario delle Scienze e delle Arti.

For photos, where to stay, and more tourist information, you can read our Naples attractions site.

You can take a bus from Positano to Naples in 1.5 hours. Other options are to drive; or do a combination of bus and subway. In June in Naples, expect temperatures between 32°C during the day and 22°C at night. Cap off your sightseeing on the 7th (Mon) early enough to travel back home.

Things to do in Naples

Historic Sites Museums Outdoors

Side Trips

Salerno, Vietri sul Mare, Chiesa San Pietro Apostolo, Pompeii Archaeological Park
Find places to stay Jun 2 — 7:
Highlights from your plan
Le Vigne di Raito ©
Le Vigne di Raito
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Museo Archeologico Nazionale di Napoli ©
Museo Archeologico Nazionale di Napoli

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