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 admire the striking features of Doge's Palace.

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. 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
Piazza San Marco ©
Piazza San Marco
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: see the grandeur of opera at Arena di Verona, take in the spiritual surroundings of Basilica di San Zeno Maggiore, don't miss a visit to Piazza delle Erbe, and indulge in some culinary diversions at a local gastronomic tour.

To find more things to do, photos, traveler tips, and more tourist information, read Verona trip planner.

Traveling by bus from Venice to Verona takes 1.5 hours. Alternatively, you can drive; or take a shuttle. In May, daily temperatures in Verona can reach 27°C, while at night they dip to 13°C. Cap off your sightseeing on the 10th (Mon) early enough to catch the 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
Arena di Verona ©
Arena di Verona
Basilica di San Zeno Maggiore ©
Basilica di San Zeno Maggiore

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, admire the striking features of Campanile di Giotto, indulge your senses at some of the top wineries in the area, 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: Mate Winery (in Montalcino) and Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate). There's lots more to do: awaken your taste buds at some of the top wineries in the area, ponder the world of politics at Palazzo Pubblico and Museo Civico, admire the masterpieces at Museo dell'Opera Metropolitana, and get lost in a book at Biblioteca Piccolomini.

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
Scuola di Cucina di Lella ©
Scuola di Cucina di Lella
Piazza del Campo ©
Piazza del Campo

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: Montioni Frantoio e Cantina (in Montefalco), Piana di Castelluccio di Norcia (in Castelluccio di Norcia) and Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti (in Perugia). 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

Wineries Historic Sites Museums

Side Trips

Perugia, Montioni Frantoio e Cantina, Piana di Castelluccio di Norcia
Find places to stay May 19 — 23:
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.
Step out of Rome with an excursion to Villa d'Este in Tivoli--about 48 minutes away. Next up on the itinerary: contemplate the long history of Colosseum, explore the world behind art at Galleria Borghese, browse the exhibits of Vatican Museums, and don't miss a visit to Roman Forum.

To find where to stay, more things to do, other places to visit, and more tourist information, refer to the Rome holiday planner.

You can drive from Assisi to Rome in 2.5 hours. Other options are to take a train; or take a bus. Expect somewhat warmer evenings in Rome when traveling from Assisi in May, with lows around 17°C. Wrap up your sightseeing on the 28th (Fri) to allow time to drive 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: see what you can catch with a fishing tour, take in the pleasant sights at Positano, steep yourself in history at Santa Maria de Olearia, and head outdoors with I Suoni degli Dei - Pelagos.

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
Fishing Charters & Tours
Fornillo ©
Fornillo

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). And it doesn't end there: explore the ancient world of Pompeii Archaeological Park, don't miss a visit to Miglio Sacro, learn about all things military at Galleria Borbonica, and admire the masterpieces at Museo Cappella Sansevero.

For reviews, traveler tips, other places to visit, and tourist information, go to the Naples trip planner.

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. Finish your sightseeing early on the 7th (Mon) to allow enough time to travel back home.

Things to do in Naples

Historic Sites Museums Outdoors

Side Trips

Salerno, Vietri sul Mare, Pompeii Archaeological Park, Chiesa San Pietro Apostolo
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
Speed Boats Tours

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