42 days in Italy Itinerary

42 days in Italy Itinerary

Created using Inspirock Italy holiday builder

Make it your trip
Fly
1
Venice
— 5 nights
Drive
2
Verona
— 5 nights
Train
3
Florence
— 5 nights
Drive
4
Siena
— 5 nights
Drive
5
Assisi
— 4 nights
Drive
6
Ravello
— 5 nights
Drive
7
Naples
— 5 nights
Train
8
Rome
— 6 nights
Fly

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Venice

— 5 nights

City of Romance

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.
Let the collections at Doge's Palace and Gallerie dell'Accademia capture your imagination. Get some cultural insight at Piazza San Marco and Peggy Guggenheim Collection. Step out of Venice to go to Valdobbiadene and see PDC Cartizze, which is approximately 1h 15 min away. Next up on the itinerary: admire the striking features of Basilica di San Marco, take in the exciting artwork at Le Stanze Del Vetro, contemplate the waterfront views at Canal Grande, and shop like a local with Contini Art Gallery.

To see maps, photos, reviews, and tourist information, you can read our Venice online trip planner.

New York City, USA to Venice is an approximately 11.5-hour flight. You'll lose 6 hours traveling from New York City to Venice due to the time zone difference. Traveling from New York City in August, expect a bit cooler with lows of 66°F in Venice. Finish your sightseeing early on the 9th (Fri) so you can drive to Verona.

Things to do in Venice

Museums · Shopping · Historic Sites · Neighborhoods

Side Trip

Find places to stay Aug 3 — 9:

Verona

— 5 nights

City of Romeo and Juliet

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.
For shopping fun, head to Piazza delle Erbe or Fondazione Bisazza. Get some cultural insight at Arena di Verona and Casa di Giulietta. Venture out of the city with trips to Il Vittoriale degli Italiani (in Gardone Riviera), Villa Calicantus (in Calmasino) and Gardaland Park (in Castelnuovo del Garda). There's lots more to do: step into the grandiose world of Museo di Castelvecchio, take in the architecture and atmosphere at Cappella dei Notai, don't miss a visit to Piazza Bra, and learn about winemaking at Villa Mosconi Bertani.

For more things to do, other places to visit, maps, and tourist information, read our Verona travel site.

You can drive from Venice to Verona in 1.5 hours. Other options are to take a shuttle; or take a train. In August, plan for daily highs up to 86°F, and evening lows to 64°F. Finish up your sightseeing early on the 14th (Wed) so you can catch the train to Florence.

Things to do in Verona

Museums · Historic Sites · Theme Parks · Wineries

Side Trips

Find places to stay Aug 9 — 14:

Florence

— 5 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Give yourself a bit of retail therapy at M.G. Design and Art Gallery Studio Iguarnieri. Florence Academy of Fine Arts and Basilica di San Lorenzo will appeal to museum buffs. Get out of town with these interesting Florence side-trips: Castello del Trebbio (in Santa Brigida), Castello di Verrazzano (in Greve in Chianti) and Leaning Tower of Pisa (in Pisa). Next up on the itinerary: take in the architecture and atmosphere at Cathedral of Santa Maria del Fiore, take in the views from Ponte Vecchio, examine the collection at Pitti Palace, and take in panoramic vistas at Campanile di Giotto.

To find where to stay, ratings, traveler tips, and other tourist information, use the Florence trip planner.

Traveling by train from Verona to Florence takes 2.5 hours. Alternatively, you can drive. Expect a daytime high around 86°F in August, and nighttime lows around 64°F. Wrap up your sightseeing on the 19th (Mon) early enough to drive to Siena.

Things to do in Florence

Historic Sites · Wineries · Museums · Shopping

Side Trips

Find places to stay Aug 14 — 19:

Siena

— 5 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Get a sense of the local culture at Guardastelle Vineyard and Palazzo Pubblico and Museo Civico. Shop till you drop at San Quirico d'Orcia and Siena Tartufi. Venture out of the city with trips to Cascate del Mulino (in Saturnia), Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate) and Historic Centre of San Gimignano (in San Gimignano). Next up on the itinerary: pause for some serene contemplation at Duomo di Siena, indulge your senses at some of the top wineries in the area, get a taste of the local shopping with Silvia Tanganelli, and make a trip to Piazza del Campo.

To find photos, more things to do, traveler tips, and tourist information, go to the Siena road trip planning app.

Traveling by car from Florence to Siena takes 1.5 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 89°F in August, and nighttime lows around 67°F. Finish your sightseeing early on the 24th (Sat) so you can drive to Assisi.

Things to do in Siena

Wineries · Historic Sites · Tours · Shopping

Side Trips

Find places to stay Aug 19 — 24:

Assisi

— 4 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Museo della Porziuncola and Assisi Galleria 6C will appeal to museum buffs. Your cultural itinerary includes sights like Azienda Agraria Guerrieri and Basilica Papale e Sacro Convento di San Francesco d'Assisi. Change things up with these side-trips from Assisi: Civita di Bagnoregio (in Bagnoregio), Castello Monte Vibiano Vecchio (in Mercatello) and Casa del Cioccolato Perugina (in Perugia). There's lots more to do: do a tasting at Tili Vini Societa Agricola, get a taste of the local shopping with B.A.T. Assisi, explore the world behind art at Palazzo Ducale di Urbino, and step into the grandiose world of Rocca Maggiore.

To find maps, ratings, and tourist information, go to the Assisi online itinerary planner.

You can drive from Siena to Assisi in 2 hours. Other options are to take a bus; or take a train. Expect a daytime high around 88°F in August, and nighttime lows around 63°F. Wrap up your sightseeing on the 28th (Wed) to allow time to drive to Ravello.

Things to do in Assisi

Museums · Wineries · Historic Sites · Shopping

Side Trips

Find places to stay Aug 24 — 28:

Ravello

— 5 nights
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
For shopping fun, head to Ceramiche D'Arte Pascal or Ceramiche d'Arte Carmela. Get some cultural insight at Le Vigne di Raito and Duomo di Ravello. Get out of town with these interesting Ravello side-trips: Torre di Grado (in Praiano) and Positano (Il Sentiero Degli Dei, Fornillo, &more). Next up on the itinerary: see the interesting displays at Museo della Carta, enjoy the sand and surf at Spiaggia di castiglione, pause for some serene contemplation at Cappella Sant'Angelo all'Ospedale, and trek along Ravello - Atrani Walk.

For traveler tips, maps, reviews, and tourist information, read our Ravello route builder site.

You can drive from Assisi to Ravello in 5 hours. Alternatively, you can do a combination of train and taxi; or take a bus. Expect a bit warmer evenings in Ravello when traveling from Assisi in August, with lows around 76°F. Finish up your sightseeing early on the 2nd (Mon) so you can go by car to Naples.

Things to do in Ravello

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Find places to stay Aug 28 — Sep 2:

Naples

— 5 nights
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Do your shopping at Museodivino and Magazzini Fotografici. Pompeii Archaeological Park and Museo Cappella Sansevero are good opportunities to explore the local culture. You'll find plenty of places to visit near Naples: Maronti Beach (in Barano d'Ischia) and Castello Aragonese d'Ischia (in Ischia). There's still lots to do: contemplate the long history of Parco Acheologico di Ercolano, take in the waterfront activity at Santa Lucia, look for gifts at Cardine, and examine the collection at Museo Archeologico Nazionale di Napoli.

For ratings, where to stay, and more tourist information, refer to the Naples trip maker tool.

Traveling by car from Ravello to Naples takes 1.5 hours. Alternatively, you can take a bus. Traveling from Ravello in September, Naples is slightly colder at night with lows of 64°F. Wrap up your sightseeing on the 7th (Sat) early enough to take a train to Rome.

Things to do in Naples

Historic Sites · Museums · Shopping · Parks

Side Trips

Find places to stay Sep 2 — 7:

Rome

— 6 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
For shopping fun, head to Via Condotti or Soqquadro APS. Let the collections at Vatican Museums and Galleria Borghese capture your imagination. And it doesn't end there: pause for some serene contemplation at St. Peter's Basilica, take a stroll through Trastevere, explore the ancient world of Pantheon, and admire the local landmark of Trevi Fountain.

To see traveler tips, reviews, where to stay, and tourist information, read Rome trip itinerary planning website.

Getting from Naples to Rome by train takes about 2 hours. Other options: drive; or fly. In September, plan for daily highs up to 81°F, and evening lows to 60°F. Wrap up your sightseeing on the 13th (Fri) to allow time to fly back home.

Things to do in Rome

Museums · Historic Sites · Shopping · Neighborhoods

Side Trip

Find places to stay Sep 7 — 13:

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.