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 Basilica di San Marco. Step out of Venice to go to Valdobbiadene and see PDC Cartizze, which is approximately 1h 15 min away. Next up on the itinerary: explore the activities along Canal Grande, take in the exciting artwork at Contini Art Gallery, get a taste of the local shopping with Giudecca 795 Art Gallery, and take in the views from Ponte dei Sospiri.

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.
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Museums · Shopping · Historic Sites · Neighborhoods
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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.
Arena di Verona and Piazza delle Erbe are good opportunities to explore the local culture. Appreciate the collections at Casa di Giulietta and AMO - Arena Museo Opera. Venture out of the city with trips to Villa Calicantus (in Calmasino), Gardaland Park (in Castelnuovo del Garda) and Il Vittoriale degli Italiani (in Gardone Riviera). 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.
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Historic Sites · Theme Parks · Museums · Wineries
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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 Pitti Palace will appeal to museum buffs. Get out of town with these interesting Florence side-trips: Castello di Verrazzano (in Greve in Chianti), Castello del Trebbio (in Santa Brigida) and Leaning Tower of Pisa (in Pisa). There's lots more to do: steep yourself in history at Cathedral of Santa Maria del Fiore, learn about winemaking at Poggio al Bosco, take in the views from Ponte Vecchio, and make a trip to Piazzale Michelangelo.

To see other places to visit, traveler tips, where to stay, and more tourist information, you can read our Florence day trip planning site.

You can take a train from Verona to Florence in 2.5 hours. Alternatively, you can drive. In August, daily temperatures in Florence can reach 86°F, while at night they dip to 64°F. Finish your sightseeing early on the 19th (Mon) to allow enough time to drive to Siena.
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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.
Head to San Quirico d'Orcia and Siena Tartufifor plenty of shopping. Appreciate the collections at Palazzo Pubblico and Museo Civico and Museo dell'Opera Metropolitana. You'll find plenty of places to visit near Siena: San Gimignano (Guardastelle Vineyard & Historic Centre of San Gimignano), Cascate del Mulino (in Saturnia) and Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate). There's much more to do: take in the architecture and atmosphere at Duomo di Siena, stop by Silvia Tanganelli, don't miss a visit to Piazza del Campo, and indulge your senses at some of the top wineries in the area.

To see traveler tips, reviews, photos, and tourist information, you can read our Siena tour itinerary maker.

You can drive from Florence to Siena in 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.
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Wineries · Historic Sites · Tours · Shopping
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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 Palazzo Ducale di Urbino will appeal to museum buffs. Your cultural itinerary includes sights like Azienda Agraria Guerrieri and Tili Vini Societa Agricola. Change things up with these side-trips from Assisi: Casa del Cioccolato Perugina (in Perugia), Civita di Bagnoregio (in Bagnoregio) and Castello Monte Vibiano Vecchio (in Mercatello). And it doesn't end there: take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, shop like a local with Assisi Galleria 6C, get engrossed in the history at Museo della Memoria, and learn about winemaking at Azienda Agraria Saio.

To find photos, other places to visit, traveler tips, and more tourist information, you can read our Assisi road trip planning app.

You can drive from Siena to Assisi in 2 hours. Alternatively, you can take a bus; or take a train. In August in Assisi, expect temperatures between 88°F during the day and 63°F at night. Finish your sightseeing early on the 28th (Wed) so you can drive to Ravello.
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Museums · Historic Sites · Wineries · Shopping
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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 Museo della Carta. Get out of town with these interesting Ravello side-trips: Torre di Grado (in Praiano) and Positano (Il Sentiero Degli Dei, Fornillo, &more). There's lots more to do: pause for some serene contemplation at Duomo di Sant'Andrea, kick back and relax at Spiaggia di castiglione, take in the spiritual surroundings of Duomo di Ravello, and admire the natural beauty at Villa Cimbrone Gardens.

To find more things to do, other places to visit, and more tourist information, you can read our Ravello day trip planner.

You can drive from Assisi to Ravello in 5 hours. Other options are to 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. Wrap up your sightseeing on the 2nd (Mon) early enough to drive to Naples.
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Parks · Outdoors · Beaches · Historic Sites
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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 Chiaia. Pompeii Archaeological Park and Galleria Borbonica 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). Next up on the itinerary: steep yourself in history at Parco Acheologico di Ercolano, view the masterpieces at Archivio Fotografico Parisio, explore the world behind art at Museo e Real Bosco di Capodimonte, and see the interesting displays at Ospedale delle Bambole.

To find other places to visit and more tourist information, you can read our Naples trip itinerary planner.

Drive from Ravello to Naples in 1.5 hours. Alternatively, you can take a bus. Expect little chillier evenings in Naples when traveling from Ravello in September, with lows around 64°F. Wrap up your sightseeing on the 7th (Sat) to allow time to take a train to Rome.
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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 I Colori di Dentro di Maria Grazia Luffarelli. Let the collections at Vatican Museums and Musei Capitolini capture your imagination. Next up on the itinerary: contemplate the long history of St. Peter's Basilica, explore the ancient world of Palatine Hill, appreciate the extensive heritage of Piazza Navona, and admire the masterpieces at Galleria Borghese.

For reviews, ratings, photos, and tourist information, go to the Rome trip planner.

Getting from Naples to Rome by train takes about 2 hours. Other options: drive; or fly. September in Rome sees daily highs of 81°F and lows of 60°F at night. Finish up your sightseeing early on the 13th (Fri) so you can catch the flight back home.
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Museums · Historic Sites · Shopping · Neighborhoods
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Find places to stay Sep 7 — 13:

Italy travel guide

4.6
Landmarks · Ruins · Beaches
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.
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