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: explore the activities along Canal Grande, take in the exciting artwork at European Cultural Centre - Palazzo Mora, 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.

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 Basilica di San Zeno Maggiore. Venture out of the city with trips to Villa Calicantus (in Calmasino), Il Vittoriale degli Italiani (in Gardone Riviera) and Gardaland Park (in Castelnuovo del Garda). Next up on the itinerary: admire the landmark architecture of Casa di Giulietta, step into the grandiose world of Piazzale Castel San Pietro, take in the architecture and atmosphere at Cappella dei Notai, and make a trip to Piazza Bra.

To see ratings, photos, reviews, and more tourist information, use the Verona trip planning site.

Drive from Venice to Verona in 1.5 hours. Alternatively, you can take a shuttle; or take a train. In August, daytime highs in Verona are 86°F, while nighttime lows are 64°F. Cap off your sightseeing on the 14th (Wed) early enough to 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 Art Gallery Studio Iguarnieri and M.G. Design. Florence Academy of Fine Arts and Gallerie Degli Uffizi will appeal to museum buffs. Get out of town with these interesting Florence side-trips: Leaning Tower of Pisa (in Pisa), Castello di Verrazzano (in Greve in Chianti) and Castello del Trebbio (in Santa Brigida). There's still lots to do: take in the architecture and atmosphere at Cathedral of Santa Maria del Fiore, contemplate the long history of Basilica of Santa Croce, snap pictures at Ponte Vecchio, and admire the masterpieces at Pitti Palace.

Ask Inspirock to suggest an itinerary and make planning a trip to Florence fast, fun, and easy.

Getting from Verona to Florence by train takes about 2.5 hours. Other options: drive. In August, daytime highs in Florence are 86°F, while nighttime lows are 64°F. Cap off your sightseeing on the 19th (Mon) early enough to go by car 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 Piazza del Campo. Shop till you drop at San Quirico d'Orcia and Siena Tartufi (truffle hunting). Venture out of the city with trips to Cascate del Mulino (in Saturnia), Historic Centre of San Gimignano (in San Gimignano) 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, awaken your taste buds at some of the top wineries in the area, shop like a local with Silvia Tanganelli, and browse the exhibits of Palazzo Pubblico and Museo Civico.

To see other places to visit, photos, more things to do, and tourist information, use the Siena online attractions planner.

Drive from Florence to Siena in 1.5 hours. Alternatively, you can take a bus; or take a train. In August in Siena, expect temperatures between 89°F during the day and 67°F at night. Wrap up your sightseeing on the 24th (Sat) early enough to drive to Assisi.

Things to do in Siena

Wineries · Tours · Historic Sites · 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 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 B.A.T. Assisi, take in the exciting artwork at Assisi Galleria 6C, 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.

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.
Ceramiche D'Arte Pascal and Museo della Carta are good opportunities to explore the local culture. Explore Ravello's surroundings by going to Positano (Il Sentiero Degli Dei, Fornillo, &more), Torre di Grado (in Praiano) and Le Vigne di Raito (in Raito). The adventure continues: contemplate in the serene atmosphere at Duomo di Sant'Andrea, contemplate the long history of Duomo di Ravello, kick back and relax at Lido di Ravello, and stroll through Spiaggia di castiglione.

To see where to stay, other places to visit, more things to do, and more tourist information, read our Ravello trip itinerary planning site.

Getting from Assisi to Ravello by car takes about 5 hours. Other options: do a combination of train and taxi; or take a bus. Plan for a bit warmer nights when traveling from Assisi in August since evenings lows in Ravello dip to 76°F. Cap off your sightseeing on the 2nd (Mon) early enough to 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). 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 appreciate the extensive heritage of Underground Naples.

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.

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 ALEFBET. Let the collections at Vatican Museums and Musei Capitolini capture your imagination. Next up on the itinerary: explore the ancient world of Pantheon, contemplate the long history 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.

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.