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

S M T W T F S
28
29
30
31
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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 PDC Cartizze. Next up on the itinerary: explore the activities along Canal Grande, take in the exciting artwork at ar33studio, explore the world behind art at Peggy Guggenheim Collection, 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 12-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 Gardaland Park (in Castelnuovo del Garda), Il Vittoriale degli Italiani (in Gardone Riviera) and Villa Calicantus (in Calmasino). 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 bus. 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 Art Gallery Studio Iguarnieri and M.G. Design. 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), Leaning Tower of Pisa (in Pisa) and Castello del Trebbio (in Santa Brigida). There's still lots to do: explore the world behind art at Gallerie Degli Uffizi, do a tasting at Poggio al Bosco, make a trip to Piazzale Michelangelo, and explore the historical opulence of Palazzo Vecchio.

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; or take a bus. 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 Silvia Tanganelli. Venture out of the city with trips to Historic Centre of San Gimignano (in San Gimignano), Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate) and Cascate del Mulino (in Saturnia). There's still lots to do: take in the architecture and atmosphere at Duomo di Siena, indulge your senses at some of the top wineries in the area, look for gifts at Siena Tartufi (truffle hunting), and admire the masterpieces at Museo dell'Opera Metropolitana.

To see other places to visit, reviews, traveler tips, and tourist information, read our Siena trip maker.

You can drive from Florence to Siena in 1.5 hours. Other options are to take a bus; or take a train. Expect a daytime high around 89°F in August, and nighttime lows around 67°F. Wrap up your sightseeing on the 24th (Sat) to allow time 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.
Your cultural itinerary includes sights like Azienda Agraria Guerrieri and Tili Vini Societa Agricola. Let the collections at Museo della Porziuncola and Palazzo Ducale di Urbino capture your imagination. Change things up with these side-trips from Assisi: Casa del Cioccolato Perugina (in Perugia), Castello Monte Vibiano Vecchio (in Mercatello) and Civita di Bagnoregio (in Bagnoregio). 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 · Historic Sites · Wineries · 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 Villa Cimbrone Gardens are good opportunities to explore the local culture. You'll explore and learn at Museo della Carta and Ceramiche d'Arte Carmela. Change things up with these side-trips from Ravello: Positano (Il Sentiero Degli Dei, Fornillo, &more) and Torre di Grado (in Praiano). There's lots more to do: kick back and relax at Spiaggia di castiglione, stroll through Lido di Ravello, take in the spiritual surroundings of Duomo di Ravello, and trek along Ravello - Atrani Walk.

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.

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 Archivio Fotografico Parisio. 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: Ischia (Maronti Beach & Castello Aragonese d'Ischia). Next up on the itinerary: steep yourself in history at Parco Acheologico di Ercolano, admire the masterpieces at Museo del Tesoro di San Gennaro, take in the exciting artwork at Magazzini Fotografici, and look for gifts at Cardine.

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 I Colori di Dentro di Maria Grazia Luffarelli. Let the collections at Vatican Museums and Soqquadro APS capture your imagination. And it doesn't end there: contemplate the long history of St. Peter's Basilica, explore the ancient world of Palatine Hill, appreciate the extensive heritage of Piazza Navona, and take in the architecture and atmosphere at Pantheon.

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 travel 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.