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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29
30
31
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Venice — 5 nights

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 Peggy Guggenheim Collection capture your imagination. Get some cultural insight at Piazza San Marco and ar33studio. 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 European Cultural Centre - Palazzo Mora, 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.
Museums · Shopping · Historic Sites · Neighborhoods
Side Trip
Find places to stay Aug 3 — 9:

Verona — 5 nights

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 Villa Calicantus. Venture out of the city with trips to Gardaland Park (in Castelnuovo del Garda) and Il Vittoriale degli Italiani (in Gardone Riviera). The adventure continues: admire the landmark architecture of Casa di Giulietta, make a trip to Piazza Bra, explore the world behind art at AMO - Arena Museo Opera, and enjoy breathtaking views from Torre dei Lamberti.

Plan trip to Verona with our itinerary maker to find out where to go and what to do.

Traveling by car from Venice to Verona takes 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. Finish up your sightseeing early on the 14th (Wed) so you can catch the train to Florence.
Museums · Historic Sites · Theme Parks · Wineries
Side Trips
Find places to stay Aug 9 — 14:

Florence — 5 nights

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 Gallerie Degli Uffizi 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). There's still lots to do: make a trip to Piazzale Michelangelo, do a tasting at Poggio al Bosco, contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, and see the interesting displays 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.
Historic Sites · Wineries · Museums · Shopping
Side Trips
Find places to stay Aug 14 — 19:

Siena — 5 nights

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 Silvia Tanganellifor 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: Cascate del Mulino (in Saturnia), Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate) and San Gimignano (Guardastelle Vineyard & Historic Centre of San Gimignano). There's much more to do: take in the architecture and atmosphere at Duomo di Siena, stop by Siena Tartufi, 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.
Wineries · Tours · Historic Sites · Shopping
Side Trips
Find places to stay Aug 19 — 24:

Assisi — 4 nights

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 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 Assisi Galleria 6C, take in the exciting artwork at B.A.T. Assisi, 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.
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 Villa Cimbrone Gardens. Get out of town with these interesting Ravello side-trips: Positano (Il Sentiero Degli Dei, Fornillo, &more) and Torre di Grado (in Praiano). 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.
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 Cardine. 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). There's still lots to do: contemplate the long history of Parco Acheologico di Ercolano, stop by Gambardella Vincenzo, admire the masterpieces at Museo Cappella Sansevero, and get engrossed in the history at Museo e Real Bosco di Capodimonte.

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.
Historic Sites · Museums · Shopping · Parks
Side Trips
Find places to stay Sep 2 — 7:

Rome — 6 nights

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 ALEFBET - The Hebrew Letters Art Gallery capture your imagination. And it doesn't end there: explore the ancient world of Pantheon, contemplate the long history of Palatine Hill, appreciate the extensive heritage of Piazza Navona, and make a trip to St. Peter's Basilica.

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.
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.