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
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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 Peggy Guggenheim Collection 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. There's much more to do: explore the activities along Canal Grande, view the masterpieces at Contini Art Gallery, get a taste of the local shopping with Giudecca 795 Art Gallery, and explore the world behind art at Gallerie dell'Accademia.

To see more things to do, other places to visit, where to stay, and tourist information, go to the Venice trip itinerary builder.

New York City, USA to Venice is an approximately 11.5-hour flight. The time zone difference moving from Eastern Standard Time to Central European Standard Time is 6 hours. 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
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.
Arena di Verona and Villa Calicantus are good opportunities to explore the local culture. Appreciate the collections at Casa di Giulietta and Il Vittoriale degli Italiani. Venture out of the city with trips to Gardaland Park (in Castelnuovo del Garda) and Fondazione Bisazza (in Montecchio Maggiore). The adventure continues: wander the streets of Piazza delle Erbe, 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.
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Historic Sites · Theme Parks · Museums · 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: Leaning Tower of Pisa (in Pisa), Castello di Verrazzano (in Greve in Chianti) and Castello del Trebbio (in Santa Brigida). There's much more to do: explore the world behind art at Gallerie Degli Uffizi, steep yourself in history at Basilica of Santa Croce, learn about winemaking at Poggio al Bosco, and don't miss a visit to Piazzale Michelangelo.

To find reviews, more things to do, photos, and tourist information, read our Florence trip itinerary planner.

You can take a train from Verona to Florence in 2.5 hours. Another option is to drive. In August, plan for daily highs up to 86°F, and evening lows to 64°F. Wrap up your sightseeing on the 19th (Mon) to allow time to drive to Siena.
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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.
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 · 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 Assisi Galleria 6C will appeal to museum buffs. Your cultural itinerary includes sights like Azienda Agraria Guerrieri and Castello Monte Vibiano Vecchio. Change things up with these side-trips from Assisi: Casa del Cioccolato Perugina (in Perugia), Civita di Bagnoregio (in Bagnoregio) and Palazzo Ducale di Urbino (in Urbino). The adventure continues: pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, step into the grandiose world of Rocca Maggiore, view the masterpieces at B.A.T. Assisi, and get engrossed in the history at Museo della Memoria.

To find other places to visit, more things to do, traveler tips, and more tourist information, refer to the Assisi journey planning app.

Traveling by car from Siena to Assisi takes 2 hours. Alternatively, you can take a bus; or take a train. August in Assisi sees daily highs of 88°F and lows of 63°F at night. Wrap up your sightseeing on the 28th (Wed) to allow time to drive to Ravello.
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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 Museo della Carta. Get out of town with these interesting Ravello side-trips: Positano (Il Sentiero Degli Dei, Fornillo, &more) and Torre di Grado (in Praiano). 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
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 Parco Acheologico di Ercolano are good opportunities to explore the local culture. You'll find plenty of places to visit near Naples: Castello Aragonese d'Ischia (in Ischia) and Maronti Beach (in Barano d'Ischia). There's still lots to do: contemplate the long history of Galleria Borbonica, stop by Cardine, 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.
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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 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
Side Trip
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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