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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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: admire the striking features of Basilica di San Marco, take in the exciting artwork at Le Stanze Del Vetro, snap pictures at Ponte dei Sospiri, and shop like a local with Bel-Air Fine Art.

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 Casa di Giulietta. 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.

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 Basilica di San Lorenzo will appeal to museum buffs. Get out of town with these interesting Florence side-trips: Castello del Trebbio (in Santa Brigida), Leaning Tower of Pisa (in Pisa) and Castello di Verrazzano (in Greve in Chianti). There's still lots to do: make a trip to Piazzale Michelangelo, contemplate the long history of Basilica of Santa Croce, learn about winemaking at Poggio al Bosco, and pause for some serene contemplation at Cathedral of Santa Maria del Fiore.

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 Silvia Tanganelli. Venture out of the city with trips to Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate), Historic Centre of San Gimignano (in San Gimignano) 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 · Historic Sites · Tours · 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 Casa del Cioccolato Perugina 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 Palazzo Ducale di Urbino (in Urbino). There's lots more to do: do a tasting at Tili Vini Societa Agricola, get a taste of the local shopping with B.A.T. Assisi, take in the exciting artwork at Assisi Galleria 6C, 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.

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 Le Vigne di Raito 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 Parco Acheologico di Ercolano 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: make a trip to Galleria Borbonica, 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 Galleria Borghese capture your imagination. And it doesn't end there: explore the ancient world of Colosseum, take a stroll through Trastevere, contemplate the long history of St. Peter's Basilica, and admire the local landmark of Trevi Fountain.

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.

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.