49 days in Italy Itinerary

49 days in Italy Itinerary

Created using Inspirock Italy trip planner

Make it your trip
Fly
1
Rome
— 7 nights
Train
2
Naples
— 6 nights
Drive
3
Amalfi
— 4 nights
Drive
4
Orvieto
— 2 nights
Drive
5
Assisi
— 4 nights
Drive
6
Siena
— 5 nights
Drive
7
Florence
— 6 nights
Drive
8
Cinque Terre
— 2 nights
Drive
9
Alba
— 2 nights
Drive
10
Verona
— 4 nights
Drive
11
Venice
— 6 nights
Fly to Toronto, Shuttle to Buffalo

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Rome

— 7 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Vatican Museums and Museo Nazionale di Castel Sant'Angelo will appeal to museum buffs. Your cultural itinerary includes sights like Colosseum and Piazza Navona. Change things up with these side-trips from Rome: Tivoli (Villa d'Este & Villa Adriana). The adventure continues: steep yourself in history at St. Peter's Basilica, take an unorthodox tour of Catacombs of Saint Callixtus, take in the architecture and atmosphere at Church of St. Louis of the French, and don't miss a visit to Spanish Steps.

To find other places to visit, photos, and tourist information, use the Rome tour itinerary planning tool.

Buffalo, USA to Rome is an approximately 14-hour flight. The time zone difference moving from Eastern Standard Time to Central European Standard Time is 6 hours. Traveling from Buffalo in September, you will find days in Rome are a bit warmer (81°F), and nights are about the same (60°F). Finish your sightseeing early on the 17th (Sat) to allow enough time to take a train to Naples.

Things to do in Rome

Historic Sites · Museums · Tours · Wineries

Side Trips

Naples

— 6 nights
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Museum-lovers will appreciate Museo Cappella Sansevero and Museo e Real Bosco di Capodimonte. Pompeii Archaeological Park and Duomo di Salerno are good opportunities to explore the local culture. Venture out of the city with trips to Pompeii (Villa dei Misteri & Odeon - Teatro Piccolo) and Wine Tours & Tastings (in Sorrento). Next up on the itinerary: delve into the distant past at Parco Acheologico di Ercolano, pause for some serene contemplation at Duomo di Napoli, get engrossed in the history at Galleria Borbonica, and examine the collection at Certosa e Museo di San Martino Napoli.

To find out how to plan a trip to Naples, use our trip itinerary maker.

Traveling by train from Rome to Naples takes 2 hours. Alternatively, you can drive; or fly. September in Naples sees daily highs of 80°F and lows of 64°F at night. Finish your sightseeing early on the 23rd (Fri) to allow enough time to drive to Amalfi.

Things to do in Naples

Historic Sites · Museums · Tours · Wineries

Side Trips

Amalfi

— 4 nights

Painted Town

Known for its impressive hillside cascade of colorful stone buildings down to the Mediterranean shore, Amalfi is the cultural and commercial heart of southern Italy's Amalfi Coast.
Popular historic sites such as Villa Cimbrone Gardens and Duomo di Sant'Andrea are in your itinerary. Get a sense of the local culture at Villa Rufolo and Museo della Carta. You'll find plenty of places to visit near Amalfi: Positano (Fornillo & Boat Tours & Water Sports). There's lots more to do: contemplate the long history of Duomo di Ravello, get around town with Transportation, get some fabulous bargains at Ceramiche D'Arte Pascal, and stroll the grounds of Cimitero Monumentale.

For photos, other places to visit, ratings, and more tourist information, go to the Amalfi online driving holiday planner.

Getting from Naples to Amalfi by car takes about 1.5 hours. Other options: take a bus; or do a combination of train and bus. Traveling from Naples in September, Amalfi is a bit warmer at night with lows of 70°F. Wrap up your sightseeing on the 27th (Tue) early enough to drive to Orvieto.

Things to do in Amalfi

Historic Sites · Outdoors · Museums · Tours

Side Trips

Orvieto

— 2 nights

Green Heart of Italy

The striking town of Orvieto, perched on a volcanic cliff overlooking the Umbrian countryside, is known as the Green Heart of Italy.
Kick off your visit on the 28th (Wed): learn about winemaking at Decugnano dei Barbi, shop like a local with Art World Lara Selva, then examine the collection at Museo Archeologico Nazionale, and finally steep yourself in history at Archeological Museum and Tomb of Hell's Quadriga. On your second day here, contemplate the long history of Pozzo di San Patrizio, take in the pleasant sights at Civita di Bagnoregio, then get to know the fascinating history of Rocca Albornoziana, and finally take in the architecture and atmosphere at Duomo di Orvieto.

Plan my day in Orvieto using traveler tips and tourist information provided by Inspirock.

You can drive from Amalfi to Orvieto in 4 hours. Other options are to do a combination of taxi and train; or do a combination of bus and train. Traveling from Amalfi in September, Orvieto is little chillier at night with lows of 59°F. Finish your sightseeing early on the 29th (Thu) to allow enough time to drive to Assisi.

Things to do in Orvieto

Historic Sites · Wineries · Museums · Shopping

Side Trips

Assisi

— 4 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Get some cultural insight at Basilica Papale e Sacro Convento di San Francesco d'Assisi and Azienda Agraria Saio. Your inner history buff will appreciate Eremo delle Carceri and Basilica di Santa Maria degli Angeli - Porziuncola. Explore the numerous day-trip ideas around Assisi: Castello Monte Vibiano Vecchio (in Mercatello), Rocca Paolina (in Perugia) and Vineria del Carmine (in La Bruna). There's much more to do: learn about winemaking at Tili Vini Societa Agricola, savor the flavors at Food & Drink, take in the spiritual surroundings of Cripta di San Francesco, and examine the collection at Museo della Porziuncola.

To see photos, where to stay, other places to visit, and more tourist information, go to the Assisi sightseeing planner.

Drive from Orvieto to Assisi in 1.5 hours. Alternatively, you can take a train; or take a bus. In September, plan for daily highs up to 78°F, and evening lows to 57°F. Cap off your sightseeing on the 3rd (Mon) early enough to go by car to Siena.

Things to do in Assisi

Wineries · Historic Sites · Tours · Museums

Side Trips

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.
Duomo di Siena and Duomo di San Gimignano will appeal to history buffs. You'll explore and learn at Palazzo Pubblico and Museo Civico and Complesso Museale Santa Maria della Scala. Explore the numerous day-trip ideas around Siena: Guardastelle Vineyard (in San Gimignano), Montalcino (Fortezza di Montalcino & Winery Solaria Patrizia Cencioni) and Castelnuovo dell'Abate (Ciacci Piccolomini d'Aragona & Abbazia di Sant'Antimo). The adventure continues: awaken your taste buds at some of the top wineries in the area, contemplate the long history of Battistero di San Giovanni, make a trip to Piazza del Campo, and take in the exciting artwork at Bianco e Nero di Sonia Staccioli .

For reviews, more things to do, photos, and more tourist information, read Siena online journey planner.

Getting from Assisi to Siena by car takes about 2 hours. Other options: take a bus; or take a train. In October in Siena, expect temperatures between 73°F during the day and 56°F at night. Finish your sightseeing early on the 8th (Sat) to allow enough time to drive to Florence.

Things to do in Siena

Historic Sites · Wineries · Museums · Tours

Side Trips

Florence

— 6 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Museum-lovers will appreciate Florence Academy of Fine Arts and Pitti Palace. Your inner history buff will appreciate Cathedral of Santa Maria del Fiore and Piazza del Duomo. Get out of town with these interesting Florence side-trips: Castello del Trebbio (in Santa Brigida), Pisa (Duomo di Pisa, Leaning Tower of Pisa, &more) and Castello di Verrazzano (in Greve in Chianti). There's lots more to do: don't miss a visit to Piazzale Michelangelo, take in nature's colorful creations at The Boboli Gardens, take in the views from Ponte Vecchio, and get a sense of history and politics at Palazzo Vecchio.

For ratings, other places to visit, more things to do, and other tourist information, you can read our Florence travel planner.

Traveling by car from Siena to Florence takes 1.5 hours. Alternatively, you can take a bus; or take a train. In October, plan for daily highs up to 71°F, and evening lows to 54°F. Cap off your sightseeing on the 14th (Fri) early enough to go by car to Cinque Terre.

Things to do in Florence

Historic Sites · Museums · Wineries · Parks

Side Trips

Cinque Terre

— 2 nights

Italian Riviera

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Kick off your visit on the 15th (Sat): don't miss a visit to Palazzata a Mare, learn about winemaking at De Gustibus, then learn about all things military at Museo Tecnico Navale della Spezia, and finally relax and rejuvenate at Cinque Terre Wellness. On the 16th (Sun), you'll have a packed day of sightseeing: take a stroll around Vernazza, trek along Footpath Monterosso - Vernazza, then do a tasting at Buranco Agriturismo, and finally make a trip to Oratorio della Confraternita dei Neri Mortis et Orationis.

To find photos, reviews, more things to do, and more tourist information, you can read our Cinque Terre itinerary website.

Traveling by car from Florence to Cinque Terre takes 2.5 hours. Alternatively, you can take a train. In October, plan for daily highs up to 71°F, and evening lows to 54°F. Cap off your sightseeing on the 16th (Sun) early enough to go by car to Alba.

Things to do in Cinque Terre

Wineries · Parks · Trails · Shopping

Side Trips

Alba

— 2 nights
Alba is a town and comune of Piedmont, Italy, in the province of Cuneo. Kick off your visit on the 17th (Mon): don't miss a visit to Centro Storico, then see the interesting displays at WiMu - Museo del Vino a Barolo, then step into the grandiose world of Castello di Grinzane Cavour, and finally savor the flavors at Travel Langhe Wine Tours. Keep things going the next day: learn about winemaking at Cantina Mauro Sebaste, then learn about winemaking at Cascina Sot, then learn about winemaking at Cantina Francesco Borgogno, and finally take in the architecture and atmosphere at Cattedrale di San Lorenzo.

To find maps, more things to do, ratings, and tourist information, read our Alba trip itinerary tool.

Drive from Cinque Terre to Alba in 3.5 hours. Alternatively, you can drive; or do a combination of train and bus; or take a train. In October, Alba is slightly colder than Cinque Terre - with highs of 63°F and lows of 47°F. Wrap up your sightseeing on the 18th (Tue) to allow time to drive to Verona.

Things to do in Alba

Wineries · Historic Sites · Museums · Tours

Side Trips

Verona

— 4 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.
Your inner history buff will appreciate Arena di Verona and Museo di Castelvecchio. Casa di Giulietta and Fondazione Bisazza will appeal to museum buffs. Explore the numerous day-trip ideas around Verona: Sirmione (Spa Termale Aquaria & Castello Scaligero) and Mantua (Basilica di Sant'Andrea di Mantova, Palazzo Te, &more). There's still lots to do: take a stroll through Piazza delle Erbe, make a trip to Torre dei Lamberti, take in the architecture and atmosphere at Chiesa di San Giorgetto o San Pietro Martire, and take in the spiritual surroundings of Basilica di San Zeno Maggiore.

To find photos, more things to do, ratings, and tourist information, go to the Verona online travel route planner.

You can drive from Alba to Verona in 3 hours. Alternatively, you can drive; or take a train; or take a bus. In October, daily temperatures in Verona can reach 66°F, while at night they dip to 50°F. Finish your sightseeing early on the 22nd (Sat) so you can drive to Venice.

Things to do in Verona

Historic Sites · Museums · Shopping · Spas

Side Trips

Venice

— 6 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. Do some cultural sightseeing at Piazza San Marco and Museo Ebraico di Venezia. Explore Venice's surroundings by going to Cantine Gregoletto (in Miane), Padua (Basilica of St. Anthony, Chiesa degli Eremitani, &more) and Valdobbiadene (Cantina San Gregorio & PDC Cartizze). And it doesn't end there: pause for some serene contemplation at Basilica di San Marco, admire the masterpieces at Museo Correr, snap pictures at Ponte di Rialto, and get to know the fascinating history of Campo del Ghetto.

To find out how to plan a trip to Venice, use our trip itinerary maker.

Getting from Verona to Venice by car takes about 1.5 hours. Other options: take a shuttle; or take a train. In October, daily temperatures in Venice can reach 66°F, while at night they dip to 51°F. Wrap up your sightseeing by early afternoon on the 28th (Fri) to allow time for travel back home.

Things to do in Venice

Historic Sites · Museums · Wineries · Parks

Side Trips

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.

Tuscany travel guide

4.4
Landmarks · Art Museums · Sacred & Religious Sites
Birthplace of the Italian Renaissance
Known for its landscapes, traditions, and history, Tuscany possesses an unparalleled artistic legacy that continues to influence world culture. Regarded as the birthplace of the Italian Renaissance, the region boasts a lengthy list of attractions, including world-class museums, art galleries, and archeological sites. With a distinct culture and a very strong linguistic identity, this region is sometimes referred to as a nation within a nation. A land of picture-postcard areas, Tuscany contains plenty of places to visit on your holiday, with seven World Heritage Sites, including the historic town centers of Florence and Siena. With more than 120 protected nature preserves, Tuscany is not only a land of culture and historic monuments, but also a great place to discover and enjoy the Italian outdoors. Take it slowly here (as the locals do), and give yourself plenty of time to get to know the local culture and cuisine of Tuscany's medieval towns and ancient villages.