49 days in Italy Itinerary

49 days in Italy Itinerary

Created using Inspirock Italy sightseeing planner

Make it your trip
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Palermo, Sicily
— 4 nights
Fly
2
Amalfi
— 3 nights
Drive
3
Trani
— 2 nights
Drive
4
Lecce
— 2 nights
Drive
5
Alberobello
— 1 night
Drive
6
Matera
— 2 nights
Drive
7
Bari
Drive
8
Sorrento
— 4 nights
Train
9
Rome
— 5 nights
Drive
10
Orvieto
— 2 nights
Drive
11
Siena
— 7 nights
Drive
12
Florence
— 3 nights
Drive
13
Cinque Terre
— 4 nights
Drive
14
Milan
— 3 nights
Drive
15
Venice
— 3 nights
Fly

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Palermo, Sicily

— 4 nights
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Explore hidden gems such as La Magione and Chiesa Santa Maria della Pieta'. Get a sense of the local culture at Oratorio del Rosario di San Domenico and Chiesa di San Mattia Apostolo dei Crociferi. You'll find plenty of places to visit near Palermo: Trapani (Sicilia Bedda, Chiesa Colleggio e Convento dei Gesuiti, &more). There's still lots to do: explore the historical opulence of Castello di Maredolce, contemplate in the serene atmosphere at Chiesa di San Francesco Saverio, admire the striking features of Archivio di Stato Presso ex Convento della Gancia, and contemplate the long history of Villa Niscemi.

To find where to stay, maps, more things to do, and more tourist information, go to the Palermo trip planner.

Brisbane, Australia to Palermo is an approximately 30-hour travel. You can also do a combination of flight and bus. The time zone difference when traveling from Brisbane to Palermo is minus 9 hours. You'll have a few hours on the 25th (Sat) to wrap things up before traveling to Amalfi.

Things to do in Palermo

Historic Sites · Museums · Shopping

Side Trip

Find places to stay Sep 20 — 25:

Amalfi

— 3 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.
Satisfy your inner culture vulture at Luna Convento and Cloister del Paradiso. Popular historic sites such as Castello di San Nicola de Thoro-Plano and Duomo di Ravello are in your itinerary. Next up on the itinerary: appreciate the extensive heritage of Centro Storico Ravello, examine the collection at Museo della Carta, tour the pleasant surroundings at Ravello - Atrani Walk, and contemplate in the serene atmosphere at Basilica of Saint Trofimena.

For other places to visit, reviews, more things to do, and tourist information, read Amalfi trip itinerary builder website.

You can fly from Palermo to Amalfi in 6.5 hours. Alternatively, you can fly; or do a combination of train and taxi; or ride a ferry. In September, daytime highs in Amalfi are 30°C, while nighttime lows are 24°C. Finish your sightseeing early on the 28th (Tue) so you can drive to Trani.

Things to do in Amalfi

Historic Sites · Museums · Parks · Trails

Side Trips

Find places to stay Sep 25 — 28:

Trani

— 2 nights
Trani is a seaport of Apulia, in southern Italy, on the Adriatic Sea, 40km by railway West-Northwest of Bari. Start off your visit on the 28th (Tue): pause for some serene contemplation at Chiesa di Santo Stefano, contemplate the long history of Chiesa di Santa Margherita, then pause for some serene contemplation at Chiesa di Sant'Adoeno, then pause for some serene contemplation at Concattedrale di San Pietro Apostolo (Bisceglie), and finally explore the world behind art at Museo Diocesano. Get ready for a full day of sightseeing on the next day: contemplate in the serene atmosphere at Sant'Andrea, take in the architecture and atmosphere at Chiesa di San Giacomo, then get to know the fascinating history of Centro Storico di Barletta, then pause for some serene contemplation at Basilica del Santo Sepolcro, and finally admire the striking features of Palazzo della Marra.

To see other places to visit, maps, traveler tips, and more tourist information, you can read our Trani trip planner.

You can drive from Amalfi to Trani in 3 hours. Alternatively, you can drive; or do a combination of taxi and train; or take a bus. Expect a bit cooler evenings in Trani when traveling from Amalfi in September, with lows around 18°C. Finish your sightseeing early on the 30th (Thu) to allow enough time to drive to Lecce.

Things to do in Trani

Historic Sites · Museums

Side Trips

Find places to stay Sep 28 — 30:

Lecce

— 2 nights

Florence of the South

Known as the Florence of the South, Lecce is distinguished for its elaborate Baroque monuments.
Kick off your visit on the 30th (Thu): steep yourself in history at Torre del Parco, then take in the architecture and atmosphere at Gesuiti Chiesa del Gesu', then pause for some serene contemplation at Chiesa di San Marco, and finally steep yourself in history at Teatro Apollo. Get ready for a full day of sightseeing on the 1st (Fri): get to know the fascinating history of Piazza del Popolo di Muro Leccese, pause for some serene contemplation at Chiesa di Santo Stefano, pause for some serene contemplation at Chiesa di San Paolo, take in the architecture and atmosphere at Chiesa Madre dei Santi Pietro e Paolo, then pause for some serene contemplation at Basilica di S. Giovanni Battista al Rosario, and finally take in the architecture and atmosphere at Chiesa del Carmine.

To see more things to do, reviews, and tourist information, go to the Lecce trip maker.

You can drive from Trani to Lecce in 2.5 hours. Alternatively, you can drive; or take a train; or take a bus. In September in Lecce, expect temperatures between 32°C during the day and 19°C at night. Finish your sightseeing early on the 2nd (Sat) to allow enough time to drive to Alberobello.

Things to do in Lecce

Historic Sites

Side Trips

Find places to stay Sep 30 — Oct 2:

Alberobello

— 1 night
Alberobello is a small town and comune of the Metropolitan City of Bari, Apulia, southern Italy. Start off your visit on the 2nd (Sat): take in the spiritual surroundings of Chiesa di San Nicola, take in the spiritual surroundings of Chiesa di Sant'Antonio dei Cappuccini, pause for some serene contemplation at Chiesa della Madonna della Greca, pause for some serene contemplation at Chiesa San Michele in Frangesto, then appreciate the extensive heritage of Centro Storico, and finally pause for some serene contemplation at Chiesa di San Pietro Apostolo.

To see ratings, maps, photos, and more tourist information, you can read our Alberobello vacation site.

Drive from Lecce to Alberobello in 1.5 hours. Alternatively, you can take a bus; or take a train. When traveling from Lecce in October, plan for slightly colder days in Alberobello, with highs around 23°C, while nights are about the same with lows around 13°C. Finish up your sightseeing early on the 3rd (Sun) so you can go by car to Matera.

Things to do in Alberobello

Historic Sites

Side Trips

Find places to stay Oct 2 — 3:

Matera

— 2 nights

Subterranean City

Famous for its resemblance to the ancient settlements of Jerusalem and Cappadocia, Matera remains one of the oldest inhabited cities in the world.
Start off your visit on the 3rd (Sun): pause for some serene contemplation at Chiesa di San Domenico, pause for some serene contemplation at Chiesa dei Quattro Evangelisti, contemplate the long history of Casa grotta del Casalnuovo, then delve into the distant past at Convicinio Di Sant' Antonio, then appreciate the extensive heritage of Via Ridola, and finally take some stellar pictures from Belvedere Pascoli. Get ready for a full day of sightseeing on the 4th (Mon): delve into the distant past at ll Bastione Medievale e le Cantine di Cavato San Marco, take a stroll through I Claustri di Altamura, don't miss a visit to Corso Federico II Di Svevia, contemplate in the serene atmosphere at Chiesa San Rocco, then take in the architecture and atmosphere at Chiesa di San Biagio, and finally examine the collection at Complesso Rupestre San Giorgio.

To find traveler tips, more things to do, other places to visit, and more tourist information, go to the Matera trip planning website.

Getting from Alberobello to Matera by car takes about 1.5 hours. Other options: take a bus; or do a combination of bus and train. October in Matera sees daily highs of 23°C and lows of 13°C at night. Finish up your sightseeing early on the 5th (Tue) so you can go by car to Bari.

Things to do in Matera

Historic Sites · Neighborhoods · Museums

Side Trips

Find places to stay Oct 3 — 5:

Bari

Gateway to Apulia

Puglia's capital city, Bari, is a growing metropolis of industry and one of the country's most important commercial ports.
Kick off your visit on the 5th (Tue): take in the spiritual surroundings of Chiesa di Santa Teresa dei Maschi, contemplate in the serene atmosphere at Chiesa di San Giacomo, steep yourself in history at Piazza dell'Odegitria, then contemplate the long history of Chiesa di San Gregorio, and finally take in the spiritual surroundings of Chiesa di San Giovanni Crisostomo.

For photos, where to stay, other places to visit, and other tourist information, use the Bari attractions planning website.

Traveling by car from Matera to Bari takes 1.5 hours. Alternatively, you can take a bus; or take a train. In October, daytime highs in Bari are 26°C, while nighttime lows are 15°C. Finish up your sightseeing early on the 5th (Tue) so you can go by car to Sorrento.

Things to do in Bari

Historic Sites
Find places to stay Oct 5 — 6:

Sorrento

— 4 nights

Land of the Sirens

A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
Satisfy your inner culture vulture at Duomo dei San Filippo e Giacomo and Chiesa di San Prisco e Agnello. Visit Villa San Marco and Villa Arianna for their historical value. Explore the numerous day-trip ideas around Sorrento: Pompeii (House of Paquius Proculus, Termopolio di Vetuzio Placido, &more). There's much more to do: contemplate in the serene atmosphere at Chiesa di Sant'Anna, pause for some serene contemplation at Chiesa di San Paolo, take in the exciting artwork at Terrerosse Sorrento, and do a tasting at Vinicola De Angelis.

To see reviews, more things to do, and tourist information, read our Sorrento travel itinerary planner.

Drive from Bari to Sorrento in 4 hours. Alternatively, you can take a bus; or take a train. Traveling from Bari in October, you can expect nighttime temperatures to be somewhat warmer in Sorrento, with lows of 20°C. You will have some time to spend on the 9th (Sat) before leaving for Rome.

Things to do in Sorrento

Historic Sites · Museums · Shopping · Wineries

Side Trips

Find places to stay Oct 5 — 9:

Rome

— 5 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Deepen your sense of the past at sights like Domus Aurea and Basilica di Santa Prassede. You'll explore the less-touristy side of things at Chiesa del Gesu and Piazza del Campidoglio. There's much more to do: explore the ancient world of Forum of Augustus, take in the architecture and atmosphere at Chiesa di San Francesco a Ripa Grande, steep yourself in history at Keats-Shelley House, and admire the masterpieces at National Gallery of Ancient Art in Barberini Palace.

To find where to stay, maps, ratings, and other tourist information, go to the Rome online attractions planner.

Getting from Sorrento to Rome by train takes about 3 hours. Other options: drive; or take a bus. Expect slightly colder evenings in Rome when traveling from Sorrento in October, with lows around 15°C. Cap off your sightseeing on the 14th (Thu) early enough to go by car to Orvieto.

Things to do in Rome

Historic Sites · Museums

Side Trip

Find places to stay Oct 9 — 14:

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.
Start off your visit on the 14th (Thu): learn about winemaking at Cantine Neri, then pause for some serene contemplation at Abbey of Saints Severus and Martyrius, then get to know the fascinating history of Rocca Albornoziana, and finally awaken your taste buds at OrvietoBikeTour. Keep things going the next day: take in the spiritual surroundings of Chiesa di Santo Stefano, see the interesting displays at Museo dell'Opera del Duomo, take a stroll through Centro Storico di Chiusi, then pause for some serene contemplation at Concattedrale di San Secondiano, and finally delve into the distant past at Archeological Museum and Tomb of Hell's Quadriga.

For photos, traveler tips, more things to do, and tourist information, read Orvieto road trip planning tool.

Getting from Rome to Orvieto by car takes about 2 hours. Other options: take a train; or take a bus. October in Orvieto sees daily highs of 24°C and lows of 13°C at night. On the 16th (Sat), you'll have the morning to explore before heading off to Siena.

Things to do in Orvieto

Historic Sites · Wineries · Museums · Tours

Side Trips

Find places to stay Oct 14 — 16:

Siena

— 7 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 some cultural insight at Cappella di Piazza and Basilica di San Clemente in Santa Maria dei Servi. You'll discover tucked-away gems like Scuola di Cucina di Lella and Loggia della Mercanzia. You'll find plenty of places to visit near Siena: Montepulciano (Sant'Agostino, Via di Gracciano nel Corso, &more), San Gimignano (Azienda Agricola San Quirico, Mura di San Gimignano, &more) and Corso il Rossellino (in Pienza). There's much more to do: don't miss a visit to Porta Romana, contemplate in the serene atmosphere at Eremo Di S.Leonardo Al Lago, take in the architecture and atmosphere at Chiesa di Santa Maria Assunta, and steep yourself in history at Palazzo Salimbeni.

To see other places to visit, where to stay, and more tourist information, use the Siena day trip website.

Drive from Orvieto to Siena in 2 hours. Alternatively, you can take a train; or take a bus. In October in Siena, expect temperatures between 26°C during the day and 15°C at night. You'll have a few hours on the 23rd (Sat) to wrap things up before traveling to Florence.

Things to do in Siena

Historic Sites · Wineries · Museums · Shopping

Side Trips

Find places to stay Oct 16 — 23:

Florence

— 3 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Visit Basilica di San Lorenzo and San Domenico Fiesole for their historical value. Discover out-of-the-way places like Palazzo Strozzi and Basilica di Santo Spirito. There's still lots to do: take in the exciting artwork at M.G. Design, steep yourself in history at Sant'Apollonia, examine the collection at Museo di Palazzo Davanzati, and admire the masterpieces at Accademia di Belle Arti.

To see more things to do, reviews, ratings, and other tourist information, read Florence route maker website.

You can drive from Siena to Florence in 1.5 hours. Other options are to take a bus; or take a train. In October, plan for daily highs up to 25°C, and evening lows to 14°C. You will have some time to spend on the 26th (Tue) before leaving for Cinque Terre.

Things to do in Florence

Historic Sites · Museums · Shopping

Side Trip

Find places to stay Oct 23 — 26:

Cinque Terre

— 4 nights

Italian Riviera

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Get some historical perspective at Church of San Giovanni Battista and Borgo Storico di Corniglia. Step off the beaten path and head to Enjoy Cinqueterre Boat Tours and Chiesa di San Lorenzo. Step out of Cinque Terre to go to Bonassola and see Madonnina della Punta, which is approximately 50 minutes away. There's still lots to do: step into the grandiose world of Castello Doria, do a tasting at Buranco Agriturismo, contemplate in the serene atmosphere at Chiesa Di San Pietro, and pause for some serene contemplation at Convento dei Cappuccini e Chiesa di San Francesco.

For traveler tips, where to stay, and more tourist information, refer to the Cinque Terre online sightseeing planner.

Traveling by car from Florence to Cinque Terre takes 2.5 hours. Alternatively, you can drive; or take a train. In October, daily temperatures in Cinque Terre can reach 25°C, while at night they dip to 14°C. You'll have a few hours on the 30th (Sat) to wrap things up before traveling to Milan.

Things to do in Cinque Terre

Historic Sites · Wineries · Tours · Wildlife

Side Trip

Find places to stay Oct 26 — 30:

Milan

— 3 nights

Fashion Capital of World

In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
Get some historical perspective at The Bramante Sacristy and Chiesa di Sant'Alessandro in Zebedia. Explore hidden gems such as Palazzo Clerici and Casa di Riposo per Musicisti Giuseppe Verdi. There's much more to do: take in the spiritual surroundings of Chiesa di San Cristoforo sul Naviglio, pause for some serene contemplation at Basilica dei Santi Apostoli e Nazzaro Maggiore, and steep yourself in history at Porta Nuova.

To find where to stay, maps, traveler tips, and other tourist information, go to the Milan holiday builder website.

Drive from Cinque Terre to Milan in 3 hours. Alternatively, you can drive; or take a train. Expect a bit cooler weather when traveling from Cinque Terre in October: highs in Milan hover around 21°C, while lows dip to 13°C. On the 2nd (Tue), you'll have the morning to explore before heading off to Venice.

Things to do in Milan

Historic Sites · Museums
Find places to stay Oct 30 — Nov 2:

Venice

— 3 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.
Popular historic sites such as Piazza dei Signori and Battistero del Duomo di Padova - World Heritage Site are in your itinerary. Your cultural itinerary includes sights like Santa Maria dei Miracoli and San Lazzaro degli Armeni. Get out of town with these interesting Venice side-trips: Padua (Museo del Precinema & Saint Maria of Servi). Next up on the itinerary: pause for some serene contemplation at Chiesa di San Giorgio dei Greci, contemplate in the serene atmosphere at Chiesa di San Moise, admire the striking features of Ca' Zenobio degli Armeni, and take an in-depth tour of Museo di Palazzo Grimani.

For ratings, photos, maps, and tourist information, read Venice trip planner.

You can drive from Milan to Venice in 3 hours. Alternatively, you can drive; or take a train; or take a bus. In November, daily temperatures in Venice can reach 15°C, while at night they dip to 7°C. On the 5th (Fri), you'll have the morning to explore before heading back home.

Things to do in Venice

Historic Sites · Museums

Side Trip

Find places to stay Nov 2 — 5:

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.