35 days in Italy Itinerary

35 days in Italy Itinerary

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Route & dates

35 days in Italy Itinerary

Start: New York City
bus + Fly:  15​h 30​min
1
Venice
— 2 nights
Drive:  4​h 30​min
2
Varenna
— 2 nights
Drive:  5​h
3
Alba
— 2 nights
Drive:  1​h 30​min
4
Turin
— 2 nights
Drive:  4​h
5
Cinque Terre
— 2 nights
train:  2​h
6
Pisa
— Few hours
train:  1​h
7
Florence
— 5 nights
train:  1​h 30​min
8
Cortona
— 3 nights
Drive:  2​h 30​min
9
Rome
— 3 nights
train + subway:  2​h 45​min
10
Sorrento
— 4 nights
ferry:  1​h
11
Naples
— 2 nights
Drive:  3​h 15​min
12
Matera
— 1 night
Drive:  2​h
13
Ostuni
— 4 nights
train:  1​h 15​min
14
Bari
— 1 night
Fly + bus:  14​h 15​min
End: New York City


Learn more about your trip

2
nights
Venice

Venice ©
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.
Your list of things to see and do now includes Santa Maria dei Miracoli, Basilica dei Santi Giovanni e Paolo (San Zanipolo), libreria Acqua alta, and other attractions. On the 14th (Wed), admire the striking features of Venetian Arsenal, appreciate the extensive heritage of Piazza San Marco, enjoy breathtaking views from St Mark's Campanile, then take in panoramic vistas at Torre dell'Orologio, then admire the striking features of Basilica di San Marco, and finally explore the galleries of Doge's Palace. On the next day, admire the striking features of Scala Contarini del Bovolo, snap pictures at Ponte dell'Accademia, take in the architecture and atmosphere at Basilica di Santa Maria della Salute, pause for some photo ops at Punta della Dogana, then examine the collection at Ca' Rezzonico, and finally contemplate in the serene atmosphere at Scuola Grande di San Rocco.

To find traveler tips, ratings, where to stay, and tourist information, read our Venice tour itinerary builder website .

New York City, USA to Venice is an approximately 11.5-hour combination of bus and flight. You can also fly; or do a combination of flight and train. Traveling from New York City to Venice, you'll lose 6 hours due to the time zone difference. Plan for little chillier nights when traveling from New York City in October since evenings lows in Venice dip to 51°F. On the 16th (Fri), you'll have the morning to explore before heading off to Varenna.

Things to do in Venice

Historic Sites Museums Shopping
Find places to stay Oct 14 — 16:
Highlights from your plan
Piazza San Marco ©
Piazza San Marco
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

2
nights
Varenna

Varenna ©
Varenna is a comune (municipality) on Lake Como in the Province of Lecco in the Italian region Lombardy, located about 60km north of Milan and about 20km northwest of Lecco.Varenna was founded by local fishermen in 769, and was later allied of the commune of Milan. Your day-by-day itinerary now includes Villa del Balbianello, Villa Monastero, Castello di Vezio, and other attractions you added. Kick off your visit on the 16th (Fri): admire the natural beauty at i Giardini di Villa Melzi, stop by Alimentari Da Caio, then stroll around La Punta Spartivento, then admire the natural beauty at Il Giardino Botanico - Hotel Villa Cipressi, and finally get a taste of local nightlife at In Vinis Veritas. Keep things going the next day: explore the historical opulence of Castello di Vezio, then admire the landmark architecture of Villa Monastero, then admire the natural beauty at Villa Carlotta, and finally admire the striking features of Villa del Balbianello.

To find more things to do, reviews, traveler tips, and more tourist information, you can read our Varenna trip itinerary maker .

Traveling by car from Venice to Varenna takes 3.5 hours. Alternatively, you can take a train; or do a combination of train and flight. In October, plan for daily highs up to 64°F, and evening lows to 49°F. You'll have a few hours on the 18th (Sun) to wrap things up before traveling to Alba.

Things to do in Varenna

Parks Museums Historic Sites

Side Trips

Bellagio, Tremezzina, Castello di Vezio
Find places to stay Oct 16 — 18:
Highlights from your plan
i Giardini di Villa Melzi ©
i Giardini di Villa Melzi
Castello di Vezio ©
Castello di Vezio
Villa Carlotta ©
Villa Carlotta

2
nights
Alba

Alba ©
Alba is a town and comune of Piedmont, Italy, in the province of Cuneo. Your list of things to see and do now includes Chiesa di San Domenico, Cattedrale di San Lorenzo, Parrocchia S. Giovanni Battista, and other attractions. Get ready for a full day of sightseeing on the 19th (Mon): pause for some serene contemplation at Cattedrale di San Lorenzo, then take in the architecture and atmosphere at Chiesa di San Domenico, then make a trip to Parrocchia S. Giovanni Battista, and finally look for gifts at Tartufi Morra.

To find more things to do, traveler tips, other places to visit, and more tourist information, refer to the Alba planner .

You can drive from Varenna to Alba in 3 hours. Alternatively, you can take a train; or take a train. In October, daytime highs in Alba are 63°F, while nighttime lows are 47°F. You will have some time to spend on the 20th (Tue) before leaving for Turin.

Things to do in Alba

Historic Sites Shopping
Find places to stay Oct 18 — 20:
Highlights from your plan
Tartufi Morra ©
Tartufi Morra

2
nights
Turin

Turin ©
A city of technology and industry, Turin is in northwestern Italy, a one-hour drive from the French border and slightly more than that from the Mediterranean Sea.
You've added Museo Nazionale del Cinema, Reggia di Venaria Reale, Museo Lavazza, and other attractions to your itinerary. On the 20th (Tue), make a trip to Piazza San Carlo, get engrossed in the history at Museum of the Risorgimento, make a trip to Piazza Castello, admire the landmark architecture of Palazzo Reale, then steep yourself in history at Duomo di Torino e Cappella della Sacra Sindone, and finally take in panoramic vistas at Porta Palatina. Keep things going the next day: examine the collection at Museo Lavazza, then browse the exhibits of Reggia di Venaria Reale, and then see the interesting displays at Museo Nazionale del Cinema.

To see traveler tips, ratings, other places to visit, and more tourist information, go to the Turin online trip itinerary maker .

Traveling by car from Alba to Turin takes 1.5 hours. Alternatively, you can take a train; or take a bus. When traveling from Alba in October, plan for a bit cooler days in Turin, with highs around 58°F, while nights are about the same with lows around 51°F. On the 22nd (Thu), you'll have the morning to explore before heading off to Cinque Terre.

Things to do in Turin

Museums Historic Sites Shopping

Side Trip

Reggia di Venaria Reale
Find places to stay Oct 20 — 22:
Highlights from your plan
Museo Nazionale del Cinema ©
Museo Nazionale del Cinema
Palazzo Reale ©
Palazzo Reale
Borgo Medievale ©
Borgo Medievale

2
nights
Cinque Terre

Cinque Terre ©
Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Your day-by-day itinerary now includes View Point Corniglia, Castello Doria and Santa Margherita di Antiochia Church. Start off your visit on the 22nd (Thu): step into the grandiose world of Castello Doria and then take in the architecture and atmosphere at Santa Margherita di Antiochia Church. On the 23rd (Fri), you'll have a packed day of sightseeing: take some stellar pictures from View Point Corniglia.

To find other places to visit, where to stay, more things to do, and tourist information, you can read our Cinque Terre tour planner.

You can drive from Turin to Cinque Terre in 3.5 hours. Alternatively, you can take a train; or take a bus. Traveling from Turin in October, you will find days in Cinque Terre are somewhat warmer (71°F), and nights are about the same (54°F). On the 24th (Sat), you'll travel to Pisa.

Things to do in Cinque Terre

Historic Sites
Find places to stay Oct 22 — 24:
Highlights from your plan
Santa Margherita di Antiochia Church ©
Castello Doria ©
Castello Doria
View Point Corniglia ©
View Point Corniglia

few
hours
Pisa

Pisa ©
Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Kick off your visit on the 24th (Sat): take in panoramic vistas at Leaning Tower of Pisa and then take in the spiritual surroundings of Duomo di Pisa.

For other places to visit, maps, more things to do, and more tourist information, refer to the Pisa sightseeing planner.

Traveling by train from Cinque Terre to Pisa takes 2 hours. Alternatively, you can drive; or take a bus. In October, daytime highs in Pisa are 71°F, while nighttime lows are 54°F. On the 24th (Sat), wrap the sightseeing up by early afternoon so you can take a train to Florence.

Things to do in Pisa

Historic Sites
Find places to stay Oct 24 — 25:
Highlights from your plan
Duomo di Pisa ©
Duomo di Pisa
Leaning Tower of Pisa ©
Leaning Tower of Pisa

5
nights
Florence

Florence
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
For reviews, traveler tips, and tourist information, refer to the Florence road trip planner.

Take a train from Pisa to Florence in an hour. Alternatively, you can take a bus; or drive. Expect a daytime high around 71°F in October, and nighttime lows around 54°F. On the 29th (Thu), you'll have the morning to explore before heading off to Cortona.

Things to do in Florence

Tours Historic Sites Outdoors
Find places to stay Oct 24 — 29:

3
nights
Cortona

Cortona ©
The hilltop town of Cortona gained international attention as the subject of the 2003 film "Under the Tuscan Sun." With the Chiana Valley and Lake Trasimeno as its backdrop, Cortona is one of Tuscany's hotspots for art and culture.
Get a sense of the local culture at Eremo Le Celle and Duomo di Cortona. You'll discover tucked-away gems like Tenuta Valdipiatta and Fortezza di Girifalco. Venture out of the city with trips to Montepulciano (Icario Winery, Cantina Fattoria della Talosa, & more), Sarteano (Archeological Museum and Tomb of Hell's Quadriga & Castello di Sarteano) and Centro Storico di Chiusdino (in Chiusdino). There's much more to do: take in the architecture and atmosphere at Santa Margherita, Cortona, contemplate the long history of Cimitero della Misericordia, make a trip to Tanella di Pitagora, and take in the spiritual surroundings of Chiesa San Francesco.

Plan my trip to Cortona with suggested itineraries provided by Inspirock.

Take a train from Florence to Cortona in 1.5 hours. Alternatively, you can drive. Cap off your sightseeing on the 1st (Sun) early enough to go by car to Rome.

Things to do in Cortona

Historic Sites Wineries Museums

Side Trips

Montepulciano, Sarteano, Cattedrale Santi Gervasio e Protasio, Chiesa di Sant'Apollinare, Centro Storico di Chiusdino
Find places to stay Oct 29 — Nov 1:
Highlights from your plan
Eremo Le Celle ©
Eremo Le Celle
Tenuta Valdipiatta ©
Tenuta Valdipiatta
Duomo di Cortona ©
Duomo di Cortona

3
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Visit Colosseum and St. Peter's Basilica for their historical value. Get some cultural insight at Pantheon and Centro Storico Associazione Centro Storico. Get out of town with these interesting Rome side-trips: Villa d'Este (in Tivoli), Parco Archeologico di Ostia Antica (in Ostia Antica) and Monastero Di S.Benedetto (in Subiaco). The adventure continues: explore the ancient world of Palatine Hill, appreciate the extensive heritage of Piazza Navona, take in the spiritual surroundings of Baldacchino di San Pietro, di Bernini, and pause for some serene contemplation at Basilica di Santa Maria degli Angeli e dei Martiri.

To see traveler tips, where to stay, maps, and more tourist information, you can read our Rome itinerary maker site .

You can drive from Cortona to Rome in 2.5 hours. Another option is to take a train. November in Rome sees daily highs of 63°F and lows of 47°F at night. Cap off your sightseeing on the 4th (Wed) early enough to travel to Sorrento.

Things to do in Rome

Historic Sites Museums Parks

Side Trips

Vatican City, Parco Archeologico di Ostia Antica, Villa d'Este, Monastero Di S.Benedetto
Find places to stay Nov 1 — 4:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

4
nights
Sorrento

A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
Discover out-of-the-way places like Wine Tours & Tastings and Piazza Tasso. Get some cultural insight at Duomo di Sant'Andrea and Centro Storico. You'll find plenty of places to visit near Sorrento: Castello di Lettere (in Lettere), Sentiero dei Limoni (in Maiori) and Cloister del Paradiso (in Amalfi). Next up on the itinerary: stroll through Fornillo, contemplate the long history of Church of Santa Maria Assunta, indulge your taste buds at Food & Drink, and take in the spiritual surroundings of St Francis Church and Convent.

For more things to do, maps, photos, and tourist information, go to the Sorrento itinerary planner .

You can do a combination of train and subway from Rome to Sorrento in 3 hours. Other options are to drive; or take a bus. Traveling from Rome in November, Sorrento is a bit warmer at night with lows of 56°F. Finish up your sightseeing early on the 8th (Sun) so you can catch the ferry to Naples.

Things to do in Sorrento

Outdoors Tours Parks

Side Trips

Positano, Amalfi, Massa Lubrense, House of Venus in the Shell, Sentiero dei Limoni
Find places to stay Nov 4 — 8:
Highlights from your plan
Wine Tours & Tastings
Fornillo ©
Fornillo
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea

2
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Start off your visit on the 8th (Sun): explore the ancient world of Parco Acheologico di Ercolano, contemplate the long history of Forum, explore the ancient world of The Neapolis Buried, then admire the masterpieces at Chiesa dei Santi Filippo e Giacomo - Complesso Museale dell'Arte della Seta, then contemplate the long history of Underground Naples, and finally take in the architecture and atmosphere at Basilica of San Paolo Maggiore. Get ready for a full day of sightseeing on the 9th (Mon): explore the ancient world of Temple of Jupiter, explore the ancient world of Terme del Foro, explore the ancient world of Odeon - Teatro Piccolo, then take in the architecture and atmosphere at Duomo di Napoli, then take in the architecture and atmosphere at Chiesa di San Gregorio Armeno, and finally engage your brain at Museo delle Arti Sanitarie.

To see traveler tips, photos, more things to do, and more tourist information, go to the Naples trip planner.

You can ride a ferry from Sorrento to Naples in an hour. Other options are to take a subway; or drive. Traveling from Sorrento in November, expect a bit cooler with lows of 50°F in Naples. Finish your sightseeing early on the 10th (Tue) to allow enough time to drive to Matera.

Things to do in Naples

Historic Sites Museums Neighborhoods

Side Trips

Pompeii, Duomo di Ravello, Parco Acheologico di Ercolano
Find places to stay Nov 8 — 10:
Highlights from your plan
Parco Acheologico di Ercolano ©
Parco Acheologico di Ercolano
Underground Naples ©
Underground Naples
Duomo di Ravello ©
Duomo di Ravello

1
night
Matera

Matera ©
Famous for its resemblance to the ancient settlements of Jerusalem and Cappadocia, Matera remains one of the oldest inhabited cities in the world.
Kick off your visit on the 10th (Tue): examine the collection at La Cantina Frrud - Museo del Vino, surround yourself with nature on a nature and wildlife tour, appreciate the extensive heritage of Via Ridola, then get to know the fascinating history of Casa Cisterna Sotterranea, then contemplate the long history of Piazza San Pietro Caveoso, and finally don't miss a visit to Piazza Duomo.

To find other places to visit, reviews, and tourist information, read our Matera trip planner .

Drive from Naples to Matera in 3.5 hours. Alternatively, you can take a bus; or take a train. Traveling from Naples in November, expect nights in Matera to be about the same, around 47°F, while days are little chillier, around 60°F. Wrap up your sightseeing on the 11th (Wed) to allow time to drive to Ostuni.

Things to do in Matera

Historic Sites Outdoors Museums

Side Trip

La Cantina Frrud - Museo del Vino
Find places to stay Nov 10 — 11:
Highlights from your plan
La Cantina Frrud - Museo del Vino ©
La Cantina Frrud - Museo del Vino
Chiesa di Sant'Agostino ©
Chiesa di Sant'Agostino

4
nights
Ostuni

Ostuni ©
Ostuni is a city and comune, located about 8 km from the coast, in the province of Brindisi, region of Apulia, Italy). You'll explore the less-touristy side of things at Centro Storico and Cathedral of Ostuni. Visit Faro di Punta Palascia and Centro Storico Medievale di Specchia for their historical value. You'll find plenty of places to visit near Ostuni: Spiaggia di Torre Chianca (in Porto Cesareo), Lecce (Chiesa di San Matteo & Chiesa di Santa Chiara) and Manduria (Spiaggia Salina dei Monaci & Spiaggia di San Pietro in Bevagna). The adventure continues: learn about winemaking at I Pastini, wander the streets of Borgo Medievale di Ceglie Messapica, pause for some serene contemplation at Chiesa di San Pietro, and kick back and relax at Lungomare degli Eroi.

To see reviews, more things to do, traveler tips, and more tourist information, go to the Ostuni online route builder .

Getting from Matera to Ostuni by car takes about 2 hours. Other options: take a bus; or take a train. Expect a bit warmer evenings in Ostuni when traveling from Matera in November, with lows around 53°F. Finish up your sightseeing early on the 15th (Sun) so you can catch the train to Bari.

Things to do in Ostuni

Historic Sites Parks Outdoors

Side Trips

Otranto, Lecce, Martina Franca, Specchia, Manduria
Find places to stay Nov 11 — 15:
Highlights from your plan
Centro Storico ©
Centro Storico
Cathedral of Ostuni ©
Cathedral of Ostuni
I Pastini ©
I Pastini

1
night
Bari

Bari ©
Puglia's capital city, Bari, is a growing metropolis of industry and one of the country's most important commercial ports.
On the 15th (Sun), get to know the fascinating history of Torre a Mare, pause for some serene contemplation at Cattedrale di Conversano, kick back and relax at Lama Monachile, then take in the spiritual surroundings of Basilica San Nicola, then pause for some serene contemplation at Cattedrale Maria SS. Assunta, and finally step into the grandiose world of Castello Svevo di Barletta.

To find photos, more things to do, ratings, and tourist information, refer to the Bari driving holiday planner.

Take a train from Ostuni to Bari in an hour. Alternatively, you can drive; or take a bus. In November, plan for daily highs up to 65°F, and evening lows to 49°F. On the 16th (Mon), you'll have the morning to explore before heading back home.

Things to do in Bari

Historic Sites Outdoors Beaches

Side Trips

Cattedrale Maria SS. Assunta, Lama Monachile, Centro Storico Di Giovinazzo, Cattedrale di Conversano, Castello Svevo di Barletta
Find places to stay Nov 15 — 16:
Highlights from your plan
Basilica San Nicola ©
Basilica San Nicola
Cattedrale Maria SS. Assunta ©
Cattedrale Maria SS. Assunta
Centro Storico Di Giovinazzo ©
Centro Storico Di Giovinazzo

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