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
train:  4​h 30​min
2
Varenna
— 2 nights
+2
train + foot + train:  5​h
3
Alba
— 2 nights
train:  1​h 30​min
4
Turin
— 2 nights
train:  4​h
5
Cinque Terre
— 2 nights
train:  2​h 45​min
6
Florence
— 5 nights
train:  1​h 30​min
7
Cortona
— 3 nights
train:  2​h 30​min
8
Rome
— 3 nights
train + subway:  2​h 45​min
9
Sorrento
— 4 nights
ferry:  1​h
10
Naples
— 2 nights
Drive:  3​h 15​min
11
Matera
— 1 night
Drive:  2​h
12
Ostuni
— 4 nights
Drive:  1​h 15​min
13
Bari
— 1 night
Fly:  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. Start off your visit on the 18th (Sun): don't miss a visit to Chiesa della Maddalena, take in the architecture and atmosphere at Chiesa di San Domenico, learn more about the world around you at Museo Civico archeologico e di Scienze Naturali F. Eusebio, then hike along Strada Romantica delle Langhe e il Roero, then explore the historical opulence of Castello di Prunetto, and finally take in the architecture and atmosphere at Cattedrale Nostra Signora Assunta. On the 19th (Mon), you'll have a packed day of sightseeing: relax and rejuvenate at some of the best spas, learn about winemaking at Montaribaldi, learn about winemaking at Azienda Agricola Bajaj, then step into the grandiose world of Castello di Grinzane Cavour, then do a tasting at Cascina Sot, and finally learn about winemaking at Azienda Agricola Ca Neuva.

To find ratings, photos, traveler tips, and other tourist information, you can read our Alba trip itinerary app .

Getting from Varenna to Alba by car takes about 3 hours. Other options: take a train; or take a train. In October, plan for daily highs up to 63°F, and evening lows to 47°F. Wrap up your sightseeing on the 20th (Tue) to allow time to drive to Turin.

Things to do in Alba

Historic Sites Wineries Parks

Side Trips

Dogliani, Strada Romantica delle Langhe e il Roero, Azienda Agricola Bajaj, Cascina Sot, Castello di Monastero Bormida
Find places to stay Oct 18 — 20:
Highlights from your plan
Castello di Grinzane Cavour ©
Castello di Grinzane Cavour
Castello di Prunetto ©
Castello di Prunetto
Castello di Monastero Bormida ©
Castello di Monastero Bormida

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.
On the 20th (Tue), wander the streets of Quadrilatero Romano, get engrossed in the history at Museo Egizio, make a trip to Piazza Carignano, pause for some serene contemplation at Gran Madre di Dio, then pause for some serene contemplation at Santa Maria del Monte - Monte dei Cappuccini, and finally cruise along Colline di Torino. Get ready for a full day of sightseeing on the next day: admire the striking features of Palazzo Reale, step into the grandiose world of Castello e Parco di Masino, explore the historical opulence of Castello di Aglie, then admire the landmark architecture of Villa della Regina, then explore the world behind art at Fondazione Accorsi Ometto - Museo di Arti Decorative, and finally explore the world behind art at Musei Reali.

For reviews, other places to visit, where to stay, and more tourist information, refer to the Turin itinerary site .

Getting from Alba to Turin by car takes about 1.5 hours. Other options: take a train; or take a bus. When traveling from Alba in October, plan for slightly colder days in Turin, with highs around 58°F, while nights are about the same with lows around 51°F. Finish your sightseeing early on the 22nd (Thu) to allow enough time to drive to Cinque Terre.

Things to do in Turin

Historic Sites Museums Spas

Side Trips

Castello di Aglie, Castello e Parco di Masino
Find places to stay Oct 20 — 22:
Highlights from your plan
Castello e Parco di Masino ©
Castello e Parco di Masino
Palazzo Reale ©
Palazzo Reale

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.
On the 22nd (Thu), explore the wealth of natural beauty at Parco Nazionale Cinque Terre, take in the spiritual surroundings of Church of San Giovanni Battista, hike along Cinque Terre Trails, pause for some serene contemplation at Santa Margherita di Antiochia Church, then trek along Footpath Monterosso - Vernazza, and finally take a stroll around Vernazza. Get ready for a full day of sightseeing on the 23rd (Fri): appreciate the extensive heritage of Borgo Storico di Corniglia, contemplate in the serene atmosphere at Chiesa Di San Pietro, stroll through Trail 2, then enjoy the sand and surf at Spiaggia di Fegina, then don't miss a visit to Borgo Antico, and finally make a trip to Chiesa di San Giovanni Battista.

To find traveler tips, where to stay, other places to visit, and other tourist information, refer to the Cinque Terre online visit planner .

Traveling by car from Turin to Cinque Terre takes 3.5 hours. Alternatively, you can take a train; or take a bus. When traveling from Turin in October, plan for a bit warmer days in Cinque Terre, with highs around 71°F, while nights are about the same with lows around 54°F. Finish up your sightseeing early on the 24th (Sat) so you can go by car to Florence.

Things to do in Cinque Terre

Parks Historic Sites Nature
Find places to stay Oct 22 — 24:
Highlights from your plan
Footpath Monterosso - Vernazza ©
Footpath Monterosso - Vernazza
Parco Nazionale Cinque Terre ©
Parco Nazionale Cinque Terre
Cinque Terre Trails ©
Cinque Terre Trails

5
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Visit Cathedral of Santa Maria del Fiore and Centro Storico for their historical value. Get some cultural insight at Piazzale Michelangelo and Academy Of Florence Art Gallery. Explore the numerous day-trip ideas around Florence: Basilica of San Frediano (in Lucca), Castello dei Conti Guidi di Poppi (in Poppi) and Pisa (Camposanto, Duomo di Pisa, & more). There's still lots to do: contemplate in the serene atmosphere at Basilica - Santuario di Santo Stefano, contemplate the long history of Basilica San Vitale, indulge your taste buds at Food & Drink, and take in the architecture and atmosphere at Santuario di Madonna di San Luca.

To find reviews, more things to do, and tourist information, read Florence vacation planning website .

You can drive from Cinque Terre to Florence in 2.5 hours. Alternatively, you can take a train. In October in Florence, expect temperatures between 71°F during the day and 54°F at night. Finish your sightseeing early on the 29th (Thu) so you can take a train to Cortona.

Things to do in Florence

Historic Sites Museums Tours

Side Trips

Bologna, Pisa, Canyon Park, Basilica of San Frediano, Duomo di Modena
Find places to stay Oct 24 — 29:
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Canyon Park ©
Canyon Park
Centro Storico ©
Centro Storico

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.
You'll discover tucked-away gems like Eremo Le Celle and Az. Agr. Poliziano. Do some cultural sightseeing at Tenuta Valdipiatta and Duomo di Cortona. Venture out of the city with trips to Villa Sant'Anna (in Abbadia di Montepulciano), Centro Storico di Chiusdino (in Chiusdino) and Montepulciano (Gattavecchi Winery, Cantina Fattoria della Talosa, & more). There's still lots to do: contemplate the long history of Fortezza di Girifalco, take in the architecture and atmosphere at Santa Margherita, Cortona, take in the spiritual surroundings of Oratorio di Santa Maria dei Bianchi, and explore the historical opulence of Castello di Sarteano.

To plan Cortona vacation without wasting time, ask Inspirock to design an itinerary.

Getting from Florence to Cortona by train takes about 1.5 hours. Other options: drive. Finish your sightseeing early on the 1st (Sun) so you can drive to Rome.

Things to do in Cortona

Historic Sites Wineries Museums

Side Trips

Montepulciano, Citta della Pieve, Sarteano, Centro Storico di Chiusdino, Museo Archeologico Nazionale
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.
Get some cultural insight at Colosseum and Piazza Navona. You'll explore the less-touristy side of things at Centro Storico Associazione Centro Storico and Abbey of St. Paul Outside the Walls. Explore Rome's surroundings by going to Parco Archeologico di Ostia Antica (in Ostia Antica), Monastero Di S.Benedetto (in Subiaco) and Villa d'Este (in Tivoli). There's much more to do: explore the ancient world of Palatine Hill, take in the spiritual surroundings of Baldacchino di San Pietro, di Bernini, steep yourself in history at Colle Aventino, and take in the architecture and atmosphere at Basilica di Santa Maria degli Angeli e dei Martiri.

To see more things to do, photos, ratings, and more tourist information, you can read our Rome travel itinerary planner .

Getting from Cortona to Rome by car takes about 2.5 hours. Other options: take a train. In November, daily temperatures in Rome can reach 63°F, while at night they dip to 47°F. Wrap up 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, Villa d'Este, Parco Archeologico di Ostia Antica, Monastero Di S.Benedetto
Find places to stay Nov 1 — 4:
Highlights from your plan
Roman Forum ©
Roman Forum
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, Castello di Lettere, House of Venus in the Shell
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, explore the ancient world of Odeon - Teatro Piccolo, explore the ancient world of Teatro Grande, then contemplate the long history of Forum, then explore the ancient world of The Neapolis Buried, and finally contemplate in the serene atmosphere at Chiesa di San Gregorio Armeno. Here are some ideas for day two: take in the spiritual surroundings of Pio Monte della Misericordia, pause for some serene contemplation at Chiesa di San Giovanni a Carbonara, admire the masterpieces at Museo Diocesano Napoli - Complesso Monumentale Donnaregina, examine the collection at MUSA - Museo Universitario delle Scienze e delle Arti, then engage your brain at Museo delle Arti Sanitarie, and finally contemplate in the serene atmosphere at Chiesa di Santa Chiara.

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 Childrens Museums

Side Trips

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

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 Museums Wildlife

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 Beaches

Side Trips

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

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.
Start off your visit on the 15th (Sun): get to know the fascinating history of Torre a Mare, take in the architecture and atmosphere at Cattedrale di Conversano, kick back and relax at Lama Monachile, then pause for some serene contemplation at Basilica San Nicola, then pause for some serene contemplation at Cattedrale Maria SS. Assunta, and finally explore the historical opulence of Castello Svevo di Barletta.

Discover how to plan a Bari trip in just a few steps with Inspirock's itinerary builder.

Traveling by train from Ostuni to Bari takes an hour. Alternatively, you can drive; or take a bus. In November, daily temperatures in Bari can reach 65°F, while at night they dip to 49°F. You'll have a few hours on the 16th (Mon) to wrap things up before traveling home.

Things to do in Bari

Historic Sites Parks Beaches

Side Trips

Cattedrale Maria SS. Assunta, Castello Svevo di Barletta, Centro Storico, Cattedrale di Conversano, Lama Monachile
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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