60 days in Italy Itinerary

60 days in Italy Itinerary

Created using Inspirock Italy travel planner

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Route & dates

60 days in Italy Itinerary

Start: San Salvador
Fly:  14​h 30​min
1
Venice
— 4 nights
train:  30​min
2
Padua
— 2 nights
train:  1​h 45​min
3
Florence
— 2 nights
Drive:  1​h 15​min
4
San Gimignano
— 2 nights
Drive:  1​h
5
Siena
— 2 nights
Drive:  1​h
6
Montalcino
— 2 nights
Drive:  1​h 45​min
7
Assisi
— 3 nights
Drive:  2​h 15​min
8
Rome
— 18 nights
train:  1​h 15​min
9
Naples
— 4 nights
bus:  15​min
10
Pompeii
— 1 night
subway:  45​min
11
Sorrento
— 2 nights
ferry:  30​min
12
Positano
— 2 nights
Drive:  30​min
13
Praiano
— 2 nights
bus:  15​min
14
Ravello
— 2 nights
Drive:  30​min
15
Amalfi
— 2 nights
Drive:  15​min
16
Conca dei Marini
— 2 nights
+2
Drive + Fly + Drive:  5​h 45​min
17
Bellagio
— 2 nights
train:  1​h 45​min
18
Milan
— 2 nights
Fly:  17​h 30​min
End: San Salvador

4
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.
Canal Grande has been added to your itinerary. The adventure continues: admire the striking features of Basilica di San Marco, contemplate the long history of Doge's Palace, get to know the fascinating history of Piazza San Marco, and snap pictures at Ponte dei Sospiri.

For ratings, traveler tips, and other tourist information, read Venice trip website .

San Salvador, El Salvador to Venice is an approximately 16-hour flight. You can also do a combination of flight and train; or do a combination of flight, bus, and train. Due to the time zone difference, you'll lose 7 hours traveling from San Salvador to Venice. Traveling from San Salvador in September, expect Venice to be little chillier, temps between 29°C and 17°C. Wrap up your sightseeing on the 29th (Tue) early enough to take a train to Padua.

Things to do in Venice

Historic Sites Museums Tours
Highlights from your plan
Canal Grande ©
Canal Grande
Basilica di San Marco
Basilica di San Marco
Doge's Palace ©
Doge's Palace

2
nights
Padua

Padua ©
Padua is a picturesque city with a dense network of arcaded streets opening into large communal piazze (squares).
Keep things going the next day: take in nature's colorful creations at Orto Botanico di Padova, pause for some serene contemplation at Basilica di Sant’Antonio, then contemplate the long history of Scoletta del Santo, then explore the world behind art at Musei Civici Agli Eremitani, and finally take in the architecture and atmosphere at Scrovegni Chapel.

To find maps, ratings, reviews, and more tourist information, go to the Padua travel route website .

Padua is very close to Venice. Traveling from Venice in September, expect nights in Padua to be about the same, around 19°C, while days are slightly colder, around 25°C. Wrap up your sightseeing on the 1st (Thu) early enough to take a train to Florence.

Things to do in Padua

Historic Sites Museums Neighborhoods
Highlights from your plan
Scrovegni Chapel ©
Scrovegni Chapel
Scoletta del Santo ©
Scoletta del Santo

2
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
On the 2nd (Fri), you'll have a packed day of sightseeing: contemplate in the serene atmosphere at Campanile di Giotto, contemplate in the serene atmosphere at The Baptistery of St. John, then steep yourself in history at Palazzo Vecchio, then take an in-depth tour of Basilica di Santa Croce, and finally appreciate the history behind Monumento a Dante Alighieri.

To see photos, traveler tips, reviews, and more tourist information, read Florence trip itinerary maker tool .

Traveling by train from Padua to Florence takes 2 hours. Alternatively, you can drive; or take a bus. Expect somewhat warmer weather when traveling from Padua in October: highs in Florence hover around 25°C, while lows dip to 14°C. Finish your sightseeing early on the 3rd (Sat) to allow enough time to drive to San Gimignano.

Things to do in Florence

Museums Historic Sites
Highlights from your plan
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo

2
nights
San Gimignano

San Gimignano ©
A historical gem in the heart of Tuscany, San Gimignano is known as the Town of Fine Towers for its jutting skyline of high city walls.
On the 4th (Sun), pause for some serene contemplation at Duomo di San Gimignano, then make a trip to San Gimignano Bell Tower, then steep yourself in history at Historic Centre of San Gimignano, and finally make a trip to Piazza della Cisterna. Get ready for a full day of sightseeing on the 5th (Mon): learn about winemaking at Tenuta Torciano Vineyards, do a tasting at Guardastelle Vineyard, learn about winemaking at Podere La Marronaia- Sosta Alle Colonne, then shop like a local with La Bottega del Sale di Duccio Nacci photographer, and finally contemplate the long history of Torre Grossa.

To find other places to visit, photos, traveler tips, and more tourist information, you can read our San Gimignano day trip planning app .

You can drive from Florence to San Gimignano in 1.5 hours. Other options are to take a bus; or take a train. In October, daytime highs in San Gimignano are 25°C, while nighttime lows are 14°C. Finish your sightseeing early on the 5th (Mon) to allow enough time to drive to Siena.

Things to do in San Gimignano

Wineries Historic Sites Museums
Highlights from your plan
Duomo di San Gimignano ©
Duomo di San Gimignano
Torre Grossa ©
Torre Grossa

2
nights
Siena

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Kick off your visit on the 6th (Tue): indulge your taste buds at Food & Drink, browse the collection at Biblioteca Piccolomini, and then take in panoramic vistas at Torre del Mangia. On the next day, let your taste buds guide you at a local gastronomic tour, pause for some serene contemplation at Duomo di Siena, and then make a trip to Piazza del Campo.

To see reviews, maps, traveler tips, and more tourist information, read our Siena travel planning site .

Traveling by car from San Gimignano to Siena takes an hour. Alternatively, you can take a bus; or do a combination of bus and train. In October, daily temperatures in Siena can reach 26°C, while at night they dip to 15°C. Wrap up your sightseeing on the 7th (Wed) early enough to drive to Montalcino.

Things to do in Siena

Tours Historic Sites
Highlights from your plan
Wine Tours & Tastings
Piazza del Campo ©
Piazza del Campo
Food Tours

2
nights
Montalcino

Montalcino ©
In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
Kick off your visit on the 8th (Thu): learn about winemaking at Ciacci Piccolomini d'Aragona, then pause for some serene contemplation at Abbazia di Sant'Antimo, then learn about winemaking at Podere Il Cocco, and finally learn about winemaking at Castiglion del Bosco. Here are some ideas for day two: make a trip to Piazza Pio II, don't miss a visit to Piazza Grande a Montepulciano, relax and rejuvenate at some of the best spas, then do a tasting at Mate Winery, then do a tasting at Winery Solaria Patrizia Cencioni, and finally enjoy breathtaking views from Fortezza di Montalcino.

For other places to visit, where to stay, maps, and tourist information, read our Montalcino online trip itinerary builder .

You can drive from Siena to Montalcino in an hour. Other options are to do a combination of train and bus; or take a bus. In October in Montalcino, expect temperatures between 26°C during the day and 15°C at night. Wrap up your sightseeing on the 9th (Fri) to allow time to drive to Assisi.

Things to do in Montalcino

Wineries Spas Historic Sites

Side Trips

Piazza Grande a Montepulciano, Piazza Pio II, Spas
Highlights from your plan
Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona
Castiglion del Bosco ©
Castiglion del Bosco
Podere Il Cocco ©
Podere Il Cocco

3
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Kick off your visit on the 10th (Sat): contemplate the long history of Eremo delle Carceri, do a tasting at Bibenda Assisi, learn about winemaking at Tili Vini Societa Agricola, then explore the historical opulence of Rocca Maggiore, then pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, and finally take in the spiritual surroundings of Cripta di San Francesco. On your second day here, do a tasting at Castello Monte Vibiano Vecchio, learn about winemaking at Montioni Frantoio e Cantina, then make a trip to Vicolo della Volta Pinta, and finally do a tasting at Azienda Agraria Saio.

To see reviews, photos, other places to visit, and other tourist information, use the Assisi road trip planning app .

Traveling by car from Montalcino to Assisi takes 2 hours. Alternatively, you can take a bus. Traveling from Montalcino in October, expect a bit cooler with lows of 12°C in Assisi. Wrap up your sightseeing on the 12th (Mon) to allow time to drive to Rome.

Things to do in Assisi

Wineries Historic Sites

Side Trips

Montioni Frantoio e Cantina, Castello Monte Vibiano Vecchio
Highlights from your plan
Tili Vini Societa Agricola ©
Tili Vini Societa Agricola
Montioni Frantoio e Cantina ©
Montioni Frantoio e Cantina
Azienda Agraria Saio ©
Azienda Agraria Saio

18
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Change things up with these side-trips from Rome: Tivoli (Villa d'Este & Villa Adriana). And it doesn't end there: delve into the distant past at Pantheon, contemplate the long history of Palatine Hill, don't miss a visit to Spanish Steps, and admire the masterpieces at Vatican Museums.

To see more things to do, maps, other places to visit, and other tourist information, read Rome trip itinerary maker site .

Traveling by car from Assisi to Rome takes 2.5 hours. Alternatively, you can take a train; or take a bus. In October, daytime highs in Rome are 26°C, while nighttime lows are 15°C. Finish your sightseeing early on the 30th (Fri) so you can take a train to Naples.

Things to do in Rome

Historic Sites Neighborhoods Museums

Side Trips

Vatican City, Tivoli
Highlights from your plan
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain
Vatican Museums
Vatican Museums

4
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Step out of Naples to go to Ottaviano and see Vesuvio National Park, which is approximately 38 minutes away. There's lots more to do: examine the collection at Museo Archeologico Nazionale di Napoli, get to know the fascinating history of Via Caracciolo e Lungomare di Napoli, explore the galleries of Galleria Borbonica, and take in the architecture and atmosphere at Duomo di Napoli.

To find photos, maps, and more tourist information, go to the Naples tour itinerary planning app .

You can take a train from Rome to Naples in 1.5 hours. Other options are to drive; or take a bus. October in Naples sees daily highs of 27°C and lows of 17°C at night. Finish up your sightseeing early on the 3rd (Tue) so you can catcht the bus to Pompeii.

Things to do in Naples

Historic Sites Museums Nature

Side Trip

Vesuvio National Park
Highlights from your plan
Galleria Borbonica ©
Galleria Borbonica
Museo Cappella Sansevero ©
Museo Cappella Sansevero

1
night
Pompeii

Pompeii ©
Pompeii has been a tourist destination for more than 250 years.
Kick off your visit on the 3rd (Tue): admire the striking features of Villa dei Misteri, then delve into the distant past at Pompeii Archaeological Park, and then explore the ancient world of Parco Acheologico di Ercolano. On the 4th (Wed), you'll have a packed day of sightseeing: explore the ancient world of Teatro Grande, make a trip to Stabian Baths (Terme Stabiane), steep yourself in history at Forum, contemplate in the serene atmosphere at Pontificio Santuario della Beata Maria Vergine del Santo Rosario di Pompei, then learn about winemaking at Bosco de Medici Winery, and finally delve into the distant past at Oplonti Villa di Poppea Ruins.

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

Pompeii is just a stone's throw from Naples. In November, daily temperatures in Pompeii can reach 22°C, while at night they dip to 11°C. Wrap up your sightseeing on the 4th (Wed) to allow time to take a subway to Sorrento.

Things to do in Pompeii

Historic Sites Wineries

Side Trips

Oplonti Villa di Poppea Ruins, Parco Acheologico di Ercolano
Highlights from your plan
Parco Acheologico di Ercolano ©
Parco Acheologico di Ercolano
Bosco de Medici Winery ©
Bosco de Medici Winery
Pompeii Archaeological Park ©
Pompeii Archaeological Park

2
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.
On the 5th (Thu), enjoy the sand and surf at Villa di Pollio Felice - Bagni della Regina Giovanna, take a leisurely stroll along Marina Grande - Antico Borgo Marinaro, then let your taste buds guide you at a local gastronomic tour, then contemplate in the serene atmosphere at St Francis Church and Convent, and finally don't miss a visit to Piazza Tasso. Keep things going the next day: experience rural life at La Masseria Farm Experience, look for gifts at Stinga Tarsia, and then take a memorable tour with Tours.

For other places to visit, traveler tips, more things to do, and other tourist information, go to the Sorrento trip builder .

You can take a subway from Pompeii to Sorrento in an hour. Other options are to drive; or take a bus. Expect somewhat warmer evenings in Sorrento when traveling from Pompeii in November, with lows around 15°C. Cap off your sightseeing on the 6th (Fri) early enough to catch the ferry to Positano.

Things to do in Sorrento

Tours Outdoors Beaches

Side Trip

La Masseria Farm Experience
Highlights from your plan
Food Tours
St Francis Church and Convent ©
St Francis Church and Convent

2
nights
Positano

Positano ©
Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
Start off your visit on the 7th (Sat): kick back and relax at Spiaggia Grande, take in the pleasant sights at Positano, and then get great views at Il Sentiero Degli Dei. On the next day, Head underground at Cave of Smeraldo, enjoy the sand and surf at Bagni d'Arienzo Beach Club, Positano, enjoy the sand and surf at Fornillo, then look for gifts at Nana' Positano, and finally contemplate in the serene atmosphere at Church of Santa Maria Assunta.

To find reviews, photos, ratings, and tourist information, go to the Positano online travel planner .

Positano is very close to Sorrento. In November, daily temperatures in Positano can reach 20°C, while at night they dip to 15°C. Finish up your sightseeing early on the 8th (Sun) so you can go by car to Praiano.

Things to do in Positano

Parks Outdoors Beaches
Highlights from your plan
Fornillo ©
Fornillo
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei
Spiaggia Grande ©
Spiaggia Grande

2
nights
Praiano

Praiano ©
On the 9th (Mon), get outside with Spiaggia della Gavitella, don't miss a visit to Parrocchia Di San Gennaro, then sample the fine beverages at Il Gusto della Costa, then enjoy the sand and surf at Marina di Praia Beach, and finally don't miss a visit to IL Presepe nella Roccia. On your second day here, pause for some serene contemplation at Convento di Santa Maria a Castro, then head outdoors with I Suoni degli Dei - Pelagos, then take in panoramic vistas at Torre di Grado, and finally make a trip to Fondazione Lewitt - Villa Letizia.

For where to stay, traveler tips, reviews, and tourist information, use the Praiano trip itinerary planning tool .

Praiano is just a stone's throw from Positano. In November, daily temperatures in Praiano can reach 20°C, while at night they dip to 15°C. Cap off your sightseeing on the 10th (Tue) early enough to catcht the bus to Ravello.

Things to do in Praiano

Outdoors Beaches Parks
Highlights from your plan
Marina di Praia Beach ©
Marina di Praia Beach
Parrocchia Di San Gennaro ©
Parrocchia Di San Gennaro
I Suoni degli Dei - Pelagos ©
I Suoni degli Dei - Pelagos

2
nights
Ravello

Ravello ©
Kick off your visit on the 11th (Wed): contemplate the long history of Duomo di Ravello, admire the striking features of Villa Rufolo, admire the natural beauty at Villa Cimbrone Gardens, then tour the pleasant surroundings at Ravello - Atrani Walk, and finally make a trip to Le Ville di Ravello. On the 12th (Thu), you'll have a packed day of sightseeing: step into the grandiose world of Castello di San Nicola de Thoro-Plano, trek along Sentiero dei Limoni, trek along Ravello-Minori Walk, then shop like a local with Ceramiche Cosmolena di Margherita di Palma, and finally get a taste of the local shopping with Ceramiche d'Arte Carmela.

To find maps, traveler tips, reviews, and other tourist information, you can read our Ravello day trip planning tool .

Ravello is just a short distance from Praiano. November in Ravello sees daily highs of 21°C and lows of 17°C at night. Finish up your sightseeing early on the 12th (Thu) so you can go by car to Amalfi.

Things to do in Ravello

Parks Historic Sites Outdoors

Side Trip

Maiori
Highlights from your plan
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Villa Rufolo ©
Villa Rufolo
Duomo di Ravello ©
Duomo di Ravello

2
nights
Amalfi

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.
Kick off your visit on the 13th (Fri): indulge your senses at some of the top wineries in the area, pause for some serene contemplation at Parrocchia San Giovanni, then don't miss a visit to Fontana sant'Andrea, and finally contemplate in the serene atmosphere at Duomo di Sant'Andrea. Here are some ideas for day two: identify plant and animal life at Valle delle Ferriere, take a memorable drive along Amalfi Coast, then examine the collection at Museo della Carta, and finally contemplate in the serene atmosphere at Cloister del Paradiso.

To find more things to do, reviews, traveler tips, and other tourist information, refer to the Amalfi trip itinerary site .

Amalfi is just a stone's throw from Ravello. In November, daily temperatures in Amalfi can reach 21°C, while at night they dip to 17°C. Finish your sightseeing early on the 14th (Sat) to allow enough time to drive to Conca dei Marini.

Things to do in Amalfi

Tours Wildlife Nature

Side Trips

Parrocchia San Giovanni, Amalfi Coast
Highlights from your plan
Wine Tours & Tastings
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea
Museo della Carta ©
Museo della Carta

2
nights
Conca dei Marini

Conca dei Marini ©
Conca dei Marini is a town and comune in the province of Salerno in the Campania region of south-western Italy. Kick off your visit on the 15th (Sun): stroll through Lido Capo di Conca, Head underground at Grotta dello Smeraldo, then look for gifts at Piccadilly, then take in panoramic vistas at Torre del Capo di Conca, and finally pause for some serene contemplation at Chiesa di San Pancrazio Martire. Get ready for a full day of sightseeing on the next day: don't miss a visit to Fiordo di Furore and then do a tasting at Cantine Marisa Cuomo.

For more things to do, maps, reviews, and other tourist information, read Conca dei Marini online sightseeing planner .

Conca dei Marini is very close to Amalfi. Expect a daytime high around 21°C in November, and nighttime lows around 17°C. Wrap up your sightseeing on the 16th (Mon) early enough to travel to Bellagio.

Things to do in Conca dei Marini

Wineries Parks Outdoors

Side Trip

Furore
Highlights from your plan
Cantine Marisa Cuomo ©
Cantine Marisa Cuomo
Fiordo di Furore ©
Fiordo di Furore
Grotta dello Smeraldo ©
Grotta dello Smeraldo

2
nights
Bellagio

Bellagio ©
Known as the pearl of Lake Como for its luxury accommodations, high-end shops, and fine dining options, Bellagio serves as the lake's premiere resort town.
On the 17th (Tue), stop by Profumeria Bellagio, then stroll through Villa Carlotta, then admire the landmark architecture of Villa del Balbianello, and finally stroll around La Punta Spartivento. On the 18th (Wed), you'll have a packed day of sightseeing: pause for some serene contemplation at Chiesa di San Giorgio, admire the landmark architecture of Villa Monastero, pause for some serene contemplation at Chiesa di S. Leonardo, then take in the architecture and atmosphere at Basilica di San Giacomo, then take in nature's colorful creations at i Giardini di Villa Melzi, and finally do a tasting at Enoteca Principessa.

To find more things to do, traveler tips, photos, and tourist information, go to the Bellagio route maker app .

The Route module can help you plan travel from Conca dei Marini to Bellagio. Plan for a bit cooler temperatures traveling from Conca dei Marini in November, with highs in Bellagio at 13°C and lows at 5°C. Finish your sightseeing early on the 19th (Thu) so you can take a train to Milan.

Things to do in Bellagio

Parks Museums Historic Sites

Side Trips

Varenna, Tremezzina, Chiesa di S. Leonardo
Highlights from your plan
i Giardini di Villa Melzi ©
i Giardini di Villa Melzi
Villa del Balbianello ©
Villa del Balbianello
Enoteca Principessa ©
Enoteca Principessa

2
nights
Milan

Milan ©
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.
Milan is known for historic sites, museums, nightlife, fun & games, and shopping. Your plan includes some of its best attractions: contemplate in the serene atmosphere at Duomo di Milano, contemplate the long history of Chiesa di San Maurizio al Monastero Maggiore, get advice or help at Pinacoteca Ambrosiana, and get to know the fascinating history of Piazza del Duomo.

To find ratings, traveler tips, reviews, and tourist information, read our Milan online tour planner .

Traveling by train from Bellagio to Milan takes 2 hours. Alternatively, you can drive; or do a combination of bus and train. In November, plan for daily highs up to 15°C, and evening lows to 6°C. Finish your sightseeing early on the 21st (Sat) so you can travel back home.

Things to do in Milan

Historic Sites Museums Shopping
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana

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