60 days in Italy Itinerary

60 days in Italy Itinerary

Created using Inspirock Italy travel planner

Make it your trip
Fly
1
Venice
— 4 nights
Shuttle
2
Padua
— 2 nights
Drive
3
Florence
— 2 nights
Drive
4
San Gimignano
— 2 nights
Drive
5
Siena
— 2 nights
Drive
6
Montalcino
— 2 nights
Drive
7
Assisi
— 3 nights
Drive
8
Rome
— 18 nights
Train
9
Naples
— 4 nights
Drive
10
Pompeii
— 1 night
Drive
11
Sorrento
— 2 nights
Drive
12
Positano
— 2 nights
Taxi
13
Praiano
— 2 nights
Drive
14
Ravello
— 2 nights
Taxi
15
Amalfi
— 2 nights
Drive
16
Conca dei Marini
— 2 nights
+2
Drive to Naples International Airport, Fly to Malpensa International Airport, Drive to Bellagio
17
Bellagio
— 2 nights
Drive
18
Milan
— 2 nights
Fly

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Venice

— 4 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.
Venice is known for historic sites, nature, and museums. Your trip includes some of its best attractions: contemplate the waterfront views at Canal Grande, take in panoramic vistas at St Mark's Campanile, snap pictures at Ponte dei Sospiri, and contemplate the long history of Doge's Palace.

To find other places to visit, traveler tips, photos, and more tourist information, read Venice day trip site.

San Salvador, El Salvador to Venice is an approximately 16.5-hour flight. You can also fly. Due to the time zone difference, you'll lose 7 hours traveling from San Salvador to Venice. Traveling from San Salvador in November, things will get much colder in Venice: highs are around 15°C and lows about 7°C. Wrap up your sightseeing on the 21st (Sun) early enough to take a shuttle to Padua.

Things to do in Venice

Historic Sites · Museums · Tours · Parks

Padua

— 2 nights

Holy City

Padua is a picturesque city with a dense network of arcaded streets opening into large communal piazze (squares).
Get ready for a full day of sightseeing on the next day: take in nature's colorful creations at Padua Botanical Garden - World Heritage Site, take in the architecture and atmosphere at Basilica of St. Anthony, then contemplate in the serene atmosphere at Scoletta del Santo, then get engrossed in the history at Musei Civici Agli Eremitani, and finally pause for some serene contemplation at Scrovegni Chapel.

To find other places to visit, more things to do, ratings, and other tourist information, read our Padua trip planner.

Traveling by shuttle from Venice to Padua takes an hour. Alternatively, you can drive; or take a train. In November, plan for daily highs up to 13°C, and evening lows to 8°C. Wrap up your sightseeing on the 23rd (Tue) early enough to drive to Florence.

Things to do in Padua

Historic Sites · Museums · Neighborhoods · Parks

Florence

— 2 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Keep things going the next day: enjoy breathtaking views from Campanile di Giotto, don't miss a visit to The Baptistery of St. John, ponder the world of politics at Palazzo Vecchio, then contemplate the long history of Basilica of Santa Croce, and finally appreciate the history behind Monumento a Dante Alighieri.

To see ratings, other places to visit, maps, and other tourist information, use the Florence vacation planner.

Getting from Padua to Florence by car takes about 2.5 hours. Other options: take a train; or take a bus. When traveling from Padua in November, plan for somewhat warmer days in Florence, with highs around 19°C, while nights are about the same with lows around 9°C. Finish up your sightseeing early on the 25th (Thu) so you can go by car to San Gimignano.

Things to do in Florence

Historic Sites · Museums

San Gimignano

— 2 nights

Town of Fine Towers

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.
Kick off your visit on the 26th (Fri): take in the architecture and atmosphere at Duomo di San Gimignano, then don't miss a visit to San Gimignano Bell Tower, then steep yourself in history at Historic Centre of San Gimignano, and finally don't miss a visit to Piazza della Cisterna. Here are some ideas for day two: learn about winemaking at Tenuta Torciano, do a tasting at Guardastelle Vineyard, then do a tasting at Podere La Marronaia- Sosta Alle Colonne, then get a taste of the local shopping with La Bottega del Sale di Duccio Nacci photographer, and finally contemplate the long history of Torre Grossa.

To find traveler tips, ratings, and tourist information, refer to the San Gimignano driving holiday planner.

You can drive from Florence to San Gimignano in 1.5 hours. Other options are to take a train; or take a bus. Expect a daytime high around 19°C in November, and nighttime lows around 9°C. Finish your sightseeing early on the 27th (Sat) to allow enough time to drive to Siena.

Things to do in San Gimignano

Wineries · Historic Sites · Shopping · Museums

Siena

— 2 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
On the 28th (Sun), indulge your senses at some of the top wineries in the area, then browse the collection at Biblioteca Piccolomini, and then take in panoramic vistas at Torre del Mangia. Get ready for a full day of sightseeing 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 other places to visit, where to stay, traveler tips, and more tourist information, refer to the Siena trip itinerary builder website.

Drive from San Gimignano to Siena in an hour. Alternatively, you can take a train; or take a bus. Expect a daytime high around 20°C in November, and nighttime lows around 10°C. Wrap up your sightseeing on the 29th (Mon) to allow time to drive to Montalcino.

Things to do in Siena

Tours · Wineries · Historic Sites

Montalcino

— 2 nights

City of Honey

In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
On the 30th (Tue), learn about winemaking at Ciacci Piccolomini d'Aragona, take in the architecture and atmosphere at Abbazia di Sant'Antimo, then learn about winemaking at Podere Il Cocco, and finally learn about winemaking at Castiglion del Bosco Winery. On the 1st (Wed), you'll have a packed day of sightseeing: make a trip to Piazza Pio II, make a trip to Piazza Grande a Montepulciano, indulge in some personalized pampering at some of the best spas, then do a tasting at Mate Winery, then learn about winemaking at Winery Solaria Patrizia Cencioni, and finally make a trip to Fortezza di Montalcino.

To find other places to visit, maps, ratings, and more tourist information, read our Montalcino trip itinerary maker.

You can drive from Siena to Montalcino in an hour. Alternatively, you can take a bus; or do a combination of train and bus. Expect a daytime high around 20°C in November, and nighttime lows around 10°C. Finish your sightseeing early on the 1st (Wed) to allow enough time to drive to Assisi.

Things to do in Montalcino

Wineries · Spas · Historic Sites

Side Trips

Assisi

— 3 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Start off your visit on the 2nd (Thu): contemplate the long history of Eremo delle Carceri, do a tasting at Tili Vini Societa Agricola, then step into the grandiose world of Rocca Maggiore, then take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, and finally contemplate in the serene atmosphere at Cripta di San Francesco. On the 3rd (Fri), you'll have a packed day of sightseeing: learn about winemaking at Castello Monte Vibiano Vecchio, then 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 find more things to do, where to stay, reviews, and tourist information, you can read our Assisi day trip planning website.

You can drive from Montalcino to Assisi in 2 hours. Other options are to do a combination of bus and train; or take a bus. When traveling from Montalcino in December, plan for a bit cooler days and about the same nights in Assisi: temperatures range from 11°C by day to 2°C at night. Finish up your sightseeing early on the 4th (Sat) so you can go by car to Rome.

Things to do in Assisi

Wineries · Historic Sites

Side Trips

Rome

— 18 nights

Eternal City

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). The adventure continues: explore the ancient world of Pantheon, steep yourself in history at Palatine Hill, admire the masterpieces at Galleria Borghese, and don't miss a visit to Spanish Steps.

For maps, reviews, other places to visit, and more tourist information, refer to the Rome driving holiday planner.

You can drive from Assisi to Rome in 2.5 hours. Alternatively, you can take a train; or take a bus. Traveling from Assisi in December, you will find days in Rome are somewhat warmer (16°C), and nights are about the same (4°C). Finish up your sightseeing early on the 22nd (Wed) so you can catch the train to Naples.

Things to do in Rome

Historic Sites · Neighborhoods · Museums · Parks

Side Trips

Naples

— 4 nights
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Step out of Naples with an excursion to Vesuvio National Park in Ottaviano--about 38 minutes away. The adventure continues: explore the galleries of Galleria Borbonica, get to know the fascinating history of Underground Naples, take in the architecture and atmosphere at Duomo di Napoli, and take an in-depth tour of Museo e Real Bosco di Capodimonte.

To see photos, where to stay, and tourist information, go to the Naples trip builder.

You can take a train from Rome to Naples in 2 hours. Other options are to drive; or fly. In December, daily temperatures in Naples can reach 17°C, while at night they dip to 6°C. Finish your sightseeing early on the 26th (Sun) to allow enough time to drive to Pompeii.

Things to do in Naples

Historic Sites · Museums · Parks · Nature

Side Trip

Pompeii

— 1 night

Underground City

Pompeii has been a tourist destination for more than 250 years.
Start off your visit on the 26th (Sun): contemplate the long history of Villa dei Misteri, then steep yourself in history at Pompeii Archaeological Park, and then delve into the distant past at Parco Acheologico di Ercolano. Get ready for a full day of sightseeing on the next day: explore the ancient world of Teatro Grande, don't miss a visit to Forum Baths, contemplate the long history of Forum, then 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 explore the ancient world of Villa di Poppea.

For traveler tips, photos, and tourist information, go to the Pompeii tour planning site.

Pompeii is just a stone's throw from Naples. In December, daily temperatures in Pompeii can reach 17°C, while at night they dip to 6°C. Finish your sightseeing early on the 27th (Mon) so you can drive to Sorrento.

Things to do in Pompeii

Historic Sites · Wineries

Side Trips

Sorrento

— 2 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.
Kick off your visit on the 28th (Tue): 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 take in the spiritual surroundings of St Francis Church and Convent, and finally make a trip to Piazza Tasso. Get ready for a full day of sightseeing on the 29th (Wed): experience rural life at La Masseria Farm Experience, then look for gifts at Stinga Tarsia, and then get some thrills on the water with a speed boat tour.

To find other places to visit, more things to do, where to stay, and tourist information, go to the Sorrento holiday website.

You can drive from Pompeii to Sorrento in an hour. Other options are to take a train; or take a bus. Traveling from Pompeii in December, Sorrento is a bit warmer at night with lows of 12°C. Cap off your sightseeing on the 29th (Wed) early enough to go by car to Positano.

Things to do in Sorrento

Outdoors · Tours · Parks · Beaches

Side Trip

Positano

— 2 nights
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.
Kick off your visit on the 30th (Thu): kick back and relax at Spiaggia Grande, take in the pleasant sights at Positano, and then get great views at Il Sentiero Degli Dei. Here are some ideas for day two: explore the fascinating underground world of Cave of Smeraldo, kick back and relax at 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.

For traveler tips, reviews, other places to visit, and more tourist information, refer to the Positano tour itinerary maker site.

You can drive from Sorrento to Positano in an hour. Other options are to ride a ferry; or take a bus. Expect a daytime high around 17°C in December, and nighttime lows around 12°C. Finish your sightseeing early on the 31st (Fri) to allow enough time to drive to Praiano.

Things to do in Positano

Parks · Beaches · Outdoors · Nature

Praiano

— 2 nights
Praiano is a town and comune of the province of Salerno in the Campania region of southwest Italy. Start off your visit on the 1st (Sat): head outdoors with Spiaggia della Gavitella, make a trip to Parrocchia Di San Gennaro, then sample the fine beverages at Il Gusto della Costa, then tour the pleasant surroundings at Marina di Praia Beach, and finally make a trip to IL Presepe nella Roccia. Get ready for a full day of sightseeing on the next day: take in the spiritual surroundings of Convento di Santa Maria a Castro, then get outside with I Suoni degli Dei - Pelagos, and then enjoy breathtaking views from Torre di Grado.

To see ratings, where to stay, photos, and other tourist information, refer to the Praiano day trip planning app.

Praiano is just a short distance from Positano. In December in Praiano, expect temperatures between 17°C during the day and 12°C at night. Wrap up your sightseeing on the 2nd (Sun) to allow time to drive to Ravello.

Things to do in Praiano

Outdoors · Historic Sites · Parks · Beaches

Ravello

— 2 nights
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
On the 3rd (Mon), steep yourself in history at Duomo di Ravello, then admire the striking features of Villa Rufolo, then take in nature's colorful creations at Villa Cimbrone Gardens, and finally trek along Ravello - Atrani Walk. On the 4th (Tue), 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, then 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 see where to stay, ratings, reviews, and other tourist information, go to the Ravello online travel route planner.

Traveling by car from Praiano to Ravello takes an hour. Alternatively, you can take a bus. Expect a daytime high around 15°C in January, and nighttime lows around 10°C. Cap off your sightseeing on the 4th (Tue) early enough to go by car to Amalfi.

Things to do in Ravello

Parks · Historic Sites · Trails · Outdoors

Side Trip

Amalfi

— 2 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.
Start off your visit on the 5th (Wed): pause for some serene contemplation at Parrocchia San Giovanni, then pause for some photo ops at Fontana sant'Andrea, and then take in the architecture and atmosphere at Duomo di Sant'Andrea. Get ready for a full day of sightseeing on the next day: take in the dramatic scenery at Valle delle Ferriere, take a memorable drive along Amalfi Coast, then examine the collection at Museo della Carta, and finally take in the spiritual surroundings of Cloister del Paradiso.

Use Inspirock's suggestions to plan your Amalfi trip and find the best activities and attractions for your vacation.

Amalfi is very close to Ravello. January in Amalfi sees daily highs of 15°C and lows of 10°C at night. Finish your sightseeing early on the 6th (Thu) so you can drive to Conca dei Marini.

Things to do in Amalfi

Parks · Nature · Wildlife · Scenic Drive

Side Trips

Conca dei Marini

— 2 nights
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 7th (Fri): enjoy the sand and surf at Lido Capo di Conca, stop by Piccadilly Ceramics, 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 8th (Sat): make a trip to Fiordo di Furore and then do a tasting at Cantine Marisa Cuomo.

To find more things to do, photos, reviews, and tourist information, refer to the Conca dei Marini travel route builder.

Conca dei Marini is just a short distance from Amalfi. Expect a daytime high around 15°C in January, and nighttime lows around 10°C. Cap off your sightseeing on the 8th (Sat) early enough to travel to Bellagio.

Things to do in Conca dei Marini

Wineries · Parks · Beaches · Outdoors

Side Trip

Bellagio

— 2 nights

Pearl of Lake Como

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 9th (Sun), stop by Profumeria Bellagio, then explore the galleries of Villa Carlotta, then admire the striking features of Villa del Balbianello, and finally stroll around La Punta Spartivento. On the next day, take in the architecture and atmosphere at Chiesa di San Giorgio, admire the striking features of Villa Monastero, take in the architecture and atmosphere at Chiesa di S. Leonardo, pause for some serene contemplation at Basilica di San Giacomo, then admire the striking features of I Giardini di Villa Melzi, and finally learn about winemaking at Enoteca Principessa.

To see other places to visit, maps, more things to do, and more tourist information, you can read our Bellagio travel site.

Use the Route module to find suitable travel options from Conca dei Marini to Bellagio. In January, Bellagio is a bit cooler than Conca dei Marini - with highs of 8°C and lows of -1°C. Wrap up your sightseeing on the 11th (Tue) early enough to drive to Milan.

Things to do in Bellagio

Parks · Museums · Historic Sites · Wineries

Side Trips

Milan

— 2 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.
Milan is known for historic sites, museums, and nightlife. Your trip includes some of its best attractions: take in the spiritual surroundings of Duomo di Milano, take in the architecture and atmosphere at Chiesa di San Maurizio al Monastero Maggiore, explore the different monuments and memorials at Monumental Cemetery, and admire the striking features of Galleria Vittorio Emanuele II.

For more things to do, photos, ratings, and other tourist information, read Milan trip tool.

Traveling by car from Bellagio to Milan takes 2 hours. Alternatively, you can take a train. January in Milan sees daily highs of 9°C and lows of 0°C at night. Finish up your sightseeing early on the 13th (Thu) so you can catch the flight back home.

Things to do in Milan

Historic Sites · Museums · Shopping

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.