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 long history of Doge's Palace, admire the striking features of Basilica di San Marco, appreciate the extensive heritage of Piazza San Marco, and explore the activities along Canal Grande.

For maps, ratings, more things to do, and more tourist information, read our Venice vacation maker website.

San Salvador, El Salvador to Venice is an approximately 16.5-hour flight. You can also fly. The time zone difference moving from Central Standard Time (CST) to Central European Standard Time (CET) is 7 hours. In May, Venice is little chillier than San Salvador - with highs of 72°F and lows of 55°F. Finish up your sightseeing early on the 22nd (Sun) so you can catch the shuttle to Padua.

Things to do in Venice

Historic Sites · Museums · Tours · Nature
Find places to stay May 18 — 22:

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: stroll through Padua Botanical Garden - World Heritage Site, pause for some serene contemplation at Basilica of St. Anthony, then steep yourself in history at 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 traveler tips, maps, and more tourist information, read our Padua road trip planner.

Take a shuttle from Venice to Padua in an hour. Alternatively, you can drive; or take a train. In May, daytime highs in Padua are 70°F, while nighttime lows are 59°F. Wrap up your sightseeing on the 24th (Tue) early enough to drive to Florence.

Things to do in Padua

Historic Sites · Neighborhoods · Museums · Parks
Find places to stay May 22 — 24:

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.
Get ready for a full day of sightseeing on the next day: take in panoramic vistas at Campanile di Giotto, don't miss a visit to The Baptistery of St. John, then don't miss a visit to Palazzo Vecchio, then contemplate the long history of Basilica of Santa Croce, and finally appreciate the history behind Monumento a Dante Alighieri.

For where to stay, other places to visit, photos, and other tourist information, read Florence trip planner.

Drive from Padua to Florence in 2.5 hours. Alternatively, you can take a train; or take a bus. Traveling from Padua in May, expect little chillier with lows of 52°F in Florence. Wrap up your sightseeing on the 26th (Thu) early enough to drive to San Gimignano.

Things to do in Florence

Historic Sites · Museums
Find places to stay May 24 — 26:

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.
Start off your visit on the 27th (Fri): pause for some serene contemplation at Duomo di San Gimignano, don't miss a visit to San Gimignano Bell Tower, then contemplate the long history of Historic Centre of San Gimignano, and finally don't miss a visit to Piazza della Cisterna. Get ready for a full day of sightseeing on the 28th (Sat): learn about winemaking at Tenuta Torciano, do a tasting at Guardastelle Vineyard, then do a tasting at Podere La Marronaia- Sosta Alle Colonne, then shop like a local with La Bottega del Sale di Duccio Nacci photographer, and finally steep yourself in history at Torre Grossa.

For reviews, more things to do, photos, and tourist information, go to the San Gimignano trip maker site.

Getting from Florence to San Gimignano by car takes about 1.5 hours. Other options: take a train; or take a bus. May in San Gimignano sees daily highs of 71°F and lows of 52°F at night. Cap off your sightseeing on the 28th (Sat) early enough to go by car to Siena.

Things to do in San Gimignano

Wineries · Historic Sites · Shopping · Museums
Find places to stay May 26 — 28:

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.
Kick off your visit on the 29th (Sun): awaken your taste buds at some of the top wineries in the area, then get lost in a book at Biblioteca Piccolomini, and then enjoy breathtaking views from Torre del Mangia. On your second day here, 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 find maps, traveler tips, ratings, and tourist information, refer to the Siena trip itinerary maker tool.

Traveling by car from San Gimignano to Siena takes an hour. Alternatively, you can take a train; or take a bus. In May, daytime highs in Siena are 74°F, while nighttime lows are 53°F. Wrap up your sightseeing on the 30th (Mon) to allow time to drive to Montalcino.

Things to do in Siena

Tours · Wineries · Historic Sites
Find places to stay May 28 — 30:

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.
Start off your visit on the 31st (Tue): do a tasting at Ciacci Piccolomini d'Aragona, steep yourself in history at Abbazia di Sant'Antimo, then do a tasting at Podere Il Cocco, and finally learn about winemaking at Castiglion del Bosco Winery. Here are some ideas for day two: 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, learn about winemaking at Mate Winery, then learn about winemaking at Winery Solaria Patrizia Cencioni, and finally enjoy breathtaking views from Fortezza di Montalcino.

To see traveler tips, other places to visit, where to stay, and tourist information, read Montalcino trip planner.

You can drive from Siena to Montalcino in an hour. Alternatively, you can take a bus; or do a combination of train and bus. In May, plan for daily highs up to 74°F, and evening lows to 53°F. Finish your sightseeing early on the 1st (Wed) so you can drive to Assisi.

Things to do in Montalcino

Wineries · Historic Sites · Spas

Side Trips

Find places to stay May 30 — Jun 1:

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): take in the spiritual surroundings of Eremo delle Carceri, learn about winemaking at Tili Vini Societa Agricola, 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. Get ready for a full day of sightseeing on the 3rd (Fri): learn about winemaking at Castello Monte Vibiano Vecchio, learn about winemaking at Montioni Frantoio e Cantina, then don't miss a visit to Vicolo della Volta Pinta, and finally learn about winemaking at Azienda Agraria Saio.

To see where to stay and tourist information, use the Assisi trip itinerary maker site.

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. In June, daily temperatures in Assisi can reach 82°F, while at night they dip to 60°F. Finish your sightseeing early on the 4th (Sat) to allow enough time to drive to Rome.

Things to do in Assisi

Wineries · Historic Sites

Side Trips

Find places to stay Jun 1 — 4:

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.
Get out of town with these interesting Rome side-trips: Tivoli (Villa d'Este & Villa Adriana). There's still lots to do: delve into the distant past at Pantheon, take in the spiritual surroundings of Vatican Museums, explore the world behind art at Galleria Borghese, and don't miss a visit to Roman Forum.

To see other places to visit, reviews, ratings, and more tourist information, read our Rome road trip tool.

Traveling by car from Assisi to Rome takes 2.5 hours. Alternatively, you can take a train; or take a bus. In June, daily temperatures in Rome can reach 84°F, while at night they dip to 65°F. Finish your sightseeing early on the 22nd (Wed) to allow enough time to take a train to Naples.

Things to do in Rome

Historic Sites · Neighborhoods · Museums · Parks

Side Trips

Find places to stay Jun 4 — 22:

Naples

— 4 nights
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. When in Naples, make a side trip to see Vesuvio National Park in Ottaviano, approximately Ottaviano away. And it doesn't end there: examine the collection at Museo Archeologico Nazionale di Napoli, get engrossed in the history at Galleria Borbonica, pause for some serene contemplation at Duomo di Napoli, and contemplate the long history of Catacombe di San Gennaro.

Inspirock's itinerary builder makes planning a Naples trip simple and quick.

Getting from Rome to Naples by train takes about 2 hours. Other options: drive; or fly. In June, daily temperatures in Naples can reach 82°F, while at night they dip to 66°F. Wrap up your sightseeing on the 26th (Sun) to allow time to drive to Pompeii.

Things to do in Naples

Historic Sites · Museums · Nature · Parks

Side Trip

Find places to stay Jun 22 — 26:

Pompeii

— 1 night

Underground City

Pompeii has been a tourist destination for more than 250 years.
Kick off your visit on the 26th (Sun): admire the landmark architecture of Villa dei Misteri, explore the ancient world of Pompeii Archaeological Park, and then delve into the distant past at Parco Acheologico di Ercolano. Keep things going the next day: explore the ancient world of Teatro Grande, don't miss a visit to Forum Baths, explore the ancient world of Forum, take in the spiritual surroundings of Pontificio Santuario della Beata Maria Vergine del Santo Rosario di Pompei, then do a tasting at Bosco de Medici Winery, and finally delve into the distant past at Villa di Poppea.

To find where to stay, photos, more things to do, and other tourist information, read Pompeii holiday maker tool.

Pompeii is just a short distance from Naples. June in Pompeii sees daily highs of 82°F and lows of 66°F at night. Wrap up your sightseeing on the 27th (Mon) early enough to drive to Sorrento.

Things to do in Pompeii

Historic Sites · Wineries

Side Trips

Find places to stay Jun 26 — 27:

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): kick back and relax at Villa di Pollio Felice - Bagni della Regina Giovanna, take in the waterfront at Marina Grande - Antico Borgo Marinaro, then contemplate in the serene atmosphere at St Francis Church and Convent, and finally don't miss a visit to Piazza Tasso. On the 29th (Wed), you'll have a packed day of sightseeing: experience rural life at La Masseria Farm Experience, then look for gifts at Stinga Tarsia, and then get outside with Outdoor Activities.

To find where to stay, ratings, more things to do, and tourist information, use the Sorrento trip planner.

You can drive from Pompeii to Sorrento in an hour. Alternatively, you can take a train; or take a bus. In June, daytime highs in Sorrento are 82°F, while nighttime lows are 68°F. Wrap up your sightseeing on the 29th (Wed) early enough to drive to Positano.

Things to do in Sorrento

Outdoors · Tours · Parks · Beaches

Side Trip

Find places to stay Jun 27 — 29:

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.
Start off your visit on the 30th (Thu): enjoy the sand and surf at Spiaggia Grande, then take in the pleasant sights at Positano, and then get great views at Il Sentiero Degli Dei. Keep things going the next day: Head underground at Cave of Smeraldo, enjoy the sand and surf at Arienzo Beach Club, Positano, then kick back and relax at Fornillo, then look for gifts at Nana' Positano, and finally take in the spiritual surroundings of Church of Santa Maria Assunta.

To find ratings, maps, where to stay, and more tourist information, you can read our Positano tour itinerary planning website.

Traveling by car from Sorrento to Positano takes an hour. Alternatively, you can ride a ferry; or take a bus. Expect a daytime high around 82°F in June, and nighttime lows around 68°F. Finish your sightseeing early on the 1st (Fri) to allow enough time to drive to Praiano.

Things to do in Positano

Parks · Outdoors · Beaches · Nature
Find places to stay Jun 29 — Jul 1:

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 2nd (Sat): head outdoors 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 tour the pleasant surroundings at Marina di Praia Beach, and finally don't miss a visit to IL Presepe nella Roccia. Here are some ideas for day two: take in the architecture and atmosphere at Convento di Santa Maria a Castro, head outdoors with I Suoni degli Dei - Pelagos, and then take in panoramic vistas at Torre di Grado.

For traveler tips, ratings, reviews, and other tourist information, read Praiano trip maker site.

Praiano is just a short distance from Positano. In July in Praiano, expect temperatures between 87°F during the day and 72°F at night. Wrap up your sightseeing on the 3rd (Sun) to allow time to drive to Ravello.

Things to do in Praiano

Outdoors · Historic Sites · Parks · Beaches
Find places to stay Jul 1 — 3:

Ravello

— 2 nights
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
On the 4th (Mon), contemplate in the serene atmosphere at Duomo di Ravello, make a trip to Villa Rufolo, then admire the natural beauty at Villa Cimbrone Gardens, and finally trek along Ravello - Atrani Walk. Get ready for a full day of sightseeing on the next day: explore the historical opulence of Castello di San Nicola de Thoro-Plano, trek along Sentiero dei Limoni, hike along Ravello-Minori Walk, then take in the exciting artwork at Ceramiche Cosmolena di Margherita di Palma, and finally take in the exciting artwork at Ceramiche d'Arte Carmela.

To see more things to do, reviews, and more tourist information, read Ravello tour planning website.

Traveling by car from Praiano to Ravello takes an hour. Alternatively, you can take a bus. In July, plan for daily highs up to 84°F, and evening lows to 77°F. Wrap up your sightseeing on the 5th (Tue) early enough to drive to Amalfi.

Things to do in Ravello

Parks · Historic Sites · Trails · Outdoors

Side Trip

Find places to stay Jul 3 — 5:

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 6th (Wed): contemplate in the serene atmosphere at Parrocchia San Giovanni, admire the local landmark of Fontana sant'Andrea, and then pause for some serene contemplation at Duomo di Sant'Andrea. 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 architecture and atmosphere at Cloister del Paradiso.

To see more things to do, traveler tips, photos, and tourist information, use the Amalfi trip itinerary planning site.

Amalfi is just a stone's throw from Ravello. In July, daily temperatures in Amalfi can reach 84°F, while at night they dip to 77°F. Finish your sightseeing early on the 7th (Thu) to allow enough time to drive to Conca dei Marini.

Things to do in Amalfi

Nature · Parks · Wildlife · Outdoors

Side Trips

Find places to stay Jul 5 — 7:

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. On the 8th (Fri), stroll through Lido Capo di Conca, then look for gifts at 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. Here are some ideas for day two: don't miss a visit to Fiordo di Furore and then do a tasting at Cantine Marisa Cuomo.

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

Conca dei Marini is very close to Amalfi. July in Conca dei Marini sees daily highs of 84°F and lows of 77°F at night. Finish your sightseeing early on the 9th (Sat) so you can travel to Bellagio.

Things to do in Conca dei Marini

Wineries · Outdoors · Parks · Beaches

Side Trip

Find places to stay Jul 7 — 9:

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.
Kick off your visit on the 10th (Sun): look for gifts at Profumeria Bellagio, stroll through Villa Carlotta, then admire the striking features of Villa del Balbianello, and finally walk around La Punta Spartivento. On your second day here, pause for some serene contemplation at Chiesa di San Giorgio, admire the striking features of Villa Monastero, pause for some serene contemplation 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 do a tasting at Enoteca Principessa.

Ask Inspirock to suggest an itinerary and make planning a trip to Bellagio fast, fun, and easy.

Explore your travel options from Conca dei Marini to Bellagio with the Route module. Expect little chillier evenings in Bellagio when traveling from Conca dei Marini in July, with lows around 65°F. Wrap up your sightseeing on the 12th (Tue) early enough to drive to Milan.

Things to do in Bellagio

Parks · Museums · Wineries · Historic Sites

Side Trips

Find places to stay Jul 9 — 12:

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: contemplate in the serene atmosphere at Duomo di Milano, appreciate the extensive heritage of Piazza del Duomo, contemplate the long history of Il Cenacolo, and get engrossed in the history at Pinacoteca Ambrosiana.

To see ratings, where to stay, photos, and tourist information, use the Milan vacation planner.

Traveling by car from Bellagio to Milan takes 2 hours. Alternatively, you can take a train. In July, plan for daily highs up to 85°F, and evening lows to 65°F. Finish up your sightseeing early on the 14th (Thu) so you can catch the flight back home.

Things to do in Milan

Historic Sites · Museums · Shopping
Find places to stay Jul 12 — 14:

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.