16 days in Italy Itinerary

16 days in Italy Itinerary

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Route & dates

16 days in Italy Itinerary

Start: New York City
Fly:  12 h 30 min
1
Milan
— 1 day
Train:  1 h 45 min
2
Florence
— 3 nights
Train:  1 h 45 min
3
Rome
— 3 nights
Drive:  3 h 15 min
4
Positano
— 3 nights
Bus:  1 h 30 min
5
Naples
— 3 nights
Fly:  3 h 45 min
6
Venice
— 2 nights
Fly + Bus:  11 h 30 min
End: New York City

1
day
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.
Start off your visit on the 15th (Wed): buy something for everyone on your list at Galleria Vittorio Emanuele II and then take in the spiritual surroundings of Duomo di Milano.

For maps, other places to visit, more things to do, and tourist information, read Milan trip itinerary maker website .

New York City, USA to Milan is an approximately 12.5-hour flight. You can also do a combination of bus and flight; or do a combination of flight and train. The time zone difference when traveling from New York City to Milan is 6 hours. Expect somewhat warmer temperatures when traveling from New York City in January; daily highs in Milan reach 46°F and lows reach 32°F. Finish up your sightseeing early on the 15th (Wed) so you can catch the train to Florence.

Things to do in Milan

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

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Take a break from Florence with a short trip to Leaning Tower of Pisa in Pisa, about 1h 10 min away. There's still lots to do: explore the world behind art at Gallerie Degli Uffizi, contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, take in the views from Ponte Vecchio, and get to know the fascinating history of Piazza del Duomo.

For traveler tips, more things to do, other places to visit, and other tourist information, refer to the Florence vacation planner.

Traveling by train from Milan to Florence takes 2 hours. Alternatively, you can drive; or fly. Expect somewhat warmer temperatures when traveling from Milan in January; daily highs in Florence reach 53°F and lows reach 38°F. Finish your sightseeing early on the 18th (Sat) so you can take a train to Rome.

Things to do in Florence

Historic Sites Museums

Side Trip

Leaning Tower of Pisa
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

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.
Rome is known for historic sites, nightlife, museums, classes, and shopping. Your plan includes some of its best attractions: delve into the distant past at Colosseum, don't miss a visit to Piazza Navona, contemplate the long history of St. Peter's Basilica, and explore the world behind art at Galleria Borghese.

To find reviews, photos, more things to do, and other tourist information, read Rome day trip site .

Take a train from Florence to Rome in 2 hours. Alternatively, you can drive; or fly. In January, daytime highs in Rome are 55°F, while nighttime lows are 39°F. Wrap up your sightseeing on the 21st (Tue) to allow time to drive to Positano.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

3
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.
You'll find plenty of places to visit near Positano: Atrani (S.Maria Maddalena & Vicoli, scale e archi), Amalfi (Duomo di Sant'Andrea & Torre dello Ziro) and Chiesa di San Francesco (in Maiori). There's still lots to do: explore the fascinating underground world of Grotte di Suppraiano, have fun at Tennis Al Settimo Piano, get great views at Belvedere Principessa di Piemonte, and stop by Milleunaceramica.

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

Traveling by car from Rome to Positano takes 3.5 hours. Alternatively, you can do a combination of train and subway; or take a bus. Traveling from Rome in January, Positano is a bit warmer at night with lows of 48°F. Cap off your sightseeing on the 24th (Fri) early enough to catcht the bus to Naples.

Things to do in Positano

Historic Sites Parks Nature

Side Trips

Ravello, Amalfi, Praiano, Atrani, Chiesa di San Francesco
Highlights from your plan
Chiesa di San Francesco ©
Chiesa di San Francesco
Grotte di Suppraiano ©
Grotte di Suppraiano
Tennis Al Settimo Piano ©
Tennis Al Settimo Piano

3
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Explore Naples' surroundings by going to Salerno (Chiesa San Pietro a Corte, Duomo di Salerno, & more). There's lots more to do: explore the ancient world of Pompeii Archaeological Park, learn about all things military at Galleria Borbonica, explore the world behind art at Museo Cappella Sansevero, and make a trip to Miglio Sacro.

To see other places to visit, reviews, and other tourist information, go to the Naples itinerary maker site .

Traveling by bus from Positano to Naples takes 1.5 hours. Alternatively, you can drive; or do a combination of bus and subway. Traveling from Positano in January, expect a bit cooler with lows of 42°F in Naples. Wrap up your sightseeing on the 27th (Mon) early enough to travel to Venice.

Things to do in Naples

Historic Sites Museums Parks

Side Trips

Salerno, Pompeii Archaeological Park
Highlights from your plan
Miglio Sacro ©
Miglio Sacro
Chiesa San Pietro a Corte ©
Chiesa San Pietro a Corte
Pompeii Archaeological Park ©
Pompeii Archaeological Park

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.
Start off your visit on the 28th (Tue): contemplate the waterfront views at Canal Grande, then admire the striking features of Basilica di San Marco, then take in the views from Ponte dei Sospiri, and finally examine the collection at Doge's Palace. Here are some ideas for day two: snap pictures at Ponte di Rialto, appreciate the extensive heritage of Piazza San Marco, then explore the world behind art at Peggy Guggenheim Collection, and finally pause for some serene contemplation at Scrovegni Chapel.

For photos, reviews, more things to do, and tourist information, refer to the Venice day trip planner .

Traveling by flight from Naples to Venice takes 4 hours. Alternatively, you can do a combination of train and flight; or drive. Traveling from Naples in January, expect Venice to be slightly colder, temps between 47°F and 33°F. Wrap up your sightseeing on the 29th (Wed) to allow time to travel back home.

Things to do in Venice

Historic Sites Museums Parks

Side Trip

Scrovegni Chapel
Highlights from your plan
Canal Grande ©
Canal Grande
Basilica di San Marco
Basilica di San Marco
Doge's Palace ©
Doge's Palace

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