14 days in Italy Itinerary

14 days in Italy Itinerary

Created using Inspirock Italy vacation planner
Make it your trip
Fly to Naples, Ferry to Positano
1
Positano
— 2 nights
Drive
2
Rome
— 3 nights
Drive
3
Assisi
— 2 nights
Drive
4
Florence
— 3 nights
Train
5
Verona
— 1 night
Drive
6
Venice
— 2 nights
Fly

S M T W T F S
14
15
16
17
18
19
20
21
22
23
24
25
26
27

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 15th (Mon): kick back and relax at Fornillo, head outdoors with I Suoni degli Dei - Pelagos, and then get outside with Outdoor Activities. On the next day, admire the striking features of Villa Rufolo, admire the natural beauty at Villa Cimbrone Gardens, take in the spiritual surroundings of Duomo di Ravello, then take in the spiritual surroundings of Duomo di Sant'Andrea, and finally see the interesting displays at Museo della Carta.

For photos, reviews, ratings, and tourist information, go to the Positano trip itinerary planner.

New York City, USA to Positano is an approximately 13.5-hour combination of flight and ferry. The time zone difference when traveling from New York City to Positano is 6 hours. In August, plan for daily highs up to 88°F, and evening lows to 73°F. Wrap up your sightseeing on the 16th (Tue) to allow time to drive to Rome.
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Outdoors · Historic Sites · Parks · Tours
Side Trips

Rome — 3 nights

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, sightseeing, and nightlife. Your trip includes some of its best attractions: contemplate the long history of St. Peter's Basilica, don't miss a visit to Spanish Steps, explore the ancient world of Palatine Hill, and admire the landmark architecture of Pantheon.

To find ratings, other places to visit, and more tourist information, read Rome trip planner.

Drive from Positano to Rome in 3.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. Expect a daytime high around 90°F in August, and nighttime lows around 69°F. Cap off your sightseeing on the 19th (Fri) early enough to go by car to Assisi.
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Historic Sites · Museums
Side Trip

Assisi — 2 nights

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Start off your visit on the 20th (Sat): examine the collection at Museo della Porziuncola, take in the architecture and atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola, pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, then contemplate the long history of Basilica di Santa Chiara, and finally take in the spiritual surroundings of Eremo delle Carceri. On the 21st (Sun), you'll have a packed day of sightseeing: do a tasting at Tili Vini Societa Agricola, then admire the landmark architecture of Santa Maria sopra Minerva, then pause for some serene contemplation at San Damiano, and finally step into the grandiose world of Rocca Maggiore.

To find other places to visit, traveler tips, more things to do, and more tourist information, read our Assisi trip builder website.

Traveling by car from Rome to Assisi takes 2.5 hours. Alternatively, you can take a train; or take a bus. Plan for little chillier nights when traveling from Rome in August since evenings lows in Assisi dip to 63°F. Finish your sightseeing early on the 21st (Sun) to allow enough time to drive to Florence.
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Historic Sites · Wineries · Museums

Florence — 3 nights

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Go for a jaunt from Florence to Pisa to see Leaning Tower of Pisa about 1h 20 min away. And it doesn't end there: take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, explore the world behind art at Pitti Palace, steep yourself in history at Basilica of Santa Croce, and don't miss a visit to The Baptistery of St. John.

To find more things to do, traveler tips, reviews, and tourist information, you can read our Florence trip planner.

Getting from Assisi to Florence by car takes about 2.5 hours. Other options: take a train. In August, daytime highs in Florence are 86°F, while nighttime lows are 64°F. Finish your sightseeing early on the 24th (Wed) to allow enough time to take a train to Verona.
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Historic Sites · Museums · Parks
Side Trip

Verona — 1 night

The famous setting for Shakespeare's star-crossed lovers, Romeo and Juliet, Verona is one of northern Italy's main tourist destinations, largely owing to its incredibly rich artistic heritage.
On the 25th (Thu), step into the grandiose world of Museo di Castelvecchio, pause for some serene contemplation at Basilica di San Zeno Maggiore, browse the exhibits of Casa di Giulietta, then enjoy breathtaking views from Torre dei Lamberti, then hunt for treasures at Piazza delle Erbe, and finally steep yourself in history at Arena di Verona.

To find more things to do, reviews, ratings, and more tourist information, refer to the Verona trip itinerary builder app.

Traveling by train from Florence to Verona takes 2.5 hours. Alternatively, you can drive. In August, daytime highs in Verona are 86°F, while nighttime lows are 64°F. Cap off your sightseeing on the 25th (Thu) early enough to go by car to Venice.
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Historic Sites · Neighborhoods · Museums · Nightlife

Venice — 2 nights

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.
On the 26th (Fri), take in the architecture and atmosphere at Basilica di Santa Maria della Salute, explore the world behind art at Peggy Guggenheim Collection, then take in the views from Ponte dei Sospiri, then take in the views from Ponte di Rialto, and finally contemplate the waterfront views at Canal Grande. Get ready for a full day of sightseeing on the next day: take in panoramic vistas at St Mark's Campanile, admire the landmark architecture of Basilica di San Marco, then make a trip to Piazza San Marco, and finally steep yourself in history at Doge's Palace.

For ratings, reviews, other places to visit, and more tourist information, go to the Venice trip itinerary planner.

You can drive from Verona to Venice in 1.5 hours. Alternatively, you can take a shuttle; or take a train. In August, plan for daily highs up to 85°F, and evening lows to 66°F. Wrap up your sightseeing on the 27th (Sat) early enough to fly back home.
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Historic Sites · Museums · Nature · Parks

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
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.
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