14 days in Italy Itinerary

14 days in Italy Itinerary

Created using Inspirock Italy trip itinerary builder

Make it your trip
Fly
1
Rome
— 2 nights
Train to Meta, Bus to Positano
2
Positano
— 6 nights
Taxi to Sorrento, Ferry to Ischia
3
Ischia
— 2 nights
Ferry
4
Naples
— 2 nights
Train to Rome, Fly to Toronto

S M T W T F S
22
23
24
25
26
27
28
29
30
31
1
2
3
4

Rome

— 2 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Start off your visit on the 23rd (Mon): steep yourself in history at Palatine Hill, then delve into the distant past at Colosseum, and then admire the local landmark of Trevi Fountain. On your second day here, take in panoramic vistas at Museo Nazionale di Castel Sant'Angelo, then take in the architecture and atmosphere at Pantheon, then steep yourself in history at St. Peter's Basilica, and finally admire the masterpieces at Vatican Museums.

To find photos, traveler tips, ratings, and other tourist information, you can read our Rome trip planner.

Toronto, Canada to Rome is an approximately 13-hour flight. The time zone changes from Eastern Standard Time (EST) to Central European Standard Time (CET), which is usually a 6 hour difference. Traveling from Toronto in May, expect Rome to be a bit warmer, temps between 28°C and 17°C. Wrap up your sightseeing on the 25th (Wed) to allow time to drive to Positano.

Things to do in Rome

Side Trip

Find places to stay May 23 — 25:

Positano

— 6 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.
Explore the numerous day-trip ideas around Positano: Ravello (Villa Cimbrone Gardens, Villa Rufolo, &more), Amalfi (Amalfi Coast Drive, Duomo di Sant'Andrea, &more) and Sorrento (I Giardini di Cataldo, St Francis Church and Convent, &more). There's much more to do: get great views at Il Sentiero Degli Dei, take advantage of the amenities at Fornillo, contemplate in the serene atmosphere at Church of Santa Maria Assunta, and surround yourself with nature on Le Ali nel Vento - Birds of Prey Experience.

For ratings, other places to visit, reviews, and other tourist information, use the Positano online journey maker.

Getting from Rome to Positano by car takes about 3.5 hours. Other options: do a combination of train and bus; or take a bus. In May in Positano, expect temperatures between 27°C during the day and 18°C at night. Finish your sightseeing early on the 31st (Tue) to allow enough time to travel to Ischia.

Things to do in Positano

Outdoors · Parks · Historic Sites · Tours

Side Trips

Find places to stay May 25 — 31:

Ischia

— 2 nights
Ischia is a volcanic island in the Tyrrhenian Sea. Kick off your visit on the 1st (Wed): take in the waterfront at Porto di Ischia Porto, look for gifts at Atelier delle Dolcezze, and then step into the grandiose world of Castello Aragonese d'Ischia.

To see more things to do, ratings, other places to visit, and more tourist information, read Ischia trip maker app.

Getting from Positano to Ischia by combination of taxi and ferry takes about 2.5 hours. Other options: ride a ferry; or do a combination of bus and ferry. In May, daily temperatures in Ischia can reach 27°C, while at night they dip to 18°C. Cap off your sightseeing on the 2nd (Thu) early enough to catch the ferry to Naples.

Things to do in Ischia

Shopping · Historic Sites

Side Trip

Find places to stay May 31 — Jun 2:

Naples

— 2 nights
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Kick off your visit on the 2nd (Thu): make a trip to Via San Gregorio Armeno, then make a trip to Lupanar, then delve into the distant past at Pompeii Archaeological Park, and finally contemplate the long history of Parco Acheologico di Ercolano. On your second day here, appreciate the extensive heritage of Underground Naples, then explore the world behind art at Museo Cappella Sansevero, and then examine the collection at Museo Archeologico Nazionale di Napoli.

To see photos, other places to visit, maps, and tourist information, read Naples tour itinerary maker app.

Getting from Ischia to Naples by ferry takes about 2 hours. In June, daily temperatures in Naples can reach 32°C, while at night they dip to 22°C. You'll have a few hours on the 4th (Sat) to wrap things up before traveling home.

Things to do in Naples

Side Trips

Find places to stay Jun 2 — 4:

Italy travel guide

4.6
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.

Amalfi Coast travel guide

4.2
Sacred & Religious Sites · Landmarks · Gardens
Renowned for its beautiful landscape and medieval fishing villages that cling precariously to the Mediterranean cliffs, the Amalfi Coast is one of Italy's top vacation destinations. This World Heritage Site stretches for about 50 km (30 mi) on the southern side of the Sorrentine peninsula and offers numerous places to visit, from terraced lemon gardens and whitewashed villas to cliff-top views of the sea. Explore the coastline's towns, bays, and resorts. During the peak tourist season, the Amalfi Coast's single seaside road is often jammed with dozens of buses. For that reason, the ubiquitous scooter may be the best way to get around and sightsee. You can also access quite a bit by bicycle.