18 days in Italy Itinerary

18 days in Italy Itinerary

Created using Inspirock Italy trip planner

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Route & dates

18 days in Italy Itinerary

Start: Portland
Fly:  13 h 45 min
1
Rome
— 3 nights
Train:  2 h 45 min
2
Assisi
— 2 nights
Train:  2 h 45 min
3
Florence
— 3 nights
Train:  2 h 45 min
4
Cinque Terre
— 3 nights
Train:  5 h 30 min
5
Venice
— 2 nights
Train:  3 h 45 min
6
Rome
— 3 nights
Fly:  13 h 45 min
End: Portland

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.
Get some historical perspective at Colosseum and Piazza Navona. Explore hidden gems such as Villa d'Este and Church of St. Louis of the French. There's lots more to do: make a trip to St. Peter's Basilica, get to know the fascinating history of Centro Storico Associazione Centro Storico, delve into the distant past at Palatine Hill, and explore the engaging exhibits at Welcome to Rome.

For where to stay, maps, traveler tips, and tourist information, use the Rome trip app .

Portland, USA to Rome is an approximately 12.5-hour combination of bus and flight. You can also fly. The time zone changes from Eastern Standard Time to Central European Time, which is usually a 6 hour difference. Plan for somewhat warmer temperatures traveling from Portland in May, with highs in Rome at 75°F and lows at 58°F. Cap off your sightseeing on the 5th (Tue) early enough to go by car to Assisi.

Things to do in Rome

Historic Sites Parks Museums

Side Trips

Villa d'Este, St. Peter's Basilica
Highlights from your plan
Colosseum ©
Colosseum
St. Peter's Basilica ©
St. Peter's Basilica
Pantheon ©
Pantheon

2
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Kick off your visit on the 6th (Wed): explore the historical opulence of Rocca Maggiore, look for gifts at Sapori dall'Umbria, then pause for some serene contemplation at Cattedrale di San Rufino, and finally steep yourself in history at Eremo delle Carceri. Get ready for a full day of sightseeing on the 7th (Thu): see the interesting displays at Museo della Porziuncola, take in the architecture and atmosphere at Tempio di Sant'Angelo - Chiesa di San Michele Arcangelo, then examine the collection at Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti, and finally admire the masterpieces at Fondazione Marini Clarelli Santi - Casa Museo degli Oddi.

To see ratings, where to stay, maps, and other tourist information, read Assisi trip planner.

Drive from Rome to Assisi in 2.5 hours. Alternatively, you can take a train; or take a bus. Expect a bit cooler evenings in Assisi when traveling from Rome in May, with lows around 52°F. Wrap up your sightseeing on the 7th (Thu) to allow time to drive to Florence.

Things to do in Assisi

Historic Sites Museums Shopping

Side Trip

Perugia
Highlights from your plan
Cattedrale di San Rufino ©
Cattedrale di San Rufino
Museo della Porziuncola ©
Museo della Porziuncola
Eremo delle Carceri ©
Eremo delle Carceri

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
You'll discover tucked-away gems like Pitti Palace and Basilica San Miniato al Monte. Get some cultural insight at Cathedral of Santa Maria del Fiore and Piazza del Duomo. There's still lots to do: examine the collection at Academy Of Florence Art Gallery, get engrossed in the history at Basilica di Santa Croce, don't miss a visit to Piazza della Signoria, and steep yourself in history at The Baptistery of St. John.

For maps, where to stay, reviews, and other tourist information, use the Florence route planner.

Getting from Assisi to Florence by car takes about 2.5 hours. Other options: take a train. In May, daily temperatures in Florence can reach 71°F, while at night they dip to 52°F. Cap off your sightseeing on the 10th (Sun) early enough to go by car to Cinque Terre.

Things to do in Florence

Historic Sites Museums
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Basilica San Miniato al Monte
Basilica San Miniato al Monte

3
nights
Cinque Terre

Cinque Terre ©
Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Start off your visit on the 11th (Mon): trek along Footpath Monterosso - Vernazza, then step into the grandiose world of Castello Doria, and then take in the architecture and atmosphere at Santa Margherita di Antiochia Church. Keep things going the next day: contemplate in the serene atmosphere at Oratorio dei Disciplinati di Santa Caterina, appreciate the extensive heritage of Borgo Storico di Corniglia, then contemplate in the serene atmosphere at Chiesa Di San Pietro, then take in the spiritual surroundings of Church of San Giovanni Battista, and finally appreciate the extensive heritage of Groppo.

For maps, where to stay, ratings, and other tourist information, go to the Cinque Terre trip planner .

Traveling by car from Florence to Cinque Terre takes 2.5 hours. Alternatively, you can take a train. May in Cinque Terre sees daily highs of 71°F and lows of 52°F at night. Wrap up your sightseeing by early afternoon on the 13th (Wed) to allow enough time to drive to Venice.

Things to do in Cinque Terre

Historic Sites Outdoors Parks
Highlights from your plan
Castello Doria ©
Castello Doria
Vernazza ©
Vernazza
Borgo Storico di Corniglia ©
Borgo Storico di Corniglia

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 14th (Thu): get to know the fascinating history of Piazza San Marco, admire the landmark architecture of Scala Contarini del Bovolo, then pause for some serene contemplation at Basilica di Santa Maria della Salute, and finally take in the architecture and atmosphere at Basilica di San Marco. Keep things going the next day: see the interesting displays at Doge's Palace and then take a stroll through Cannaregio.

To see reviews, photos, other places to visit, and tourist information, read Venice trip planner.

You can drive from Cinque Terre to Venice in 4.5 hours. Other options are to take a train; or take a bus. In May, daytime highs in Venice are 72°F, while nighttime lows are 55°F. Wrap up your sightseeing on the 15th (Fri) early enough to travel to Rome.

Things to do in Venice

Historic Sites Museums Neighborhoods
Highlights from your plan
Piazza San Marco ©
Piazza San Marco
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

3
nights
Rome

Rome ©
Start off your visit on the 16th (Sat): pause for some serene contemplation at Chiesa di Sant'Ignazio di Loyola, explore the world behind art at Palazzo Colonna - Galleria Colonna, then take in the architecture and atmosphere at Santa Maria in Trastevere, and finally steep yourself in history at Colle Aventino. Get ready for a full day of sightseeing on the 17th (Sun): explore the ancient world of Necropoli di Tarquinia, contemplate the long history of Roman Forum, and then pause for some serene contemplation at St. Clement Basilica.

To see photos, other places to visit, traveler tips, and more tourist information, refer to the Rome trip itinerary planning tool .

Traveling by flight from Venice to Rome takes 3.5 hours. Alternatively, you can take a train; or drive. Wrap up your sightseeing by early afternoon on the 18th (Mon) to allow time for travel back home.

Things to do in Rome

Historic Sites Museums

Side Trip

Necropoli di Tarquinia
Highlights from your plan
Necropoli di Tarquinia ©
Necropoli di Tarquinia
Colle Aventino ©
Colle Aventino
Piazza Venezia ©
Piazza Venezia

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