14 days in Italy Itinerary

14 days in Italy Itinerary

Created using Inspirock Italy vacation planner

Plan created by another user. Make it yours
Drive
1
Assisi
— 1 night
Drive
2
Florence
— 1 night
Train
3
Rome
— Few hours
Fly
4
Como
— 6 nights
Drive
5
Cinque Terre
— 3 nights
Drive

S M T W T F S
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29

1
night
Assisi

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
On the 14th (Fri), see the interesting displays at Museo della Porziuncola, take in the architecture and atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola, take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, then contemplate in the serene atmosphere at Basilica di Santa Chiara, then steep yourself in history at San Damiano, and finally contemplate in the serene atmosphere at Eremo delle Carceri.

For ratings, traveler tips, maps, and more tourist information, refer to the Assisi day trip site.

Rome to Assisi is an approximately 2.5-hour car ride. You can also take a train; or take a bus. Traveling from Rome in May, Assisi is a bit cooler at night with lows of 52°F. Wrap up your sightseeing on the 15th (Sat) to allow time to drive to Florence.

Things to do in Assisi

Historic Sites · Museums
Find places to stay May 13 — 15:

1
night
Florence

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your day by day itinerary now includes Cuor di Pelle Leather Shop. Kick off your visit on the 15th (Sat): take in the views from Ponte Vecchio, make a trip to Piazzale Michelangelo, then examine the collection at Pitti Palace, then pause for some serene contemplation at Basilica of Santa Croce, and finally admire the masterpieces at Florence Academy of Fine Arts. On your second day here, explore the world behind art at Gallerie Degli Uffizi, appreciate the extensive heritage of Piazza del Duomo, take in the architecture and atmosphere at Cathedral of Santa Maria del Fiore, then admire the striking features of Campanile di Giotto, then stop by Cuor di Pelle Leather Shop, and finally get to know the fascinating history of Piazza della Signoria.

To find other places to visit, photos, traveler tips, and other tourist information, you can read our Florence road trip planning website.

Traveling by car from Assisi to Florence takes 2.5 hours. Alternatively, you can take a train. Expect a daytime high around 71°F in May, and nighttime lows around 52°F. Wrap up your sightseeing on the 16th (Sun) early enough to take a train to Rome.

Things to do in Florence

Museums · Historic Sites · Shopping
Find places to stay May 14 — 16:

few
hours
Rome

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
To find more things to do, ratings, where to stay, and tourist information, use the Rome trip planner.

Traveling by train from Florence to Rome takes 2.5 hours. Alternatively, you can drive; or fly. Plan for a bit warmer nights when traveling from Florence in May since evenings lows in Rome dip to 58°F. You will leave for Como on the 17th (Mon).

Things to do in Rome

Tours · Historic Sites · Nightlife · Outdoors
Find places to stay May 16 — 17:

6
nights
Como

City of Silk

Known for its idyllic location on the shores of Lake Como and at the foot of the Alps, Como is one of northern Italy's most popular tourist destinations.
Venture out of the city with trips to Varenna (Villa Monastero & Paul DEMARIA - The Open Lake & Landscape Studio d’Arte), I Giardini di Villa Melzi (in Bellagio) and Tremezzina (Villa Carlotta & Villa del Balbianello). There's lots more to do: explore the activities along Lago di Como, step off the mainland to explore Isola Bella, take in the spiritual surroundings of Basilica di San Fedele, and pause for some serene contemplation at Cathedral of Como (Duomo).

To find where to stay, ratings, reviews, and tourist information, use the Como tour itinerary builder site.

Getting from Rome to Como by flight takes about 4.5 hours. Other options: take a train; or drive. Traveling from Rome in May, Como is a bit cooler at night with lows of 52°F. Cap off your sightseeing on the 23rd (Sun) early enough to go by car to Cinque Terre.

Things to do in Como

Parks · Nature · Historic Sites · Museums

Side Trips

Find places to stay May 17 — 23:

3
nights
Cinque Terre

Italian Riviera

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Vernazza has been added to your itinerary. Kick off your visit on the 24th (Mon): get into the urban bustle at Vernazza, trek along Footpath Monterosso - Vernazza, step into the grandiose world of Castello Doria, then take a leisurely stroll along Passeggiata Lungomare, and finally get into the urban bustle at Vernazza. On the next day, wander the streets of Boccadasse and then observe the fascinating underwater world at Aquarium of Genoa.

To see other places to visit, photos, where to stay, and more tourist information, you can read our Cinque Terre journey planner.

Drive from Como to Cinque Terre in 3.5 hours. Alternatively, you can take a train. In May, plan for daily highs up to 71°F, and evening lows to 52°F. Wrap up your sightseeing by early afternoon on the 26th (Wed) to allow enough time to drive back home.

Things to do in Cinque Terre

Parks · Trails · Shopping · Outdoors

Side Trip

Find places to stay May 23 — 26:

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.

Tuscany travel guide

4.4
Landmarks · Art Museums · Sacred & Religious Sites
Birthplace of the Italian Renaissance
Known for its landscapes, traditions, and history, Tuscany possesses an unparalleled artistic legacy that continues to influence world culture. Regarded as the birthplace of the Italian Renaissance, the region boasts a lengthy list of attractions, including world-class museums, art galleries, and archeological sites. With a distinct culture and a very strong linguistic identity, this region is sometimes referred to as a nation within a nation. A land of picture-postcard areas, Tuscany contains plenty of places to visit on your holiday, with seven World Heritage Sites, including the historic town centers of Florence and Siena. With more than 120 protected nature preserves, Tuscany is not only a land of culture and historic monuments, but also a great place to discover and enjoy the Italian outdoors. Take it slowly here (as the locals do), and give yourself plenty of time to get to know the local culture and cuisine of Tuscany's medieval towns and ancient villages.