14 days in Italy Itinerary

14 days in Italy Itinerary

Created using Inspirock Italy itinerary maker

Plan created by another user. Make it yours
1
Bologna
— 1 day
2
Florence
— 1 night
3
Greve in Chianti
— 1 night
4
San Gimignano
— 1 night
5
Cinque Terre
— 1 night
6
Parma
— 1 night
7
Milan
— 1 night
8
Venice
— 1 night
9
Trieste
— 1 night
10
Naples
— 1 night
11
Rome
— 3 nights

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
day
Bologna

Bologna ©

Heart of Italian Cuisine

A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
Start off your visit on the 16th (Sun): enjoy breathtaking views from Le Due Torri Torre degli Asinell, then pause for some serene contemplation at Basilica - Santuario di Santo Stefano, and then pause for some serene contemplation at Basilica di San Petronio.

Ask Inspirock to suggest an itinerary and make planning a trip to Bologna fast, fun, and easy.

Rio de Janeiro, Brazil to Bologna is an approximately 16-hour flight. You'll lose 4 hours traveling from Rio de Janeiro to Bologna due to the time zone difference. Expect a bit cooler temperatures when traveling from Rio de Janeiro in May; daily highs in Bologna reach 27°C and lows reach 14°C. Finish up your sightseeing early on the 16th (Sun) so you can catch the train to Florence.

Things to do in Bologna

Find places to stay May 16 — 17:
Highlights from your plan
Basilica - Santuario di Santo Stefano ©
Basilica - Santuario di Santo Stefano
Le Due Torri Torre degli Asinell ©
Le Due Torri Torre degli Asinell
Basilica di San Petronio ©
Basilica di San Petronio

1
night
Florence

Florence ©

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Start off your visit on the 17th (Mon): don't miss a visit to Ratto della Sabina, take in panoramic vistas at Campanile di Giotto, contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, then appreciate the extensive heritage of Piazza del Duomo, then snap pictures at Ponte Vecchio, and finally don't miss a visit to Piazzale Michelangelo.

To see where to stay, other places to visit, maps, and more tourist information, read Florence day trip site.

Traveling by train from Bologna to Florence takes 1.5 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 25°C in May, and nighttime lows around 13°C. Wrap up your sightseeing on the 17th (Mon) early enough to drive to Greve in Chianti.

Things to do in Florence

Find places to stay May 16 — 17:
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Piazzale Michelangelo ©
Piazzale Michelangelo
Ponte Vecchio ©
Ponte Vecchio

1
night
Greve in Chianti

Greve in Chianti ©
Kick off your visit on the 18th (Tue): explore the historical opulence of Castello di Verrazzano, then explore the historical opulence of Castello di Monterinaldi, then learn about winemaking at Montefioralle Winery, and finally look for gifts at Piccole Armonie Country.

To find more things to do, where to stay, photos, and other tourist information, you can read our Greve in Chianti trip planner.

Traveling by car from Florence to Greve in Chianti takes an hour. Alternatively, you can take a bus. In May in Greve in Chianti, expect temperatures between 25°C during the day and 13°C at night. Finish up your sightseeing early on the 18th (Tue) so you can go by car to San Gimignano.

Things to do in Greve in Chianti

Wineries · Historic Sites · Shopping

Side Trip

Find places to stay May 17 — 18:
Highlights from your plan
Castello di Monterinaldi ©
Castello di Monterinaldi
Castello di Verrazzano ©
Castello di Verrazzano

1
night
San Gimignano

San Gimignano ©

Town of Fine Towers

A historical gem in the heart of Tuscany, San Gimignano is known as the Town of Fine Towers for its jutting skyline of high city walls.
Start off your visit on the 19th (Wed): don't miss a visit to Porta Nova, then contemplate the long history of Historic Centre of San Gimignano, then do a tasting at Azienda Agricola San Quirico, and finally make a trip to Duomo di San Gimignano.

Discover how to plan a San Gimignano trip in just a few steps with Inspirock's itinerary builder.

You can drive from Greve in Chianti to San Gimignano in an hour. Other options are to take a bus; or do a combination of bus and train. In May, daytime highs in San Gimignano are 25°C, while nighttime lows are 13°C. Wrap up your sightseeing on the 19th (Wed) to allow time to drive to Cinque Terre.

Things to do in San Gimignano

Historic Sites · Wineries

Side Trip

Find places to stay May 18 — 19:
Highlights from your plan
Duomo di San Gimignano ©
Duomo di San Gimignano
Historic Centre of San Gimignano ©
Historic Centre of San Gimignano
Azienda Agricola San Quirico ©
Azienda Agricola San Quirico

1
night
Cinque Terre

Cinque Terre ©

Italian Riviera

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
On the 20th (Thu), hike along Cinque Terre footpaths, learn about winemaking at Buranco Agriturismo, then tour the pleasant surroundings at Il Sentiero da Levanto a Monterosso, and finally trek along Footpath Monterosso - Vernazza.

To find more things to do, other places to visit, traveler tips, and more tourist information, refer to the Cinque Terre trip itinerary maker website.

Getting from San Gimignano to Cinque Terre by car takes about 3 hours. Other options: take a train. In May in Cinque Terre, expect temperatures between 25°C during the day and 13°C at night. Finish your sightseeing early on the 20th (Thu) so you can drive to Parma.

Things to do in Cinque Terre

Parks · Outdoors · Trails · Wineries
Find places to stay May 19 — 20:
Highlights from your plan
Cinque Terre footpaths ©
Cinque Terre footpaths
Footpath Monterosso - Vernazza ©
Footpath Monterosso - Vernazza

1
night
Parma

Capital of Italian Food Valley

Parma is famous for its prosciutto, cheese, and architecture.
On the 21st (Fri), contemplate in the serene atmosphere at Battistero di Parma, relax in the rural setting at Caseificio San Pier Damiani, then indulge your taste buds at Food & Drink, and finally contemplate in the serene atmosphere at Cattedrale di Parma.

Plan a trip to Parma easily and quickly by telling Inspirock to suggest an itinerary.

You can drive from Cinque Terre to Parma in 2.5 hours. Other options are to take a train; or do a combination of train and bus. In May in Parma, expect temperatures between 26°C during the day and 14°C at night. Cap off your sightseeing on the 21st (Fri) early enough to go by car to Milan.

Things to do in Parma

Find places to stay May 20 — 21:
Highlights from your plan
Food Tours
Caseificio San Pier Damiani ©
Caseificio San Pier Damiani
Cattedrale di Parma ©
Cattedrale di Parma

1
night
Milan

Milan ©

Fashion Capital of World

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.
On the 22nd (Sat), admire the landmark architecture of Galleria Vittorio Emanuele II, take in the spiritual surroundings of Duomo di Milano, make a trip to Piazza del Duomo, then explore the different monuments and memorials at Monumental Cemetery, and finally browse the collection at Pinacoteca Ambrosiana.

To find where to stay, reviews, ratings, and more tourist information, read our Milan trip itinerary builder website.

You can drive from Parma to Milan in 1.5 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 26°C in May, and nighttime lows around 15°C. Finish your sightseeing early on the 22nd (Sat) so you can drive to Venice.

Things to do in Milan

Find places to stay May 21 — 22:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana

1
night
Venice

Venice ©

City of Romance

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 23rd (Sun): don't miss a visit to Piazza San Marco, examine the collection at Doge's Palace, then admire the landmark architecture of Basilica di San Marco, and finally contemplate the waterfront views at Canal Grande.

To find other places to visit, photos, ratings, and tourist information, you can read our Venice trip builder site.

Getting from Milan to Venice by car takes about 3 hours. Other options: take a train; or fly. In May in Venice, expect temperatures between 26°C during the day and 15°C at night. Finish your sightseeing early on the 23rd (Sun) so you can drive to Trieste.

Things to do in Venice

Historic Sites · Parks · Museums · Nature
Find places to stay May 22 — 23:
Highlights from your plan
Canal Grande ©
Canal Grande
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

1
night
Trieste

Pearl of the Adriatic

Trieste is a charming old town with a quiet atmosphere often compared to eastern European cities.
Kick off your visit on the 24th (Mon): get a sense of history and politics at Palazzo del Municipio, make a trip to Piazza dell'Unita d'Italia, then admire the striking features of Magazzino 26, then explore the historical opulence of Castello di Miramare - Museo Storico, and finally indulge in some personalized pampering at some of the best spas.

For traveler tips, photos, more things to do, and more tourist information, read Trieste vacation planning site.

Traveling by car from Venice to Trieste takes 2 hours. Alternatively, you can take a shuttle; or take a bus. Expect a daytime high around 25°C in May, and nighttime lows around 16°C. Cap off your sightseeing on the 24th (Mon) early enough to travel to Naples.

Things to do in Trieste

Spas · Historic Sites · Museums
Find places to stay May 23 — 24:
Highlights from your plan
Spas
Piazza dell'Unita d'Italia ©
Piazza dell'Unita d'Italia
Castello di Miramare - Museo Storico ©
Castello di Miramare - Museo Storico

1
night
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Start off your visit on the 25th (Tue): pause for some serene contemplation at Duomo di Napoli, get curious at MUSA - Museo Universitario delle Scienze e delle Arti, then see the interesting displays at Museo Archeologico Nazionale di Napoli, and finally contemplate the long history of Pompeii Archaeological Park.

To find traveler tips, where to stay, and more tourist information, refer to the Naples road trip planner.

Getting from Trieste to Naples by flight takes about 4 hours. Other options: take a train; or drive. In May, daytime highs in Naples are 27°C, while nighttime lows are 17°C. Wrap up your sightseeing on the 25th (Tue) early enough to take a train to Rome.

Things to do in Naples

Historic Sites · Museums · Childrens Museums

Side Trip

Find places to stay May 24 — 25:
Highlights from your plan
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Museo Archeologico Nazionale di Napoli ©
Museo Archeologico Nazionale di Napoli

3
nights
Rome

Rome ©

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Kick off your visit on the 26th (Wed): take in the spiritual surroundings of Chiesa di Sant'Ignazio di Loyola, get lost in a book at Biblioteca Casanatense, ponder the design of Trevi Fountain, then explore the ancient world of Pantheon, then get to know the fascinating history of Piazza Navona, and finally delve into the distant past at Palatine Hill. Keep things going the next day: appreciate the history behind La Pieta, contemplate the long history of St. Peter's Basilica, then explore the world behind art at Vatican Museums, and finally take in the architecture and atmosphere at Church of St. Louis of the French.

For more things to do, photos, traveler tips, and tourist information, go to the Rome route planner.

Getting from Naples to Rome by train takes about 2 hours. Other options: drive; or fly. In May, daytime highs in Rome are 28°C, while nighttime lows are 17°C. On the 28th (Fri), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Rome

Side Trip

Find places to stay May 25 — 28:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

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