21 days in Italy Itinerary

21 days in Italy Itinerary

Created using Inspirock Europe route builder
Make it your trip
1
Milan
— 3 nights
Drive
2
Venice
— 1 night
Drive
3
Florence
— 2 nights
Drive
4
Cinque Terre
— 2 nights
Fly
5
Rome
— 4 nights
Train
6
Naples
— 2 nights
Drive
7
Amalfi
— 2 nights
Drive
8
Montalcino
— 1 night
Drive
9
Arezzo
— 1 night
+2
Train to Piazza Stazione, Bus to Pisa, Fly to Alberobello
10
Alberobello
— 2 nights
Fly

S M T W T F S
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17

Milan — 3 nights

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.
Explore Milan's surroundings by going to Basilica di San Giacomo (in Bellagio) and Tremezzina (Villa del Balbianello & Villa Carlotta). The adventure continues: take in the spiritual surroundings of Duomo di Milano, step into the grandiose world of Castello Sforzesco, explore the world behind art at Pinacoteca Ambrosiana, and take in the architecture and atmosphere at Basilica San Lorenzo Maggiore.

For reviews, where to stay, traveler tips, and more tourist information, refer to the Milan trip planner.

If you are flying in from Brazil, the closest major aiports are Malpensa International Airport, Milano Linate Airport and Milan Bergamo Airport. Expect a daytime high around 26°C in May, and nighttime lows around 15°C. Finish your sightseeing early on the 31st (Wed) so you can drive to Venice.
more
Historic Sites · Museums · Parks · Shopping
Side Trips
Find places to stay May 28 — 31:

Venice — 1 night

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.
Plan my trip to Venice with suggested itineraries provided by Inspirock.

Traveling by car from Milan to Venice takes 3 hours. Alternatively, you can take a train; or take a bus. In May, daytime highs in Venice are 26°C, while nighttime lows are 15°C. You will leave for Florence on the 1st (Thu).
more
Historic Sites · Nightlife · Outdoors · Shopping
Find places to stay May 31 — Jun 1:

Florence — 2 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Kick off your visit on the 1st (Thu): contemplate the long history of Basilica of Santa Croce, explore the world behind art at Florence Academy of Fine Arts, look for gifts at Modabella Leather Factory, then make a trip to Piazzale Michelangelo, and finally admire the masterpieces at Pitti Palace. Get ready for a full day of sightseeing on the next day: make a trip to Piazza della Signoria, take in the views from Ponte Vecchio, steep yourself in history at The Baptistery of St. John, enjoy breathtaking views from Campanile di Giotto, then pause for some serene contemplation at Cathedral of Santa Maria del Fiore, and finally appreciate the extensive heritage of Piazza del Duomo.

For other places to visit and more tourist information, you can read our Florence road trip site.

Getting from Venice to Florence by car takes about 3 hours. Other options: take a train; or take a bus. June in Florence sees daily highs of 33°C and lows of 21°C at night. Cap off your sightseeing on the 3rd (Sat) early enough to go by car to Cinque Terre.
more
Historic Sites · Museums · Shopping
Find places to stay Jun 1 — 3:

Cinque Terre — 2 nights

Italian Riviera

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 3rd (Sat): pause for some serene contemplation at Santa Margherita di Antiochia Church, take a stroll around Vernazza, hike along Footpath Monterosso - Vernazza, then explore the historical opulence of Castello Doria, and finally take some stellar pictures from View Point Corniglia. On the 4th (Sun), you'll have a packed day of sightseeing: relax and rejuvenate at Cinque Terre Wellness, get outside with Enjoy Cinqueterre Boat Tours, take some stellar pictures from Manarola scenic viewpoint, then contemplate in the serene atmosphere at Chiesa di Santo Stefano, and finally walk around Parco Naturale Regionale di Porto Venere.

To see more things to do, reviews, ratings, and tourist information, refer to the Cinque Terre itinerary tool.

Getting from Florence to Cinque Terre by car takes about 2.5 hours. Other options: take a train. Expect little chillier evenings in Cinque Terre when traveling from Florence in June, with lows around 18°C. Wrap up your sightseeing on the 5th (Mon) to allow time to fly to Rome.
more
Historic Sites · Parks · Outdoors · Spas
Side Trip
Find places to stay Jun 3 — 5:

Rome — 4 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Get out of town with these interesting Rome side-trips: Tivoli (Villa Adriana & Villa d'Este). There's much more to do: explore the ancient world of Pantheon, explore the galleries of Vatican Museums, take a stroll through Trastevere, and make a trip to Spanish Steps.

To see where to stay, more things to do, reviews, and more tourist information, read our Rome trip planner.

Traveling by flight from Cinque Terre to Rome takes 3 hours. Alternatively, you can take a train; or drive. In June in Rome, expect temperatures between 34°C during the day and 21°C at night. Cap off your sightseeing on the 9th (Fri) early enough to catch the train to Naples.
more
Historic Sites · Museums · Neighborhoods · Parks
Side Trips
Find places to stay Jun 5 — 9:

Naples — 2 nights

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. On the 10th (Sat), steep yourself in history at Parco Acheologico di Ercolano, don't miss a visit to Pompeii Archaeological Park, then delve into the distant past at Odeon - Teatro Piccolo, and finally take in the architecture and atmosphere at Duomo di Napoli. Keep things going the next day: take in the architecture and atmosphere at Cloister of Santa Chiara, appreciate the extensive heritage of Underground Naples, then admire the masterpieces at Museo Cappella Sansevero, and finally see the interesting displays at Museo Archeologico Nazionale di Napoli.

To find more things to do, photos, where to stay, and tourist information, read Naples trip planner.

You can take a train from Rome to Naples in 2 hours. Other options are to drive; or fly. Expect a daytime high around 32°C in June, and nighttime lows around 22°C. Finish your sightseeing early on the 11th (Sun) so you can drive to Amalfi.
more
Historic Sites · Museums
Side Trips
Find places to stay Jun 9 — 11:

Amalfi — 2 nights

Painted Town

Known for its impressive hillside cascade of colorful stone buildings down to the Mediterranean shore, Amalfi is the cultural and commercial heart of southern Italy's Amalfi Coast.
On the 12th (Mon), pause for some photo ops at Fontana sant'Andrea, pause for some serene contemplation at Duomo di Sant'Andrea, get to know the fascinating history of Centro Storico, see the interesting displays at Museo della Carta, then admire the natural beauty at Villa Cimbrone Gardens, and finally admire the landmark architecture of Villa Rufolo. On the 13th (Tue), you'll have a packed day of sightseeing: brush up on your knowledge of spirits at Antichi Sapori d'Amalfi, indulge in some culinary diversions at a local gastronomic tour, then tour the pleasant surroundings at Fornillo, and finally take a tour by water with Boat Tours & Water Sports.

To see reviews, ratings, where to stay, and more tourist information, use the Amalfi trip itinerary builder tool.

You can drive from Naples to Amalfi in 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. Traveling from Naples in June, you can expect nighttime temperatures to be a bit warmer in Amalfi, with lows of 26°C. Finish your sightseeing early on the 13th (Tue) so you can drive to Montalcino.
more
Historic Sites · Parks · Outdoors · Tours
Side Trips
Find places to stay Jun 11 — 13:

Montalcino — 1 night

City of Honey

In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
Start off your visit on the 14th (Wed): learn about winemaking at Winery Solaria Patrizia Cencioni, then learn about winemaking at Ciacci Piccolomini d'Aragona, then take in the architecture and atmosphere at Abbazia di Sant'Antimo, and finally do a tasting at Podere Il Cocco.

To find other places to visit, reviews, ratings, and more tourist information, refer to the Montalcino travel planning tool.

Drive from Amalfi to Montalcino in 5 hours. Alternatively, you can do a combination of taxi, train, and bus; or do a combination of bus and train. Expect a bit cooler evenings in Montalcino when traveling from Amalfi in June, with lows around 19°C. Finish up your sightseeing early on the 14th (Wed) so you can go by car to Arezzo.
more
Wineries · Historic Sites
Find places to stay Jun 13 — 14:

Arezzo — 1 night

Ancient City

Arezzo is a city of art with colorful frescoes and abundance of goldsmiths and antique jewelers.
On the 15th (Thu), admire the striking features of Chiesa di San Francesco, take in the spiritual surroundings of San Francesco, Arezzo, admire the masterpieces at Galleria Ivan Bruschi, then take in the spiritual surroundings of Santa Maria della Pieve, then make a trip to Piazza Grande, and finally see the interesting displays at Museo dei Mezzi di Comunicazione.

To find ratings, other places to visit, traveler tips, and more tourist information, refer to the Arezzo trip builder app.

Drive from Montalcino to Arezzo in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Finish your sightseeing early on the 15th (Thu) so you can travel to Alberobello.
more
Historic Sites · Museums
Side Trip
Find places to stay Jun 14 — 15:

Alberobello — 2 nights

Alberobello is a small town and comune of the Metropolitan City of Bari, Apulia, southern Italy. Kick off your visit on the 16th (Fri): learn about wildlife with up-close encounters at Zoosafari, make a trip to Parrocchia Sant'Antonio di Padova, then admire the striking features of I Trulli di Alberobello - World Heritage Site, and finally see the interesting displays at Trullo Sovrano. Get ready for a full day of sightseeing on the 17th (Sat): steep yourself in history at Centro Storico di Monopoli, then don't miss a visit to Centro Storico di Polignano a Mare, then make a trip to Statua di Domenico Modugno, and finally take in the dramatic natural features at Grotta del Trullo.

To find photos, where to stay, ratings, and more tourist information, go to the Alberobello trip planner.

Do a combination of train, bus, and flight from Arezzo to Alberobello in 6.5 hours. Alternatively, you can drive; or do a combination of train and bus. In June in Alberobello, expect temperatures between 32°C during the day and 19°C at night. Finish up your sightseeing early on the 17th (Sat) so you can catch the flight back home.
more
Historic Sites · Parks · Zoos & Aquariums · Museums
Side Trips
Find places to stay Jun 15 — 17:

Italy travel guide

4.6
Landmarks · Ruins · Beaches
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.
more

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.
more

Province of Bari travel guide

4.1
Landmarks · Architectural Buildings · Sacred & Religious Sites
Bari is the capital city of the Metropolitan City of Bari and of the Apulia region, on the Adriatic Sea, in Italy. It is the second most important economic centre of mainland Southern Italy after Naples, a port and university city, as well as the city of Saint Nicholas. The city itself has a population of about 326,799, over 116km2, while the urban area has 700,000 inhabitants. The metropolitan area has 1.3 million inhabitants.Bari is made up of four different urban sections. To the north is the closely built old town on the peninsula between two modern harbours, with the Basilica of Saint Nicholas, the Cathedral of San Sabino (1035–1171) and the Hohenstaufen Castle built for Frederick II, which is now also a major nightlife district. To the south is the Murat quarter (erected by Joachim Murat), the modern heart of the city, which is laid out on a rectangular grid-plan with a promenade on the sea and the major shopping district (the via Sparano and via Argiro).Modern residential zones surrounding the centre of Bari were built during the 1960s and 1970s replacing the old suburbs that had developed along roads splaying outwards from gates in the city walls. In addition, the outer suburbs developed rapidly during the 1990s. The city has a redeveloped airport named after Pope John Paul II, Karol Wojtyła Airport, with connections to several European cities.

Source
more