23 days in Italy Itinerary

23 days in Italy Itinerary

Created using Inspirock Italy vacation maker

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Route & dates

23 days in Italy Itinerary

Start: Sao Paulo
+2
bus + foot + Fly:  15​h
1
Rome
— 3 nights
2
Assisi
— 2 nights
Drive:  2​h 15​min
3
Florence
— 2 nights
train:  1​h 45​min
4
Milan
— 2 nights
train:  2​h 30​min
5
Venice
— 2 nights
Fly + Drive:  3​h 45​min
6
Melito di Napoli
— 2 nights
Drive:  2​h 30​min
7
Capri
— 5 nights
ferry + Drive:  5​h 30​min
8
Scilla
— 3 nights
Drive + Fly:  21​h
End: Sao Paulo

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.
Rome is known for historic sites, nightlife, museums, classes, and shopping. Your plan includes some of its best attractions: steep yourself in history at Colosseum, explore the ancient world of Palatine Hill, admire the landmark architecture of Pantheon, and make a trip to St. Peter's Basilica.

For traveler tips, photos, and more tourist information, refer to the Rome tour itinerary builder tool .

Sao Paulo, Brazil to Rome is an approximately 15-hour combination of bus and flight. You can also do a combination of bus, flight, and train. Traveling from Sao Paulo to Rome, you'll lose 4 hours due to the time zone difference. In May, daily temperatures in Rome can reach 28°C, while at night they dip to 17°C. Finish your sightseeing early on the 12th (Tue) so you can drive to Assisi.

Things to do in Rome

Historic Sites Museums

Side Trip

Vatican City
Find places to stay May 9 — 12:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

2
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Kick off your visit on the 13th (Wed): step into the grandiose world of Rocca Maggiore, appreciate the extensive heritage of Piazza Superiore di San Francesco, learn about winemaking at Tili Vini Societa Agricola, then do a tasting at Azienda Agraria Saio, then pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, and finally contemplate in the serene atmosphere at Cripta di San Francesco. Keep things going the next day: take in the spiritual surroundings of Basilica di Santa Chiara, take in the spiritual surroundings of Eremo delle Carceri, stroll around Mount Subasio, then contemplate in the serene atmosphere at San Damiano, then see the interesting displays at Museo della Porziuncola, and finally pause for some serene contemplation at Basilica di Santa Maria degli Angeli - Porziuncola.

Plan my Assisi trip by asking Inpirock to come up with tips and suggestions.

Traveling by car from Rome to Assisi takes 2.5 hours. Alternatively, you can take a train; or take a bus. Traveling from Rome in May, you can expect nighttime temperatures to be little chillier in Assisi, with lows of 13°C. Finish your sightseeing early on the 14th (Thu) to allow enough time to drive to Florence.

Things to do in Assisi

Historic Sites Wineries Museums
Find places to stay May 12 — 14:
Highlights from your plan
Museo della Porziuncola ©
Museo della Porziuncola
Eremo delle Carceri ©
Eremo delle Carceri

2
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Kick off your visit on the 15th (Fri): take in the views from Ponte Vecchio, don't miss a visit to Piazzale Michelangelo, explore the world behind art at Gallerie Degli Uffizi, then get to know the fascinating history of Piazza del Duomo, then contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, and finally admire the landmark architecture of Loggia dei Lanzi. Here are some ideas for day two: take in panoramic vistas at Campanile di Giotto, get engrossed in the history at Basilica di Santa Croce, explore the world behind art at Pitti Palace, then appreciate the extensive heritage of Piazza della Signoria, and finally examine the collection at Academy Of Florence Art Gallery.

For maps, where to stay, photos, and more tourist information, refer to the Florence trip planner .

Traveling by car from Assisi to Florence takes 2.5 hours. Alternatively, you can take a train. In May, daily temperatures in Florence can reach 25°C, while at night they dip to 13°C. Finish your sightseeing early on the 16th (Sat) to allow enough time to take a train to Milan.

Things to do in Florence

Museums Historic Sites
Find places to stay May 14 — 16:
Highlights from your plan
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo

2
nights
Milan

Milan ©
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.
Kick off your visit on the 17th (Sun): admire the landmark architecture of Galleria Vittorio Emanuele II, then pause for some serene contemplation at Duomo di Milano, then appreciate the extensive heritage of Piazza del Duomo, and finally step into the grandiose world of Castello Sforzesco. On your second day here, test your problem-solving skills at popular escape rooms and then contemplate the long history of Il Cenacolo.

For photos, where to stay, reviews, and tourist information, use the Milan trip builder site .

You can take a train from Florence to Milan in 2 hours. Other options are to drive; or fly. Expect a daytime high around 26°C in May, and nighttime lows around 15°C. Finish your sightseeing early on the 18th (Mon) to allow enough time to take a train to Venice.

Things to do in Milan

Historic Sites Museums Fun & Games
Find places to stay May 16 — 18:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Castello Sforzesco ©
Castello Sforzesco

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.
Get ready for a full day of sightseeing on the next day: contemplate the waterfront views at Canal Grande, then admire the striking features of Basilica di San Marco, then snap pictures at Ponte dei Sospiri, and finally steep yourself in history at Doge's Palace.

To find reviews, traveler tips, photos, and more tourist information, you can read our Venice trip planner .

You can take a train from Milan to Venice in 2.5 hours. Alternatively, you can drive; or do a combination of flight and train. In May, plan for daily highs up to 26°C, and evening lows to 15°C. Finish up your sightseeing early on the 20th (Wed) so you can travel to Melito di Napoli.

Things to do in Venice

Historic Sites Nature Parks
Find places to stay May 18 — 20:
Highlights from your plan
Canal Grande ©
Canal Grande
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

2
nights
Melito di Napoli

Melito di Napoli ©
Melito di Napoli is a comune (municipality) in the Metropolitan City of Naples in the Italian region Campania, located about 9 km north of Naples.Melito di Napoli borders the following municipalities: Casandrino, Giugliano in Campania, Mugnano di Napoli, Naples, Sant'Antimo. On the 21st (Thu), take in the dramatic scenery at Cipresseta di Fontegreca and then have fun at Country Sport Avellino. Get ready for a full day of sightseeing on the next day: see the interesting displays at Museo Archeologico di Teanum Sidicinum, make a trip to Santuario della Madonna dei Lattani, then take in the architecture and atmosphere at Santuario Di Santa Maria Di Casaluce, and finally make a trip to Arco Dell'Annunziata.

To see maps, photos, where to stay, and tourist information, refer to the Melito di Napoli tour itinerary tool .

Use the Route module to find suitable travel options from Venice to Melito di Napoli. May in Melito di Napoli sees daily highs of 27°C and lows of 17°C at night. Wrap up your sightseeing on the 22nd (Fri) to allow time to drive to Capri.

Things to do in Melito di Napoli

Nature Wildlife Parks

Side Trips

Santuario Di Santa Maria Di Casaluce, Cipresseta di Fontegreca, Museo Archeologico di Teanum Sidicinum, Country Sport Avellino, Arco Dell'Annunziata
Find places to stay May 20 — 22:
Highlights from your plan
Country Sport Avellino ©
Country Sport Avellino
Santuario Di Santa Maria Di Casaluce ©
Museo Archeologico di Teanum Sidicinum ©

5
nights
Capri

Capri ©
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
Capri is known for nature, parks, historic sites, beaches, and scenic drive. Your plan includes some of its best attractions: take some stellar pictures from Belvedere Cannone, race across the water with a speed boat tour, Head underground at White Grotta, and explore the striking landscape at I Faraglioni.

For maps, more things to do, reviews, and other tourist information, go to the Capri trip planner.

You can drive from Melito di Napoli to Capri in 2.5 hours. In May in Capri, expect temperatures between 27°C during the day and 18°C at night. Finish up your sightseeing early on the 27th (Wed) so you can travel to Scilla.

Things to do in Capri

Outdoors Parks Historic Sites

Side Trip

Anacapri
Find places to stay May 22 — 27:
Highlights from your plan
Marina Grande Public Beach ©
Marina Grande Public Beach
Belvedere Cannone ©
Belvedere Cannone
Le Ondine Beach Club ©
Le Ondine Beach Club

3
nights
Scilla

Scilla ©
Scilla is a town and comune in Calabria, Italy, administratively part of the Province of Reggio Calabria. On the 28th (Thu), take in the architecture and atmosphere at Parrocchia Maria S.S Immacolata di Scilla e Favazzina, explore the historical opulence of Castello Ruffo di Scilla, look for gifts at Zanzibar, don't miss a visit to Faro di Scilla, then make a trip to Chianalea di Scilla, and finally don't miss a visit to Belvedere di Piazza San Rocco. Get ready for a full day of sightseeing on the 29th (Fri): pause for some serene contemplation at Cattedrale di Gerace, see the interesting displays at MUSABA - Parco Museo Laboratorio Santa Barbara, and then stroll through Lido Chianalea Scilla.

For maps, ratings, traveler tips, and other tourist information, use the Scilla trip maker website .

Traveling by combination of ferry and car from Capri to Scilla takes 5.5 hours. Alternatively, you can do a combination of ferry and train; or do a combination of ferry, flight, and train. May in Scilla sees daily highs of 26°C and lows of 19°C at night. Wrap up your sightseeing by early afternoon on the 30th (Sat) to allow time for travel back home.

Things to do in Scilla

Outdoors Beaches Parks

Side Trips

Cattedrale di Gerace, MUSABA - Parco Museo Laboratorio Santa Barbara
Find places to stay May 27 — 30:
Highlights from your plan
Castello Ruffo di Scilla ©
Castello Ruffo di Scilla
Chianalea di Scilla ©
Chianalea di Scilla
Cattedrale di Gerace ©
Cattedrale di Gerace

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