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: Plattsburgh
Fly:  21​h
1
Orvieto
— 1 night
Drive:  1​h 30​min
2
Assisi
— 2 nights
Drive:  2​h 15​min
3
Rome
— 3 nights
+4
train + foot + subway + foot + ferry:  3​h 15​min
4
Anacapri, Island of Capri
— 2 nights
+2
ferry + shuttle + Fly:  5​h
5
Palermo, Sicily
— 2 nights
Drive:  2​h
6
Agrigento, Sicily
— 3 nights
+2
bus + Fly + bus:  7​h
7
San Teodoro, Sardinia
— 2 nights
Fly:  21​h 45​min
End: Plattsburgh


1
night
Orvieto

Orvieto ©
The striking town of Orvieto, perched on a volcanic cliff overlooking the Umbrian countryside, is known as the Green Heart of Italy.
On the 17th (Thu), contemplate in the serene atmosphere at Chiesa San Giovenale, then steep yourself in history at Pozzo di San Patrizio, then do a tasting at Madonna del Latte, and finally take in the spiritual surroundings of Duomo di Orvieto.

You can plan Orvieto trip in no time by asking Inspirock to help create your itinerary.

Plattsburgh, USA to Orvieto is an approximately 21-hour flight. You'll lose 6 hours traveling from Plattsburgh to Orvieto due to the time zone difference. Expect a bit warmer evenings in Orvieto when traveling from Plattsburgh in May, with lows around 51°F. Cap off your sightseeing on the 18th (Fri) early enough to go by car to Assisi.

Things to do in Orvieto

Historic Sites Wineries
Find places to stay May 17 — 18:
Highlights from your plan
Duomo di Orvieto ©
Duomo di Orvieto
Pozzo di San Patrizio ©
Pozzo di San Patrizio
Chiesa San Giovenale ©
Chiesa San Giovenale

2
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Santa Maria degli Angeli and Basilica di Santa Chiara are good opportunities to explore the local culture. Visit Eremo delle Carceri and Rocca Paolina for their historical value. You'll find plenty of places to visit near Assisi: Museo della Carta e della Filigrana (in Fabriano), Grotte di Frasassi (in Genga) and Lake Trasimeno (in Perugia). And it doesn't end there: steep yourself in history at San Damiano, take in the architecture and atmosphere at Basilica Papale San Francesco D'Assisi, and explore the historical opulence of Rocca Maggiore.

To find more things to do, ratings, where to stay, and other tourist information, read our Assisi road trip planning website .

You can drive from Orvieto to Assisi in 1.5 hours. Other options are to take a train; or take a bus. In May, plan for daily highs up to 74°F, and evening lows to 51°F. Wrap up your sightseeing on the 20th (Sun) early enough to drive to Rome.

Things to do in Assisi

Historic Sites Parks Nature

Side Trips

Perugia, Museo della Carta e della Filigrana, Grotte di Frasassi
Find places to stay May 18 — 20:
Highlights from your plan
Eremo delle Carceri ©
Eremo delle Carceri
Basilica di Santa Chiara ©
Basilica di Santa Chiara

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.
You'll explore the less-touristy side of things at Ostia Antica and Villa d'Este. Get some cultural insight at Church of St. Louis of the French and Abbazia di San Paolo fuori le Mura. When in Rome, make a side trip to see Giardino di Ninfa in Cisterna di Latina, approximately 1h 15 min away. The adventure continues: pause for some serene contemplation at San Pietro in Vincoli, get to know the fascinating history of Centro Storico Associazione Centro Storico, get engrossed in the history at Le Domus Romane di Palazzo Valentini, and contemplate in the serene atmosphere at Chiesa di Sant'Ignazio di Loyola.

For ratings, reviews, other places to visit, and more tourist information, use the Rome trip itinerary planning app .

You can drive from Assisi to Rome in 2.5 hours. Other options are to take a train; or take a bus. Traveling from Assisi in May, Rome is somewhat warmer at night with lows of 57°F. Wrap up your sightseeing on the 23rd (Wed) early enough to travel to Anacapri.

Things to do in Rome

Historic Sites Parks Museums

Side Trips

Giardino di Ninfa, Parco Archeologico di Ostia Antica, Villa d'Este
Find places to stay May 20 — 23:
Highlights from your plan
Parco Archeologico di Ostia Antica ©
Giardino di Ninfa ©
Giardino di Ninfa
Abbazia di San Paolo Fuori Le Mura ©
Abbazia di San Paolo Fuori Le Mura

2
nights
Anacapri, Island of Capri

Anacapri
Anacapri is a comune on the island of Capri, in the Metropolitan City of Naples, Italy. Start off your visit on the 24th (Thu): stroll through Terrazza dei Giardini d'Augusto, cruise along Via Krupp, explore the striking landscape at I Faraglioni, choose your vessel at Capri Rent Boats, then get engrossed in the history at Villa San Michele, and finally take your sightseeing to a higher altitude at Monte Solaro.

For other places to visit, ratings, and more tourist information, go to the Anacapri trip planning app .

Traveling by combination of train and ferry from Rome to Anacapri takes 3.5 hours. Alternatively, you can do a combination of flight and ferry; or do a combination of bus and ferry. In May, plan for daily highs up to 74°F, and evening lows to 61°F. Finish up your sightseeing early on the 25th (Fri) so you can travel to Palermo.

Things to do in Anacapri

Outdoors Tours Parks

Side Trip

Capri
Find places to stay May 23 — 25:
Highlights from your plan
I Faraglioni
I Faraglioni
Villa San Michele ©
Villa San Michele
Monte Solaro ©
Monte Solaro

2
nights
Palermo, Sicily

Palermo ©
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
On the 25th (Fri), don't miss a visit to Cattedrale di Palermo and then take in the architecture and atmosphere at Duomo di Monreale. Keep things going the next day: identify plant and animal life at Riserva Naturale Orientata dello Zingaro.

To find photos, maps, where to stay, and other tourist information, you can read our Palermo vacation planner.

You can do a combination of ferry and flight from Anacapri to Palermo in 5 hours. Alternatively, you can ride a ferry; or do a combination of ferry and train. Expect a daytime high around 72°F in May, and nighttime lows around 61°F. Wrap up your sightseeing on the 27th (Sun) early enough to drive to Agrigento.

Things to do in Palermo

Parks Wildlife Historic Sites

Side Trips

Riserva Naturale Orientata dello Zingaro, Duomo di Monreale, Duomo di Cefalu
Find places to stay May 25 — 27:
Highlights from your plan
Duomo di Cefalu ©
Duomo di Cefalu
Duomo di Monreale ©
Duomo di Monreale

3
nights
Agrigento, Sicily

Agrigento ©
Historically one of ancient Greece's leading cities, Sicily's Agrigento is home to the seven monumental temples that make up the well-preserved Valley of the Temples.
On the 28th (Mon), delve into the distant past at Tempio della Concordia, then delve into the distant past at Valley of the Temples (Valle dei Templi), and then take in the dramatic natural features at Scala dei Turchi. On the 29th (Tue), you'll have a packed day of sightseeing: explore the historical opulence of Castello Manfredonico o Castello di Mussomeli, pause for some serene contemplation at Chiesa di San Francesco, see the interesting displays at Museo Degli Archi Di Pasqua, then examine the collection at Mulino Dell'acqua - Museo Civico Di Cianciana, and finally explore the ancient world of Tempio di Giunone.

To see where to stay, more things to do, reviews, and more tourist information, go to the Agrigento online tour itinerary planner .

You can drive from Palermo to Agrigento in 2 hours. Other options are to take a bus; or take a train. On the 30th (Wed), you'll have the morning to explore before heading off to San Teodoro.

Things to do in Agrigento

Historic Sites Parks Nature

Side Trips

Scala dei Turchi, Mulino Dell'acqua - Museo Civico Di Cianciana, Museo Degli Archi Di Pasqua, Castello Manfredonico o Castello di Mussomeli, Chiesa di San Francesco
Find places to stay May 27 — 30:
Highlights from your plan
Museo Degli Archi Di Pasqua ©
Museo Degli Archi Di Pasqua
Chiesa di Santa Maria dei Greci ©
Chiesa di Santa Maria dei Greci

2
nights
San Teodoro, Sardinia

San Teodoro ©
A chance to sip cocktails at swanky beach bars by day and experience the vibrant club scene by night makes San Tedoro vacations extremely popular.
Start off your visit on the 31st (Thu): enjoy the sand and surf at Cala Brandinchi and then kick back and relax at Lu Impostu Beach. Here are some ideas for day two: kick back and relax at Spiaggia dell' Isuledda and then enjoy the sand and surf at La Cinta.

For photos, reviews, and more tourist information, you can read our San Teodoro trip planner .

You can do a combination of train, flight, and bus from Agrigento to San Teodoro in 7 hours. Alternatively, you can do a combination of bus and flight; or do a combination of train, flight, and bus. In May, daily temperatures in San Teodoro can reach 74°F, while at night they dip to 54°F. Finish up your sightseeing early on the 1st (Fri) so you can travel back home.

Things to do in San Teodoro

Outdoors Beaches Parks

Side Trips

Cala Brandinchi, Isuledda Beach
Find places to stay May 30 — Jun 1:
Highlights from your plan
Lu Impostu Beach ©
Lu Impostu Beach
Cala Brandinchi ©
Cala Brandinchi
La Cinta ©
La Cinta

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