31 days in Italy Itinerary

Created using Inspirock Italy trip itinerary planner
Make it your trip
Fly
1
Rome
— 4 nights
Drive
2
Assisi
— 4 nights
Drive
3
Naples
— 4 nights
Fly
4
Lampedusa
— 1 night
Fly
5
San Vito lo Capo, Sicily
— 3 nights
Fly
6
Alghero, Sardinia
— 2 nights
Drive
7
San Teodoro, Sardinia
— 3 nights
Fly
8
Lecce
— 4 nights
Fly
9
Venice
— 5 nights
Fly

S M T W T F S
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21

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.
Popular historic sites such as Villa d'Este and Villa Borghese are in your itinerary. Get some cultural insight at Arcibasilica di San Giovanni in Laterano and Centro Storico Associazione Centro Storico. You'll find plenty of places to visit near Rome: Giardino dei Tarocchi (in Pescia Fiorentina), Viterbo Historic Centre (in Viterbo) and Necropoli di Tarquinia (in Tarquinia). Next up on the itinerary: get engrossed in the history at Le Domus Romane di Palazzo Valentini, admire the landmark architecture of Palazzo Doria Pamphilj, delve into the distant past at Terme di Caracalla, and pause for some serene contemplation at Abbey of St. Paul Outside the Walls.

Planning Rome trip won't be overwhelming when you use Inspirock's itinerary maker.

Montevideo, Uruguay to Rome is an approximately 18-hour flight. The time zone difference when traveling from Montevideo to Rome is 4 hours. Traveling from Montevideo in September, things will get a bit warmer in Rome: highs are around 32°C and lows about 18°C. Wrap up your sightseeing on the 19th (Tue) early enough to drive to Assisi.
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Historic Sites · Museums · Parks
Side Trips
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Assisi — 4 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Do some cultural sightseeing at Duomo di Orvieto and Cattedrale di Santa Maria Assunta Spoleto. Popular historic sites such as Centro Storico di Siena and Eremo delle Carceri are in your itinerary. Venture out of the city with trips to Rocca Paolina (in Perugia), Cascata delle Marmore (in Marmore) and Orvieto (Pozzo di San Patrizio & Orvieto Underground). Next up on the itinerary: take in the spiritual surroundings of Basilica di Santa Maria degli Angeli - Porziuncola, admire the landmark architecture of Basilica di Santa Chiara, pause for some serene contemplation at San Damiano, and contemplate the long history of Abbazia di Sant'Antimo.

To see other places to visit, where to stay, more things to do, and other tourist information, read our Assisi trip itinerary planning site.

Traveling by car from Rome to Assisi takes 2.5 hours. Alternatively, you can take a train; or take a bus. In September, plan for daily highs up to 30°C, and evening lows to 16°C. Wrap up your sightseeing on the 23rd (Sat) early enough to drive to Naples.
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Side Trips
Find places to stay Sep 19 — 23:
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Naples — 4 nights

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Your inner history buff will appreciate Parco Acheologico di Ercolano and Castel dell'Ovo. Eschew the tourist crowds and head to Archaeological Park of Paestum and Lungomare Caracciolo. Get out of town with these interesting Naples side-trips: Villa San Michele (in Anacapri), Duomo di Salerno (in Salerno) and Capri (Marina Grande Beach, I Faraglioni, &more). Next up on the itinerary: examine the collection at Monte Cassino, take in the architecture and atmosphere at Gesu Nuovo Church, stroll the grounds of Catacombe di San Gennaro, and get engrossed in the history at Galleria Borbonica.

To find maps, photos, where to stay, and tourist information, go to the Naples trip maker app.

Traveling by car from Assisi to Naples takes 4 hours. Alternatively, you can take a train; or take a bus. Plan for a bit warmer nights when traveling from Assisi in September since evenings lows in Naples dip to 20°C. Finish your sightseeing early on the 27th (Wed) so you can fly to Lampedusa.
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Side Trips
Find places to stay Sep 23 — 27:
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Lampedusa — 1 night

Italy's southernmost territory, Lampedusa, is known for its turquoise waters, white-sand beaches, and island charm.
On the 28th (Thu), enjoy the sand and surf at Spiaggia dei Conigli, kick back and relax at Cala Pulcino, then tour the pleasant surroundings at Spiaggia di Portu Ntoni, and finally tour the pleasant surroundings at Cala Croce Beach.

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

Fly from Naples to Lampedusa in 4.5 hours. Alternatively, you can do a combination of train, ferry, and bus; or do a combination of bus and ferry. Traveling from Naples in September, you can expect nighttime temperatures to be somewhat warmer in Lampedusa, with lows of 28°C. Wrap up your sightseeing on the 28th (Thu) to allow time to fly to San Vito lo Capo.
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Parks · Outdoors · Beaches
Find places to stay Sep 27 — 28:
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San Vito lo Capo, Sicily — 3 nights

A vacation in San Vito lo Capo offers a chance to enjoy a sheltered bay and a town with distinctive Arab-Norman architecture.
We've included these beaches for you: Spiaggia di Macari and Spiaggia Isuledda. Eschew the tourist crowds and head to Riserva Naturale Dello Zingaro and Grotta Mangiapane. When in San Vito lo Capo, make a side trip to see Selinunte Archaeological Park in Castelvetrano, approximately Castelvetrano away. Next up on the itinerary: take a tour by water with Boat Tours & Water Sports and enjoy the sand and surf at Calette Santa Margherita.

To see photos, other places to visit, where to stay, and more tourist information, go to the San Vito lo Capo day trip planning website.

Fly from Lampedusa to San Vito lo Capo in 3 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry, bus, train, and taxi. Expect slightly colder evenings in San Vito lo Capo when traveling from Lampedusa in September, with lows around 24°C. Finish up your sightseeing early on the 1st (Sun) so you can catch the flight to Alghero.
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Parks · Outdoors · Wildlife · Beaches
Side Trips
Find places to stay Sep 28 — Oct 1:
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Alghero, Sardinia — 2 nights

Little Barcelona

Built surrounding a 16th-century fortified port, Alghero remains one of Sardinia's most visited sites, rich in cultural and historical heritage.
On the 2nd (Mon), get up close to creatures of the deep with a dolphin and whale watching tour, kick back and relax at Spiaggia di Maria Pia, and then Head underground at Frecce delle Grotte di Antonio Piccinnu. Get ready for a full day of sightseeing on the 3rd (Tue): explore the fascinating underground world of Neptune's Grotto, Head underground at Capo Caccia, then enjoy the sand and surf at Spiaggia Di Tramariglio, and finally enjoy the sand and surf at Spiaggia Mugoni.

For more things to do, reviews, traveler tips, and other tourist information, use the Alghero day trip planning site.

Fly from San Vito lo Capo to Alghero in 3 hours. Alternatively, you can do a combination of taxi, ferry, and bus; or do a combination of bus, ferry, and train. Traveling from San Vito lo Capo in October, Alghero is a bit cooler at night with lows of 15°C. Wrap up your sightseeing on the 3rd (Tue) early enough to drive to San Teodoro.
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San Teodoro, Sardinia — 3 nights

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.
Get outdoors at Spiaggia La Cinta and Spiaggia Berchida. You'll discover tucked-away gems like Cala Brandinchi and Lu Impostu Beach. Venture out of the city with trips to Golfo Aranci (Dolphin & Whale Watching & Spiaggia Bianca) and Grotta del Bue Marino (in Cala Gonone). There's more to do: kick back and relax at Porto Istana Beach and stroll through Spiaggia Capo Coda Cavallo.

To see traveler tips, more things to do, reviews, and other tourist information, use the San Teodoro trip itinerary site.

Traveling by car from Alghero to San Teodoro takes 2.5 hours. Alternatively, you can do a combination of train and bus; or take a bus. In October, daytime highs in San Teodoro are 28°C, while nighttime lows are 15°C. Wrap up your sightseeing on the 6th (Fri) to allow time to fly to Lecce.
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Parks · Outdoors · Beaches · Trails
Side Trips
Find places to stay Oct 3 — 6:
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Lecce — 4 nights

Florence of the South

Known as the Florence of the South, Lecce is distinguished for its elaborate Baroque monuments.
Centro Storico Otranto and Cattedrale Di Otranto are good opportunities to explore the local culture. Museum-lovers will get to explore Trullo Sovrano and Castello Aragonese. Explore Lecce's surroundings by going to Centro Storico di Monopoli (in Monopoli), Cava di Bauxite (in Otranto) and Grotte di Castellana (in Castellana Grotte). There's lots more to do: head outdoors with Outdoor Activities, take in the architecture and atmosphere at Duomo di Lecce, explore the ancient world of Anfiteatro Romano, and enjoy the sand and surf at Channel Ciolo.

To find reviews, other places to visit, traveler tips, and tourist information, refer to the Lecce driving holiday planner.

You can fly from San Teodoro to Lecce in 3 hours. Alternatively, you can do a combination of bus, ferry, and train; or do a combination of bus and ferry. In October, daily temperatures in Lecce can reach 26°C, while at night they dip to 15°C. Finish your sightseeing early on the 10th (Tue) so you can fly to Venice.
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Side Trips
Find places to stay Oct 6 — 10:
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Venice — 5 nights

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.
Do some cultural sightseeing at Miramare Castle-Historical Museum and Centro Storico di Venezia. Discover out-of-the-way places like Basilica of St. Anthony and San Giorgio Maggiore. Explore the numerous day-trip ideas around Venice: Trieste (Saint Giusto Cathedral & Molo Audace - Gia "Molo S. Carlo"), Padua (Scrovegni Chapel, Padua Botanical Garden - World Heritage Site, &more) and Ferrara (Centro Storico Ferrara, Castello Estense, &more). There's lots more to do: contemplate in the serene atmosphere at Basilica di Santa Maria Gloriosa dei Frari, visit Cannaregio, admire the landmark architecture of Scuola Grande di San Rocco, and wander the streets of Campo del Ghetto.

To see where to stay, maps, other places to visit, and other tourist information, read Venice travel route planner.

Getting from Lecce to Venice by flight takes about 3 hours. Other options: drive; or take a train. Traveling from Lecce in October, expect nights in Venice to be about the same, around 12°C, while days are little chillier, around 22°C. Cap off your sightseeing on the 15th (Sun) early enough to catch the flight back home.
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Side Trips
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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.
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