30 days in Italy Itinerary

Created using Inspirock Italy holiday builder
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Make it your trip
Fly
1
Villasimius, Sardinia
— 2 nights
Fly
2
San Vito lo Capo, Sicily
— 3 nights
Fly to Naples, Ferry to Forio
3
Forio, Isola d'Ischia
— 2 nights
+2
Drive to Ischia, Ferry to Naples, Drive to Assisi
4
Assisi
— 5 nights
Drive to Piombino, Ferry to Portoferraio
5
Portoferraio, Elba Island
— 2 nights
Ferry to Porto Biglietterie Sud, Fly to San Teodoro
6
San Teodoro, Sardinia
— 2 nights
Fly
7
Trento
— 5 nights
Fly
8
Lecce
— 7 nights
Fly

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Villasimius, Sardinia — 2 nights

Start off your visit on the 2nd (Sat): enjoy the sand and surf at Spiaggia di Punta Molentis and then kick back and relax at Porto Giunco. Here are some ideas for day two: tour the pleasant surroundings at Cala Pira, then stroll through Spiaggia di Mari Pintau, and then kick back and relax at Spiaggia di Campus.

For where to stay, more things to do, maps, and more tourist information, go to the Villasimius road trip tool.

Sydney, Australia to Villasimius is an approximately 26-hour flight. The time zone changes from Australian Eastern Standard Time (AEST) to Central European Standard Time (CET), which is usually a -9 hour difference. Expect somewhat warmer temperatures when traveling from Sydney in September; daily highs in Villasimius reach 34°C and lows reach 20°C. Wrap up your sightseeing on the 3rd (Sun) to allow time to fly to San Vito lo Capo.
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Find places to stay Sep 1 — 3:

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.
Satisfy your inner culture vulture at Chiesa Madre - Duomo di Erice and Porta Trapani. You'll enjoy a bit of beach vacationing at Spiaggia di Macari and Calette Santa Margherita. Change things up with these side-trips from San Vito lo Capo: Riserva Naturale Dello Zingaro (in Castellammare del Golfo) and Grotta Mangiapane (in Custonaci). There's lots more to do: enjoy the sand and surf at Spiaggia Isuledda, see what you can catch with a fishing tour, and stop by La Pasticceria Maria Grammatico.

To see reviews, where to stay, maps, and tourist information, read San Vito lo Capo trip planner.

Traveling by flight from Villasimius to San Vito lo Capo takes 3 hours. Alternatively, you can do a combination of bus and ferry. While traveling from Villasimius, expect slightly colder days and somewhat warmer nights in San Vito lo Capo, ranging from highs of 31°C to lows of 24°C. Finish your sightseeing early on the 6th (Wed) to allow enough time to travel to Forio.
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Find places to stay Sep 3 — 6:

Forio, Isola d'Ischia — 2 nights

Kick off your visit on the 7th (Thu): tour the pleasant surroundings at Spiaggia di Cava dell'Isola, steep yourself in history at Castello Aragonese d'Ischia, and then stroll through Spiaggia della Chiaia. Here are some ideas for day two: test the waters at Giardini Poseidon Terme, then kick back and relax at Spiaggia di Citara, and then pause for some serene contemplation at Chiesa del Soccorso.

To see traveler tips, maps, more things to do, and other tourist information, read our Forio trip planner.

You can do a combination of flight and ferry from San Vito lo Capo to Forio in 5 hours. Other options are to do a combination of car and ferry; or do a combination of taxi, train, and ferry. In September, daily temperatures in Forio can reach 31°C, while at night they dip to 23°C. Finish up your sightseeing early on the 8th (Fri) so you can travel to Assisi.
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Find places to stay Sep 6 — 8:

Assisi — 5 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Santuario Della Santa Casa and Cattedrale di Santa Maria Assunta Spoleto are good opportunities to explore the local culture. Step off the beaten path and head to Rocca Paolina and Cattedrale di San Rufino. Explore the numerous day-trip ideas around Assisi: Orvieto (Pozzo di San Patrizio & Duomo di Orvieto), Cascata delle Marmore (in Marmore) and Civita di Bagnoregio (in Bagnoregio). And it doesn't end there: see the interesting displays at Museo della Porziuncola, kick back and relax at Porto Potenza Picena - Spiaggia Libera, pause for some serene contemplation at San Damiano, and get outside with Traghettatori Riviera del Conero.

For maps, other places to visit, traveler tips, and tourist information, go to the Assisi tour itinerary site.

Getting from Forio to Assisi by combination of car and ferry takes about 6 hours. Other options: do a combination of ferry and train; or do a combination of bus, ferry, and train. Traveling from Forio in September, you can expect nighttime temperatures to be slightly colder in Assisi, with lows of 16°C. Wrap up your sightseeing on the 13th (Wed) to allow time to travel to Portoferraio.
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Find places to stay Sep 8 — 13:

Portoferraio, Elba Island — 2 nights

Portoferraio is a town and comune in the province of Livorno, on the edge of the eponymous harbour of the island of Elba. Start off your visit on the 14th (Thu): see some colorful creatures with a scuba or snorkeling tour, tour the pleasant surroundings at Spiaggia di Fetovaia, and then stroll through Spiaggia di Cavoli. Get ready for a full day of sightseeing on the next day: enjoy the sand and surf at Spiaggia Di Sansone, enjoy the sand and surf at Spiaggia di Capo Bianco, and then tour the pleasant surroundings at Spiaggia delle Ghiaie.

To find traveler tips, ratings, other places to visit, and more tourist information, read our Portoferraio tour planning app.

Getting from Assisi to Portoferraio by combination of car and ferry takes about 5 hours. Other options: do a combination of train and ferry; or do a combination of bus, train, and ferry. In September, daily temperatures in Portoferraio can reach 28°C, while at night they dip to 19°C. Wrap up your sightseeing on the 15th (Fri) early enough to travel to San Teodoro.
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Find places to stay Sep 13 — 15:

San Teodoro, Sardinia — 2 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.
Kick off your visit on the 16th (Sat): stroll through Spiaggia Capo Coda Cavallo, then enjoy the sand and surf at Lu Impostu Beach, and then kick back and relax at Spiaggia La Cinta. Keep things going the next day: head outdoors with Spiaggia di Capo Comino, then stroll through Porto Taverna Beach, and then enjoy the sand and surf at Porto Istana Beach.

For photos, where to stay, other places to visit, and tourist information, use the San Teodoro trip builder tool.

Traveling by combination of ferry and flight from Portoferraio to San Teodoro takes 4.5 hours. Alternatively, you can do a combination of ferry and bus; or do a combination of ferry, train, and bus. Traveling from Portoferraio in September, expect nights in San Teodoro to be about the same, around 19°C, while days are somewhat warmer, around 32°C. Wrap up your sightseeing on the 17th (Sun) early enough to fly to Trento.
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Find places to stay Sep 15 — 17:

Trento — 5 nights

Painted City

Tyrol's capital and one of the nation's wealthiest cities, Trento serves as the commercial and cultural center of the region.
Castel Thun and Castello del Buonconsiglio Monumenti e Collezioni Provinciali are good opportunities to explore the local culture. Eschew the tourist crowds and head to Santuario di San Romedio and Strada Della Forra. Venture out of the city with trips to Malcesine (Mountbaldo & Scaliger Castle in Malcesine), Merano (Merano Centro Storico, I Giardini di Castel Trauttmansdorff, &more) and Lago di Molveno (in Molveno). And it doesn't end there: explore the stunning scenery at Canyon Rio Sass, explore the engaging exhibits at MUSE - Science Museum, get to know the fascinating history of Piazza Duomo, and make a trip to Borghetto sul Mincio.

To see maps, other places to visit, reviews, and other tourist information, read Trento trip planning app.

You can fly from San Teodoro to Trento in 3 hours. Alternatively, you can do a combination of bus, ferry, and train; or do a combination of bus and ferry. Traveling from San Teodoro in September, expect a bit cooler with lows of 15°C in Trento. Finish up your sightseeing early on the 22nd (Fri) so you can catch the flight to Lecce.
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Find places to stay Sep 17 — 22:

Lecce — 7 nights

Florence of the South

Known as the Florence of the South, Lecce is distinguished for its elaborate Baroque monuments.
You'll enjoy a bit of beach vacationing at Togo Bay Beach and Porto Selvaggio. Explore hidden gems such as Trullo Sovrano and Museo Nazionale Archeologico. You'll find plenty of places to visit near Lecce: Scuba & Snorkeling (in Santa Maria di Leuca), Castello Aragonese (in Taranto) and Channel Ciolo (in Gagliano del Capo). The adventure continues: pause for some serene contemplation at Basilica di Santa Caterina d'Alessandria, make a trip to Centro Storico, Lecce, tour the pleasant surroundings at Spiaggia Alimini, and enjoy the sand and surf at Bonavista.

To see other places to visit, photos, where to stay, and other tourist information, read Lecce trip planner.

Traveling by flight from Trento to Lecce takes 3 hours. Alternatively, you can drive; or take a train. Plan for somewhat warmer nights when traveling from Trento in September since evenings lows in Lecce dip to 19°C. On the 29th (Fri), you'll travel back home.
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Find places to stay Sep 22 — 29:

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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