43 days in Sydney & Italy Itinerary
Created using Inspirock itinerary maker
Start: Sydney, Australia
1
Sydney, Australia
— 6 nights
Fly
2
Venice, Italy
— 4 nights
Drive
3
Verona, Italy
— 5 nights
Train
4
Florence, Italy
— 3 nights
+2
Drive to Piombino, Ferry to Portoferraio, Drive to Capoliveri
5
Capoliveri, Italy
— 5 nights
+2
Drive to Portoferraio, Ferry to Piombino, Drive to Assisi
6
Assisi, Italy
— 2 nights
Fly
7
San Vito lo Capo, Italy
— 3 nights
Fly
8
Positano, Italy
— 5 nights
Drive
9
Civita, Italy
— 1 night
Drive
10
Rome, Italy
— 6 nights
Fly
End: Sydney, Australia
Sun, Sep 1 - Sun, Oct 13
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Sydney, Australia — 6 nights

The Harbour City
Family-friendly places like Bondi Beach and Sydney Opera House will thrill your kids. Explore the numerous day-trip ideas around Sydney: Shelly Beach (in Manly) and Katoomba (Spooners Lookout, The Three Sisters, &more). And it doesn't end there: admire nature's wide array of creatures at Sea Life Sydney Aquarium, hike along Bondi to Coogee Walk, examine the collection at Australian National Maritime Museum, and look for gifts at Sydney Fish Market.
To find where to stay, reviews, other places to visit, and tourist information, read Sydney tour planner.
If you are flying in from Australia, the closest major aiport is Sydney Kingsford Smith International Airport. Expect a daytime high around 25°C in September, and nighttime lows around 14°C. Finish your sightseeing early on the 7th (Sat) so you can fly to Venice.
more
To find where to stay, reviews, other places to visit, and tourist information, read Sydney tour planner.
If you are flying in from Australia, the closest major aiport is Sydney Kingsford Smith International Airport. Expect a daytime high around 25°C in September, and nighttime lows around 14°C. Finish your sightseeing early on the 7th (Sat) so you can fly to Venice.
Side Trips
Find places to stay Sep 1 — 7:
Venice, Italy — 4 nights

City of Romance
Family-friendly places like Canal Grande and Piazza San Marco will thrill your kids. Change things up with these side-trips from Venice: Padua (Scrovegni Chapel, Basilica of St. Anthony, &more). There's much more to do: examine the collection at Doge's Palace, take in the architecture and atmosphere at Basilica di San Marco, admire the masterpieces at Peggy Guggenheim Collection, and take in panoramic vistas at St Mark's Campanile.
To see ratings, where to stay, more things to do, and more tourist information, read our Venice trip itinerary app.
You can fly from Sydney to Venice in 24.5 hours. Traveling from Sydney to Venice, you'll gain 9 hours due to the time zone difference. Traveling from Sydney in September, expect nights in Venice to be about the same, around 17°C, while days are somewhat warmer, around 29°C. Wrap up your sightseeing on the 12th (Thu) early enough to drive to Verona.
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To see ratings, where to stay, more things to do, and more tourist information, read our Venice trip itinerary app.
You can fly from Sydney to Venice in 24.5 hours. Traveling from Sydney to Venice, you'll gain 9 hours due to the time zone difference. Traveling from Sydney in September, expect nights in Venice to be about the same, around 17°C, while days are somewhat warmer, around 29°C. Wrap up your sightseeing on the 12th (Thu) early enough to drive to Verona.
Side Trip
Find places to stay Sep 8 — 12:
Highlights from your trip
Verona, Italy — 5 nights

City of Romeo and Juliet
Kids will enjoy Gardaland Park and Museo Pietra Viva. Explore Verona's surroundings by going to Cima Paganella (in Andalo), Percorso dell'Otto (in Fai della Paganella) and Schlern-Rosengarten / Sciliar-Catinaccio Nature Park (in Tiers). Next up on the itinerary: listen to music at Arena di Verona, step into the grandiose world of Museo di Castelvecchio, ponder the design of Antica fonte delle Terme di Comano, and contemplate in the serene atmosphere at Basilica di San Zeno Maggiore.
For ratings, maps, traveler tips, and other tourist information, read Verona online trip itinerary planner.
You can drive from Venice to Verona in 1.5 hours. Other options are to take a shuttle; or take a train. September in Verona sees daily highs of 30°C and lows of 17°C at night. Cap off your sightseeing on the 17th (Tue) early enough to catch the train to Florence.
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For ratings, maps, traveler tips, and other tourist information, read Verona online trip itinerary planner.
You can drive from Venice to Verona in 1.5 hours. Other options are to take a shuttle; or take a train. September in Verona sees daily highs of 30°C and lows of 17°C at night. Cap off your sightseeing on the 17th (Tue) early enough to catch the train to Florence.
Side Trips
Cima Paganella, Gardaland Park, Percorso dell'Otto, Elias Adventure Park, Antica fonte delle Terme di Comano
Find places to stay Sep 12 — 17:
Highlights from your trip
Florence, Italy — 3 nights

Birthplace of the Italian Renaissance
You'll visit kid-friendly attractions like Cathedral of Santa Maria del Fiore and Duomo di Siena. Venture out of the city with trips to Siena (Piazza del Campo & Museo dell'Opera Metropolitana). Next up on the itinerary: admire the masterpieces at Florence Academy of Fine Arts, take in the views from Ponte Vecchio, contemplate the long history of Basilica of Santa Croce, and see the interesting displays at Pitti Palace.
For photos, traveler tips, ratings, and tourist information, read our Florence travel route planner.
Traveling by train from Verona to Florence takes 2.5 hours. Alternatively, you can drive. In September, plan for daily highs up to 30°C, and evening lows to 17°C. Finish your sightseeing early on the 20th (Fri) so you can travel to Capoliveri.
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For photos, traveler tips, ratings, and tourist information, read our Florence travel route planner.
Traveling by train from Verona to Florence takes 2.5 hours. Alternatively, you can drive. In September, plan for daily highs up to 30°C, and evening lows to 17°C. Finish your sightseeing early on the 20th (Fri) so you can travel to Capoliveri.
Side Trip
Find places to stay Sep 17 — 20:
Highlights from your trip
Capoliveri, Italy — 5 nights
Kids will enjoy Aloha Center and Forno Beach. Step out of Capoliveri with an excursion to Walking trail to Spiaggia della Biodola in Procchio--about 38 minutes away.
To see more things to do, reviews, ratings, and tourist information, use the Capoliveri day trip planning website.
You can do a combination of car and ferry from Florence to Capoliveri in 4 hours. Another option is to do a combination of train, ferry, and bus. In September in Capoliveri, expect temperatures between 28°C during the day and 19°C at night. Wrap up your sightseeing on the 25th (Wed) to allow time to travel to Assisi.
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To see more things to do, reviews, ratings, and tourist information, use the Capoliveri day trip planning website.
You can do a combination of car and ferry from Florence to Capoliveri in 4 hours. Another option is to do a combination of train, ferry, and bus. In September in Capoliveri, expect temperatures between 28°C during the day and 19°C at night. Wrap up your sightseeing on the 25th (Wed) to allow time to travel to Assisi.
Side Trips
Find places to stay Sep 20 — 25:
Highlights from your trip
Assisi, Italy — 2 nights

City of Peace
On the 26th (Thu), step into the grandiose world of Rocca Maggiore, pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, admire the striking features of Santa Maria sopra Minerva, examine the collection at Museo della Porziuncola, then contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli, and finally contemplate in the serene atmosphere at Eremo delle Carceri. Keep things going the next day: pause for some serene contemplation at San Damiano, take in the architecture and atmosphere at Cattedrale di San Rufino, then contemplate in the serene atmosphere at Santuario di Rivotorto, and finally pause for some serene contemplation at Basilica di Santa Chiara.
For reviews, where to stay, traveler tips, and other tourist information, read our Assisi trip planning website.
Getting from Capoliveri to Assisi by combination of car and ferry takes about 5.5 hours. Other options: do a combination of bus, ferry, and train. Traveling from Capoliveri in September, plan for slightly colder nights in Assisi, with lows around 16°C. Wrap up your sightseeing on the 27th (Fri) early enough to fly to San Vito lo Capo.
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For reviews, where to stay, traveler tips, and other tourist information, read our Assisi trip planning website.
Getting from Capoliveri to Assisi by combination of car and ferry takes about 5.5 hours. Other options: do a combination of bus, ferry, and train. Traveling from Capoliveri in September, plan for slightly colder nights in Assisi, with lows around 16°C. Wrap up your sightseeing on the 27th (Fri) early enough to fly to San Vito lo Capo.
Find places to stay Sep 25 — 27:
Highlights from your trip
San Vito lo Capo, Italy — 3 nights

Kids will appreciate attractions like Spiaggia di San Vito lo Capo and Riserva Naturale Dello Zingaro. Take a break from San Vito lo Capo with a short trip to Redfish in Marsala, about 1h 15 min away. There's more to do: tour the pleasant surroundings at Spiaggia Isuledda and kick back and relax at Caletta del Bue Marino.
For photos, ratings, maps, and more tourist information, read San Vito lo Capo vacation builder website.
Getting from Assisi to San Vito lo Capo by flight takes about 3.5 hours. Other options: do a combination of car and ferry; or do a combination of train and bus. Traveling from Assisi in September, San Vito lo Capo is a bit warmer at night with lows of 24°C. Cap off your sightseeing on the 30th (Mon) early enough to catch the flight to Positano.
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For photos, ratings, maps, and more tourist information, read San Vito lo Capo vacation builder website.
Getting from Assisi to San Vito lo Capo by flight takes about 3.5 hours. Other options: do a combination of car and ferry; or do a combination of train and bus. Traveling from Assisi in September, San Vito lo Capo is a bit warmer at night with lows of 24°C. Cap off your sightseeing on the 30th (Mon) early enough to catch the flight to Positano.
Side Trips
Find places to stay Sep 27 — 30:
Highlights from your trip
Positano, Italy — 5 nights

Kids will enjoy Villa Cimbrone Gardens and Lido di Ravello. Change things up with these side-trips from Positano: Atrani (Collegiate Santa Maria Maddalena & Vicoli, scale e archi), Spiaggia di castiglione (in Castiglione) and Amalfi (Museo della Carta, Valle delle Ferriere, &more). There's much more to do: shop like a local with Art & Craft Gallery, admire the landmark architecture of Villa Rufolo, kick back and relax at Fornillo, and take a memorable drive along Amalfi Coast.
To see more things to do, where to stay, other places to visit, and other tourist information, use the Positano trip builder site.
You can fly from San Vito lo Capo to Positano in 2.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of taxi, train, and bus. In September, plan for daily highs up to 31°C, and evening lows to 23°C. Finish up your sightseeing early on the 5th (Sat) so you can go by car to Civita.
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To see more things to do, where to stay, other places to visit, and other tourist information, use the Positano trip builder site.
You can fly from San Vito lo Capo to Positano in 2.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of taxi, train, and bus. In September, plan for daily highs up to 31°C, and evening lows to 23°C. Finish up your sightseeing early on the 5th (Sat) so you can go by car to Civita.
Side Trips
Find places to stay Sep 30 — Oct 5:
Highlights from your trip
Civita, Italy — 1 night

On the 6th (Sun), get engrossed in the history at Museo Etonico Arbresh, take in the architecture and atmosphere at Chiesa di S. Maria Assunta, then identify plant and animal life at Setteventi del Pollino, and finally take in the views from Il ponte del diavolo.
To find more things to do, where to stay, maps, and tourist information, use the Civita trip itinerary builder website.
Getting from Positano to Civita by car takes about 3.5 hours. Wrap up your sightseeing on the 6th (Sun) to allow time to drive to Rome.
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To find more things to do, where to stay, maps, and tourist information, use the Civita trip itinerary builder website.
Getting from Positano to Civita by car takes about 3.5 hours. Wrap up your sightseeing on the 6th (Sun) to allow time to drive to Rome.
Find places to stay Oct 5 — 6:
Highlights from your trip
Rome, Italy — 6 nights

Eternal City
Family-friendly places like Colosseum and Pantheon will thrill your kids. Explore the numerous day-trip ideas around Rome: Tivoli (Villa Adriana & Villa d'Este). There's much more to do: ponder the design of Trevi Fountain, explore the world behind art at Vatican Museums, steep yourself in history at Roman Forum, and visit Trastevere.
To see ratings, reviews, where to stay, and tourist information, go to the Rome road trip planning app.
Drive from Civita to Rome in 5 hours. In October in Rome, expect temperatures between 26°C during the day and 15°C at night. On the 12th (Sat), wrap the sightseeing up by early afternoon so you can fly back home.
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To see ratings, reviews, where to stay, and tourist information, go to the Rome road trip planning app.
Drive from Civita to Rome in 5 hours. In October in Rome, expect temperatures between 26°C during the day and 15°C at night. On the 12th (Sat), wrap the sightseeing up by early afternoon so you can fly back home.
Side Trips
Find places to stay Oct 6 — 12:
Highlights from your trip
Italy travel guide
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.