29 days in Italy & Amsterdam Itinerary

29 days in Italy & Amsterdam Itinerary

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Route & dates

29 days in Italy & Amsterdam Itinerary

Start: Sydney, Australia
Fly + bus:  25​h
1
Messina, Italy
— 2 nights
train:  45​min
2
Taormina, Italy
— 3 nights
bus:  45​min
3
Catania, Italy
— 4 nights
Drive:  2​h 30​min
4
Palermo, Italy
— 3 nights
bus + Fly:  4​h
5
Cagliari, Italy
— 3 nights
+4
Fly + bus + train + foot + ferry:  5​h 15​min
6
Positano, Italy
— 7 nights
+4
ferry + foot + train + bus + Fly:  7​h 45​min
7
Amsterdam, Holland
— 4 nights
Fly:  25​h
End: Sydney, Australia

2
nights
Messina, Italy

Messina ©
Messina is the capital of the Italian Metropolitan City of Messina. Kick off your visit on the 23rd (Mon): take some stellar pictures from Tempio Votivo di Cristo Re. Here are some ideas for day two: pause for some serene contemplation at Duomo di Messina, don't miss a visit to Bell Tower and Astronomical Clock (Orologio Astronomico), then enjoy the sand and surf at Piscina di Venere, and finally step into the grandiose world of Castello di Milazzo.

For ratings, photos, more things to do, and more tourist information, you can read our Messina online route maker .

Sydney, Australia to Messina is an approximately 25-hour combination of flight and bus. You can also do a combination of train, flight, and bus; or do a combination of bus and flight. Traveling from Sydney to Messina, you'll gain 9 hours due to the time zone difference. Traveling from Sydney in September, things will get a bit warmer in Messina: highs are around 32°C and lows about 24°C. Wrap up your sightseeing on the 25th (Wed) early enough to take a train to Taormina.

Things to do in Messina

Historic Sites Outdoors Beaches

Side Trips

Reggio Calabria, Scilla, Milazzo
Highlights from your plan
Chianalea di Scilla ©
Chianalea di Scilla
Lungomare Falcomata ©
Lungomare Falcomata

3
nights
Taormina, Italy

Taormina ©
With its warm island weather and cliffside location overlooking the Ionion Sea, Taormina has been one of Sicily's most popular getaway destinations since the early 19th century.
On the 26th (Thu), make a trip to Piazza IX Aprile, don't miss a visit to Corso Umberto, don't miss a visit to Chiesa di San Giuseppe, then tour the pleasant surroundings at Villa Comunale, then look for gifts at Made in Sicily Taormina, and finally step off the mainland to explore Isola Bella. On your second day here, pause for some serene contemplation at Duomo di Taormina, then do a tasting at Gambino Vini, then take in breathtaking views at Gole Alcantara, and finally take in the exciting artwork at Kerameion.

To find photos, traveler tips, ratings, and more tourist information, refer to the Taormina trip app .

Take a train from Messina to Taormina in an hour. Alternatively, you can drive. In September, daily temperatures in Taormina can reach 32°C, while at night they dip to 24°C. Finish your sightseeing early on the 28th (Sat) to allow enough time to drive to Catania.

Things to do in Taormina

Parks Nature Outdoors

Side Trips

Gole Alcantara Botanical and Geological Park, Gambino Vini
Highlights from your plan
Villa Comunale ©
Villa Comunale
Gambino Vini ©
Gambino Vini
Piazza IX Aprile ©
Piazza IX Aprile

4
nights
Catania, Italy

Catania ©
The landscape surrounding Catania, a medieval city on Sicily's eastern coast, is dominated by Mount Etna, the tallest active volcano in Europe.
Explore the numerous day-trip ideas around Catania: Syracuse (Syracuse Cathedral, Palazzo Benevantano del Bosco, & more) and Centro Storico (in Noto). The adventure continues: get impressive views of Mount Etna, get engrossed in the history at Monastero dei Benedettini, contemplate the long history of Piazza Duomo, and get the lay of the land with Walking tours.

To find more things to do, where to stay, traveler tips, and other tourist information, you can read our Catania sightseeing planner .

Getting from Taormina to Catania by car takes about an hour. Other options: take a train; or take a bus. Wrap up your sightseeing on the 2nd (Wed) to allow time to drive to Palermo.

Things to do in Catania

Parks Nature Historic Sites

Side Trips

Syracuse, Centro Storico
Highlights from your plan
Mt Etna ©
Mt Etna
Ortigia ©
Ortigia
Centro Storico ©
Centro Storico

3
nights
Palermo, Italy

The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Venture out of the city with trips to Riserva Naturale Orientata dello Zingaro (in Castellammare del Golfo) and Duomo di Monreale (in Monreale). Next up on the itinerary: pause for some serene contemplation at Cattedrale di Palermo, take in the spiritual surroundings of Church of San Cataldo, admire the striking features of Norman Palace and Palatine Chapel, and explore the world behind art at Museum of tiles Stanze al Genio.

To find photos, maps, reviews, and tourist information, go to the Palermo online attractions planner .

You can drive from Catania to Palermo in 2.5 hours. Alternatively, you can take a bus; or take a train. Cap off your sightseeing on the 5th (Sat) early enough to travel to Cagliari.

Things to do in Palermo

Historic Sites Wildlife Parks

Side Trips

Riserva Naturale Dello Zingaro, Duomo di Monreale
Highlights from your plan
Food Tours
Cattedrale di Palermo ©
Cattedrale di Palermo
Riserva Naturale Dello Zingaro ©
Riserva Naturale Dello Zingaro

3
nights
Cagliari, Italy

Cagliari ©
The capital of Sardinia, Cagliari is spread out over seven hills and still bears the marks of its past conquerors, including the Phoenicians, Carthaginians, and Romans.
Explore the numerous day-trip ideas around Cagliari: Area Archeologica di Nora (in Pula) and Spiaggia di Tuerredda (in Teulada). And it doesn't end there: get a dose of the wild on a nature and wildlife tour, take in the spiritual surroundings of Cathedral of Santa Maria, steep yourself in history at Santuario e Basilica di Bonaria, and tour the pleasant surroundings at Poetto.

For more things to do, traveler tips, and more tourist information, go to the Cagliari attractions tool .

You can do a combination of bus and flight from Palermo to Cagliari in 4 hours. Other options are to fly; or ride a ferry. In October, plan for daily highs up to 29°C, and evening lows to 17°C. Finish your sightseeing early on the 8th (Tue) so you can travel to Positano.

Things to do in Cagliari

Outdoors Beaches Parks

Side Trips

Spiaggia di Tuerredda, Area Archeologica di Nora
Highlights from your plan
Spiaggia di Tuerredda ©
Spiaggia di Tuerredda
Nature & Wildlife Tours
Area Archeologica di Nora ©
Area Archeologica di Nora

7
nights
Positano, Italy

Positano ©
Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
You'll find plenty of places to visit near Positano: Amalfi (Duomo di Sant'Andrea, Chiostro del Paradiso, & more), Sorrento (Wine Tours & Tastings, Piazza Tasso, & more) and Ravello (Villa Cimbrone Gardens, Ceramiche d'Arte Carmela, & more). Next up on the itinerary: do a tasting at Le Vigne di Raito, kick back and relax at Fornillo, contemplate in the serene atmosphere at Chiesa dei Santi Ciro e Giovanni, and look for gifts at Nana' Positano.

Take the guesswork out of planning a Positano vacation by using our trip itinerary maker.

You can fly from Cagliari to Positano in 5.5 hours. Another option is to ride a ferry. Traveling from Cagliari in October, expect nights in Positano to be about the same, around 20°C, while days are little chillier, around 26°C. Wrap up your sightseeing on the 16th (Wed) early enough to travel to Amsterdam.

Things to do in Positano

Tours Outdoors Historic Sites

Side Trips

Sorrento, Ravello, Amalfi, Salerno, Le Vigne di Raito
Highlights from your plan
Le Vigne di Raito ©
Le Vigne di Raito
Fornillo ©
Fornillo
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei

4
nights
Amsterdam, Holland

Amsterdam ©
Known as one of the greatest small cities in the world, Amsterdam charms visitors with its cool and cozy atmosphere.
Amsterdam is known for museums, nightlife, parks, breweries & distilleries, and shopping. Your plan includes some of its best attractions: take an in-depth tour of Van Gogh Museum, take a stroll through Leidseplein, stroll through Vondelpark, and steep yourself in history at Anne Frank House.

For traveler tips, reviews, maps, and tourist information, read Amsterdam day trip tool .

You can fly from Positano to Amsterdam in 8 hours. Other options are to do a combination of train and flight; or drive. Prepare for a bit cooler weather when traveling from Positano in October: high temperatures in Amsterdam hover around 17°C and lows are around 9°C. Wrap up your sightseeing by early afternoon on the 20th (Sun) to allow enough time to travel back home.

Things to do in Amsterdam

Museums Parks Neighborhoods
Highlights from your plan
Van Gogh Museum ©
Van Gogh Museum
Anne Frank House ©
Anne Frank House
Rijksmuseum ©
Rijksmuseum

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