16 days in Italy Itinerary

16 days in Italy Itinerary

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Route & dates

16 days in Italy Itinerary

Start: Johannesburg
Fly:  18​h
1
Taormina, Sicily
— 1 night
+3
train + foot + bus + Fly:  5​h 30​min
2
Assisi
— 3 nights
Drive:  1​h 45​min
3
Siena
— 3 nights
Drive:  3​h 30​min
4
Venice
— 2 nights
Fly:  4​h
5
Alghero, Sardinia
— 5 nights
Fly:  16​h 30​min
End: Johannesburg

1
night
Taormina, Sicily

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.
Kick off your visit on the 29th (Sun): step off the mainland to explore Isola Bella. Get ready for a full day of sightseeing on the 30th (Mon): make a trip to Bell Tower and Astronomical Clock (Orologio Astronomico), pause for some serene contemplation at Duomo di Messina, then take in the pleasant sights at Piazza IX Aprile, then don't miss a visit to Corso Umberto, and finally stroll around Villa Comunale.

For other places to visit, photos, reviews, and other tourist information, go to the Taormina trip itinerary builder site .

Johannesburg, South Africa to Taormina is an approximately 18-hour flight. You can also do a combination of flight and train. The time zone difference moving from South Africa Standard Time to Central European Time is minus 1 hour. Traveling from Johannesburg in September, expect somewhat warmer with lows of 24°C in Taormina. Wrap up your sightseeing on the 30th (Mon) early enough to travel to Assisi.

Things to do in Taormina

Parks Nature Beaches

Side Trip

Messina
Highlights from your plan
Piazza IX Aprile ©
Piazza IX Aprile
Villa Comunale ©
Villa Comunale
Corso Umberto ©
Corso Umberto

3
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Your inner history buff will appreciate Civita di Bagnoregio and Basilica di Santa Chiara. Step off the beaten path and head to Grotte di Frasassi and Cattedrale di Santa Maria Assunta Spoleto. Change things up with these side-trips from Assisi: Orvieto (Duomo di Orvieto & Pozzo di San Patrizio), Cascata delle Marmore (in Marmore) and Rocca Paolina (in Perugia). There's much more to do: take in the spiritual surroundings of Eremo delle Carceri, examine the collection at Museo della Porziuncola, and pause for some serene contemplation at Basilica di Santa Maria degli Angeli - Porziuncola.

For more things to do, reviews, and other tourist information, go to the Assisi road trip planning app .

You can do a combination of train and flight from Taormina to Assisi in 5.5 hours. Other options are to do a combination of train and flight; or do a combination of ferry and car. Traveling from Taormina in September, Assisi is a bit cooler at night with lows of 16°C. Finish your sightseeing early on the 3rd (Thu) to allow enough time to drive to Siena.

Things to do in Assisi

Historic Sites Nature Parks

Side Trips

Orvieto, Cattedrale di Santa Maria Assunta Spoleto, Cascata delle Marmore, Grotte di Frasassi, Civita di Bagnoregio
Highlights from your plan
Civita di Bagnoregio ©
Civita di Bagnoregio
Basilica di Santa Chiara ©
Basilica di Santa Chiara

3
nights
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Eschew the tourist crowds and head to Abbazia di San Galgano and Wine Tours & Tastings. Satisfy your inner culture vulture at Centro Storico di Siena and Castello di Monteriggioni. You'll find plenty of places to visit near Siena: Abbazia di Sant'Antimo (in Castelnuovo dell'Abate) and Historic Centre of San Gimignano (in San Gimignano). It doesn't end there: browse the collection at Biblioteca Piccolomini and enjoy breathtaking views from Torre del Mangia.

For where to stay, other places to visit, reviews, and tourist information, go to the Siena road trip planning tool .

Drive from Assisi to Siena in 2 hours. Alternatively, you can take a bus; or take a train. In October, plan for daily highs up to 26°C, and evening lows to 15°C. Wrap up your sightseeing on the 6th (Sun) to allow time to drive to Venice.

Things to do in Siena

Historic Sites Tours

Side Trips

Abbazia di San Galgano, Historic Centre of San Gimignano, Castello di Monteriggioni, Abbazia di Sant'Antimo
Highlights from your plan
Abbazia di San Galgano ©
Abbazia di San Galgano
Abbazia di Sant'Antimo ©
Abbazia di Sant'Antimo
Castello di Monteriggioni ©
Castello di Monteriggioni

2
nights
Venice

Venice ©
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.
On the 7th (Mon), take in the architecture and atmosphere at Basilica di Sant’Antonio, take in the architecture and atmosphere at Scrovegni Chapel, then contemplate in the serene atmosphere at Basilica di Santa Maria Gloriosa dei Frari, then contemplate the long history of Ponte dei Sospiri, and finally take in the architecture and atmosphere at San Giorgio Maggiore. Keep things going the next day: take a stroll through Dorsoduro, pause for some serene contemplation at Basilica di Santa Maria della Salute, then make a trip to Torre dell'Orologio, then take in the spiritual surroundings of Scuola Grande di San Rocco, and finally take a stroll through Cannaregio.

Ask Inspirock to suggest an itinerary and make planning a trip to Venice fast, fun, and easy.

Drive from Siena to Venice in 3.5 hours. Alternatively, you can take a train; or take a bus. In October, Venice is slightly colder than Siena - with highs of 22°C and lows of 12°C. Finish up your sightseeing early on the 8th (Tue) so you can travel to Alghero.

Things to do in Venice

Historic Sites Neighborhoods

Side Trip

Padua
Highlights from your plan
Scuola Grande di San Rocco ©
Scuola Grande di San Rocco
Dorsoduro ©
Dorsoduro

5
nights
Alghero, Sardinia

Alghero ©
Built surrounding a 16th-century fortified port, Alghero remains one of Sardinia's most visited sites, rich in cultural and historical heritage.
Eschew the tourist crowds and head to Capo Caccia and Spiaggia di Maria Pia. Visiting Spiaggia di Is Arutas and Spiaggia Mugoni will get you outdoors. Get out of town with these interesting Alghero side-trips: Spiaggia La Marinedda (in Isola Rossa) and Centro Storico Bosa (in Bosa). There's lots more to do: see majestic marine mammals with a dolphin and whale watching tour, steep yourself in history at Casteddu Etzu, and explore the fascinating underground world of Frecce delle Grotte di Antonio Piccinnu.

For traveler tips, reviews, where to stay, and tourist information, refer to the Alghero trip itinerary planning website .

Fly from Venice to Alghero in 4 hours. Alternatively, you can do a combination of train and flight; or do a combination of car and ferry. While traveling from Venice, expect somewhat warmer days and about the same nights in Alghero, ranging from highs of 28°C to lows of 15°C. Finish your sightseeing early on the 13th (Sun) to allow enough time to travel back home.

Things to do in Alghero

Parks Outdoors Beaches

Side Trips

Spiaggia di Is Arutas, Spiaggia La Marinedda, Centro Storico Bosa, Casteddu Etzu
Highlights from your plan
Capo Caccia ©
Capo Caccia
Spiaggia di Is Arutas ©
Spiaggia di Is Arutas
Dolphin & Whale Watching

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