36 days in Italy Itinerary

36 days in Italy Itinerary

Created using Inspirock Italy trip maker

Plan created by another user. Make it yours
Fly
1
Venice
— 4 nights
Drive
2
Florence
— 5 nights
Train
3
Rome
— 5 nights
Drive
4
Positano
— 6 nights
Drive
5
Polignano a Mare
— 5 nights
Fly
6
Taormina, Sicily
— 5 nights
+2
Drive to Catania-Fontanarossa Airport, Fly to Cagliari Elmas Airport, Drive to Carloforte
7
Carloforte, Sardinia
— 4 nights
Drive to Cagliari Elmas Airport, Fly to Lester B. Pearson International Airport

S M T W T F S
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18
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24
25
26
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31
1
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4
5
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7
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4
nights
Venice

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.
Piazza San Marco and San Giorgio Maggiore will appeal to history buffs. Doge's Palace and Gallerie dell'Accademia will appeal to museum buffs. Next up on the itinerary: admire the landmark architecture of Basilica di San Marco, contemplate in the serene atmosphere at Campo del Ghetto, take in the architecture and atmosphere at Santa Maria dei Miracoli, and don't miss a visit to Basilica di Santa Maria Gloriosa dei Frari.

For where to stay, more things to do, reviews, and tourist information, refer to the Venice trip planning app.

Toronto, Canada to Venice is an approximately 11.5-hour flight. You'll lose 6 hours traveling from Toronto to Venice due to the time zone difference. In May, daytime highs in Venice are 26°C, while nighttime lows are 15°C. Finish up your sightseeing early on the 26th (Tue) so you can go by car to Florence.

Things to do in Venice

Historic Sites · Museums · Parks · Nature

5
nights
Florence

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Florence Academy of Fine Arts and Gallerie Degli Uffizi will appeal to museum buffs. Popular historic sites such as Cathedral of Santa Maria del Fiore and Centro Storico di Siena are in your itinerary. Change things up with these side-trips from Florence: Monteriggioni (Castello di Monteriggioni & Walls of Monteriggioni). There's lots more to do: steep yourself in history at Basilica San Miniato al Monte, make a trip to Piazzale Michelangelo, appreciate the extensive heritage of Piazza del Duomo, and pause for some photo ops at Loggia dei Lanzi.

To see maps, reviews, photos, and other tourist information, refer to the Florence visit planner.

Traveling by car from Venice to Florence takes 3 hours. Alternatively, you can take a train; or take a bus. In May, daytime highs in Florence are 25°C, while nighttime lows are 13°C. Finish up your sightseeing early on the 31st (Sun) so you can catch the train to Rome.

Things to do in Florence

Historic Sites · Museums

Side Trips

5
nights
Rome

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Museum-lovers will get to explore Vatican Museums and Villa Farnesina. Satisfy your inner culture vulture at Colosseum and Palatine Hill. Change things up with these side-trips from Rome: Villa d'Este (in Tivoli), Orvieto (Duomo di Orvieto & Pozzo di San Patrizio) and Centro Storico di Massa Martana (in Massa Martana). And it doesn't end there: appreciate the extensive heritage of Piazza Navona, contemplate the long history of St. Peter's Basilica, contemplate in the serene atmosphere at Chiesa di Santa Maria del Popolo, and delve into the distant past at Parco Archeologico di Ostia Antica.

To see photos, more things to do, reviews, and tourist information, use the Rome vacation app.

Getting from Florence to Rome by train takes about 2.5 hours. Other options: drive; or fly. Traveling from Florence in May, plan for a bit warmer nights in Rome, with lows around 17°C. Finish your sightseeing early on the 5th (Fri) so you can drive to Positano.

Things to do in Rome

Historic Sites · Museums · Parks · Nature

Side Trips

6
nights
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.
Eschew the tourist crowds and head to Villa Cimbrone Gardens and Fornillo. Visit Villa Rufolo and Duomo di Ravello for their historical value. Venture out of the city with trips to Ceramiche d'Arte Carmela (in Ravello), Castiglione (Spiaggia di castiglione & Lido di Ravello) and Amalfi (Cloister del Paradiso, Duomo di Sant'Andrea, &more). The adventure continues: take some stellar pictures from Il Sentiero Degli Dei, explore the historical opulence of Castello di San Nicola de Thoro-Plano, stroll through Bagni d'Arienzo Beach Club, Positano, and take in the spiritual surroundings of Church of Santa Maria Assunta.

To find where to stay, reviews, ratings, and other tourist information, go to the Positano day trip tool.

Traveling by car from Rome to Positano takes 3.5 hours. Alternatively, you can do a combination of train and bus; or take a bus. In June, daily temperatures in Positano can reach 32°C, while at night they dip to 23°C. Finish up your sightseeing early on the 11th (Thu) so you can go by car to Polignano a Mare.

Things to do in Positano

Parks · Outdoors · Beaches · Historic Sites

Side Trips

5
nights
Polignano a Mare

Polignano a Mare is a town and comune in the Metropolitan City of Bari, Apulia, southern Italy, located on the Adriatic Sea. Do some cultural sightseeing at Masseria Brancati and I Pastini. Taranto Catherdral - Duomo of San Cataldo and Basilica Cattedrale Maria Santissima della Madia will appeal to history buffs. Venture out of the city with trips to Martina Franca (Centro Storico, Basilica di San Martino, &more), Valle d’itria e Dintorni (in Cisternino) and Spiaggia Torre Canne (in Torre Canne). The adventure continues: don't miss a visit to Centro Storico di Polignano a Mare, kick back and relax at Costa Dei Trulli, head outdoors with Indiana Park, and tour the pleasant surroundings at Lama Monachile.

For maps, more things to do, reviews, and tourist information, refer to the Polignano a Mare trip planner.

Traveling by car from Positano to Polignano a Mare takes 4 hours. Alternatively, you can do a combination of taxi and train; or take a bus. Traveling from Positano in June, plan for slightly colder nights in Polignano a Mare, with lows around 19°C. Wrap up your sightseeing on the 16th (Tue) early enough to travel to Taormina.

Things to do in Polignano a Mare

Outdoors · Parks · Beaches · Historic Sites

Side Trips

5
nights
Taormina, Sicily

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.
Step off the beaten path and head to Etna Donkey Trekking and Duomo di Taormina. You'll enjoy a bit of beach vacationing at Isola Bella and Spiaggia Capo Calava. You'll find plenty of places to visit near Taormina: Grotte Beach Mongiove (in Mongiove), Randazzo (Casa della Musica e della Liuteria Medievale & Basilica di Santa Maria) and Il vino della Rosa (in Linguaglossa). There's still lots to do: make a trip to Corso Umberto, go for a walk through Chiesa Madonna della Rocca, see EtnaExcursion.it, and take in the architecture and atmosphere at Santa Caterina Church.

For reviews, more things to do, photos, and more tourist information, read Taormina trip itinerary builder tool.

Getting from Polignano a Mare to Taormina by flight takes about 7 hours. Other options: do a combination of car and ferry; or do a combination of train and bus. Traveling from Polignano a Mare in June, expect somewhat warmer with lows of 24°C in Taormina. Wrap up your sightseeing by early afternoon on the 22nd (Mon) to allow time for travel to Carloforte.

Things to do in Taormina

Outdoors · Parks · Historic Sites · Beaches

Side Trips

4
nights
Carloforte, Sardinia

Carloforte is a fishing and resort town of located on Isola di San Pietro, approximately 7km off the southwestern coast of Sardinia, in southern Sardinia, Italy.HistoryAccording to a legend, a local church was founded in the early 14th century in honour of hundreds of participants to the so-called Children's Crusade of 1212 who perished in a shipwreck just off the island on their way to North Africa during a gale. Get some cultural insight at Cattedrale di Santa Maria di Monserrato and Museo del Bisso di Chiara Vigo. Get in touch with nature at Spiaggia Is Arenas Bianca and Spiaggia di Punta Nera. Step out of Carloforte to go to Sant'Antioco and see Museo Etnografico Su Magasinu De Su Binu, which is approximately 1h 5 min away. Next up on the itinerary: enjoy the sand and surf at Spiaggia di Cala Fico and stroll through spiaggia dello Spalmatore.

To see where to stay, ratings, other places to visit, and tourist information, read our Carloforte trip planning website.

The Route module can help you plan travel from Taormina to Carloforte. Traveling from Taormina in June, Carloforte is little chillier at night with lows of 19°C. Wrap up your sightseeing by early afternoon on the 26th (Fri) to allow enough time to travel back home.

Things to do in Carloforte

Outdoors · Parks · Beaches · Museums

Side Trips

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
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.