19 days in Italy Itinerary

19 days in Italy Itinerary

Created using Inspirock Italy trip planner
Make it your trip
Fly
1
Venice
— 2 nights
Drive
2
Florence
— 3 nights
Drive
3
Greve in Chianti
— 3 nights
Drive
4
Montepulciano
— 1 night
Drive
5
Tivoli
— 1 night
Fly
6
Positano
— 4 nights
Drive
7
Rome
— 3 nights
Fly

S M T W T F S
12
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17
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19
20
21
22
23
24
25
26
27
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29
30
1
2
3
4
5
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7
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9

Venice — 2 nights

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.
Explore Venice's surroundings by going to Padua (Prato della Valle, Basilica of St. Anthony, &more). And it doesn't end there: contemplate the waterfront views at Canal Grande, browse the exhibits of Doge's Palace, admire the masterpieces at Gallerie dell'Accademia, and pause for some photo ops at Punta della Dogana.

To find traveler tips, other places to visit, more things to do, and tourist information, read our Venice day trip planning tool.

Montreal, Canada to Venice is an approximately 12-hour flight. You'll lose 6 hours traveling from Montreal to Venice due to the time zone difference. Traveling from Montreal in June, you will find days in Venice are somewhat warmer (32°C), and nights are about the same (20°C). Wrap up your sightseeing on the 19th (Sun) early enough to drive to Florence.
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Historic Sites · Museums · Parks · Nature
Side Trip
Find places to stay Jun 17 — 19:

Florence — 3 nights

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Florence is known for sightseeing, museums, and historic sites. Your trip includes some of its best attractions: explore the world behind art at Florence Academy of Fine Arts, examine the collection at Pitti Palace, admire the landmark architecture of Campanile di Giotto, and take in the views from Ponte Vecchio.

To see photos, traveler tips, ratings, and tourist information, refer to the Florence road trip site.

You can drive from Venice to Florence in 3 hours. Other options are to take a train; or take a bus. In June, plan for daily highs up to 33°C, and evening lows to 21°C. Finish your sightseeing early on the 22nd (Wed) to allow enough time to drive to Greve in Chianti.
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Historic Sites · Museums · Parks
Find places to stay Jun 19 — 22:

Greve in Chianti — 3 nights

Explore the numerous day-trip ideas around Greve in Chianti: San Gimignano (Historic Centre of San Gimignano, Duomo di San Gimignano, &more) and Food Tours (in Siena).

To find other places to visit, where to stay, photos, and other tourist information, you can read our Greve in Chianti trip itinerary website.

Getting from Florence to Greve in Chianti by car takes about an hour. Other options: take a bus. Plan for a bit cooler nights when traveling from Florence in June since evenings lows in Greve in Chianti dip to 18°C. Finish your sightseeing early on the 25th (Sat) to allow enough time to drive to Montepulciano.
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Wineries · Tours · Historic Sites
Side Trips
Find places to stay Jun 22 — 25:

Montepulciano — 1 night

Perched on a limestone ridge in the heart of Tuscany, Montepulciano is known worldwide for its production of red wine, the Vino Noble.
Kick off your visit on the 26th (Sun): boost your wellbeing at Piscine Termali Theia, take in the spiritual surroundings of Tempio di San Biagio, then make a trip to Piazza Grande a Montepulciano, then take in the spiritual surroundings of Dome of Montepulciano, and finally make a trip to Piazza Pio II.

For ratings, more things to do, traveler tips, and tourist information, use the Montepulciano online travel route planner.

You can drive from Greve in Chianti to Montepulciano in 1.5 hours. Alternatively, you can take a train; or take a bus. In June, daytime highs in Montepulciano are 34°C, while nighttime lows are 19°C. Finish your sightseeing early on the 26th (Sun) to allow enough time to drive to Tivoli.
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Historic Sites · Spas
Side Trips
Find places to stay Jun 25 — 26:

Tivoli — 1 night

Tivoli is a town and comune in Lazio, central Italy, about 30km east-north-east of Rome, at the falls of the Aniene river where it issues from the Sabine hills. On the 27th (Mon), steep yourself in history at Villa Adriana, identify plant and animal life at Riserva Naturale Monte Catillo, and then admire the natural beauty at Villa d'Este.

To see ratings, more things to do, reviews, and tourist information, read Tivoli online tour itinerary planner.

You can drive from Montepulciano to Tivoli in 2 hours. Other options are to take a train; or take a bus. In June, plan for daily highs up to 35°C, and evening lows to 19°C. Wrap up your sightseeing on the 27th (Mon) early enough to fly to Positano.
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Parks · Historic Sites · Wildlife
Find places to stay Jun 26 — 27:

Positano — 4 nights

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.
Venture out of the city with trips to Ravello (Duomo di Ravello & Villa Cimbrone Gardens) and Amalfi (Amalfi Coast Drive & Duomo di Sant'Andrea). There's still lots to do: kick back and relax at Fornillo, stroll through Spiaggia Grande, take a tour by water with Boat Tours & Water Sports, and take a memorable drive along Amalfi Coast.

To find where to stay, other places to visit, ratings, and tourist information, use the Positano visit planner.

Fly from Tivoli to Positano in 2.5 hours. Alternatively, you can drive; or do a combination of train and taxi. Expect a bit warmer evenings in Positano when traveling from Tivoli in June, with lows around 23°C. Finish up your sightseeing early on the 1st (Fri) so you can go by car to Rome.
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Outdoors · Tours · Parks · Beaches
Side Trips
Find places to stay Jun 27 — Jul 1:

Rome — 3 nights

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
On the 2nd (Sat), don't miss a visit to Spanish Steps, admire the local landmark of Trevi Fountain, then delve into the distant past at Pantheon, then delve into the distant past at Colosseum, and finally steep yourself in history at Palatine Hill. Keep things going the next day: make a trip to Roman Forum, appreciate the history behind La Pieta, and then explore the world behind art at Galleria Borghese.

To see other places to visit, where to stay, more things to do, and other tourist information, you can read our Rome trip planner.

Getting from Positano to Rome by car takes about 3.5 hours. Other options: do a combination of bus and train; or take a bus. In July, daytime highs in Rome are 37°C, while nighttime lows are 24°C. On the 4th (Mon), you'll have the morning to explore before heading back home.
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Historic Sites · Museums
Side Trip
Find places to stay Jul 1 — 4:

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.
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