25 days in Italy Itinerary

25 days in Italy Itinerary

Created using Inspirock Italy trip builder
Make it your trip
Fly
1
Rome
Fly
2
Tropea
— 4 nights
Drive
3
Polignano a Mare
— 5 nights
Fly
4
Pisa
Drive
5
Greve in Chianti
— 4 nights
Drive
6
Montepulciano
— 5 nights
Drive
7
Sulmona
— 2 nights
Drive
8
Rome
— 3 nights
Fly

S M T W T F S
28
29
30
31
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1

Rome

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Kick off your visit on the 2nd (Fri): steep yourself in history at St. Peter's Basilica.

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

Toronto, Canada to Rome is an approximately 13-hour flight. The time zone difference moving from Eastern Standard Time (EST) to Central European Standard Time (CET) is 6 hours. When traveling from Toronto in September, plan for somewhat warmer days in Rome, with highs around 32°C, while nights are about the same with lows around 18°C. Wrap up your sightseeing by early afternoon on the 2nd (Fri) to allow time for the flight to Tropea.
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Historic Sites
Side Trip
Find places to stay Sep 2 — 3:
Highlights from your trip

Tropea — 4 nights

Tropea is a municipality located within the province of Vibo Valentia, in Calabria (southern Italy).The town is a famous bathing place, situated on a reef, in the gulf of St. Change things up with these side-trips from Tropea: Villa Comunale Giuseppe Mazzini (in Palmi), Pizzo (Castello Aragonese Murat & Piedigrotta Church) and Chianalea di Scilla (in Scilla). The adventure continues: enjoy the sand and surf at Tropea Beach, stop by Enogastronomia Lorenzo, contemplate in the serene atmosphere at The Sanctuary of Santa Maria dell'Isola, and have fun and explore at Artistic Creations The Lighthouse.

To find maps, other places to visit, traveler tips, and more tourist information, refer to the Tropea trip itinerary planning app.

You can fly from Rome to Tropea in 3 hours. Other options are to take a train; or drive. September in Tropea sees daily highs of 31°C and lows of 20°C at night. Wrap up your sightseeing on the 6th (Tue) early enough to drive to Polignano a Mare.
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Outdoors · Parks · Beaches · Historic Sites
Side Trips
Find places to stay Sep 2 — 6:

Polignano a Mare — 5 nights

Polignano a Mare is a town and comune in the Metropolitan City of Bari, Apulia, southern Italy, located on the Adriatic Sea. Get out of town with these interesting Polignano a Mare side-trips: I Trulli di Alberobello - World Heritage Site (in Alberobello) and Otranto (Cava di Bauxite, Centro Storico Otranto, &more). And it doesn't end there: don't miss a visit to Centro Storico di Polignano a Mare, Head underground at Grotte di Castellana, learn about winemaking at Azienda Agricola Lippolis, and take in the views from Ponte Borbonico di Lama Monachile.

For photos, maps, ratings, and tourist information, you can read our Polignano a Mare travel route planner.

Traveling by car from Tropea to Polignano a Mare takes 5 hours. Alternatively, you can fly; or take a train. Expect a daytime high around 29°C in September, and nighttime lows around 17°C. Finish up your sightseeing early on the 11th (Sun) so you can catch the flight to Pisa.
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Parks · Outdoors · Historic Sites · Nature
Side Trips
Find places to stay Sep 6 — 11:

Pisa

Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Kick off your visit on the 11th (Sun): admire the landmark architecture of Leaning Tower of Pisa, then steep yourself in history at Camposanto, and then admire the landmark architecture of Duomo di Pisa.

For maps, photos, traveler tips, and tourist information, you can read our Pisa online trip planner.

Getting from Polignano a Mare to Pisa by flight takes about 3 hours. Other options: drive; or take a train. In September, daytime highs in Pisa are 30°C, while nighttime lows are 17°C. Finish your sightseeing early on the 11th (Sun) so you can drive to Greve in Chianti.
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Historic Sites
Find places to stay Sep 11 — 12:

Greve in Chianti — 4 nights

You'll find plenty of places to visit near Greve in Chianti: San Gimignano (Guardastelle Vineyard & Podere La Marronaia- Sosta Alle Colonne) and Fattoria Casa Sola (in Barberino Val d'Elsa).

For reviews, traveler tips, other places to visit, and other tourist information, use the Greve in Chianti trip planning app.

Traveling by car from Pisa to Greve in Chianti takes 2 hours. Alternatively, you can take a bus; or do a combination of train and bus. Expect a daytime high around 30°C in September, and nighttime lows around 17°C. Finish your sightseeing early on the 15th (Thu) to allow enough time to drive to Montepulciano.
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Wineries · Historic Sites · Tours · Shopping
Side Trips
Find places to stay Sep 11 — 15:

Montepulciano — 5 nights

Pearl of the 16th Century

Perched on a limestone ridge in the heart of Tuscany, Montepulciano is known worldwide for its production of red wine, the Vino Noble.
You'll find plenty of places to visit near Montepulciano: Winery Solaria Patrizia Cencioni (in Montalcino), Orvieto (Pozzo di San Patrizio, Duomo di Orvieto, &more) and Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate). There's still lots to do: learn about winemaking at Icario Winery, admire the verdant scenery at Val d'Orcia, and take in the natural beauty of Cascate del Mulino.

To find traveler tips, photos, maps, and tourist information, read Montepulciano online driving holiday planner.

Getting from Greve in Chianti to Montepulciano by car takes about 1.5 hours. Other options: take a train; or take a bus. Expect a daytime high around 32°C in September, and nighttime lows around 19°C. Finish your sightseeing early on the 20th (Tue) to allow enough time to drive to Sulmona.
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Wineries · Historic Sites · Nature · Parks
Side Trips
Find places to stay Sep 15 — 20:

Sulmona — 2 nights

Sulmona is a city and comune of the province of L'Aquila in Abruzzo, Italy. On the 20th (Tue), identify plant and animal life at Riserva Naturale Gole del Sagittario, then explore the activities along Il Lago di Scanno, then identify plant and animal life at Centro Visita Daini, and finally appreciate the extensive heritage of Centro Storico di Scanno. Here are some ideas for day two: make a trip to Centro Storico di Sulmona, then get to know the fascinating history of Comune di Pacentro, and then examine the collection at Pelino Museum.

To see maps, photos, where to stay, and other tourist information, go to the Sulmona trip itinerary planner.

Drive from Montepulciano to Sulmona in 3.5 hours. Alternatively, you can take a train; or take a bus. In September, daytime highs in Sulmona are 30°C, while nighttime lows are 17°C. Finish your sightseeing early on the 22nd (Thu) to allow enough time to drive to Rome.
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Historic Sites · Parks · Wildlife · Nature
Side Trips
Find places to stay Sep 20 — 22:

Rome — 3 nights

Eternal City

Explore Rome further: delve into the distant past at Colosseum, make a trip to Roman Forum, appreciate the extensive heritage of Piazza Navona, and stop by Trastevere.

To find traveler tips, ratings, photos, and other tourist information, go to the Rome route planning tool.

You can drive from Sulmona to Rome in 2 hours. Other options are to take a bus; or take a train. Finish your sightseeing early on the 25th (Sun) to allow enough time to fly back home.
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Historic Sites · Museums · Neighborhoods · Tours
Side Trip
Find places to stay Sep 22 — 25:

Italy travel guide

4.6
Landmarks · Ruins · Beaches
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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