29 days in Italy Itinerary

29 days in Italy Itinerary

Created using Inspirock Italy visit planner
Make it your trip
Fly
1
Milan
— 3 nights
Drive
2
Verona
— 2 nights
Drive
3
Venice
— 4 nights
Drive
4
Florence
— 4 nights
Drive
5
Siena
— 3 nights
Drive
6
Rome
— 4 nights
Train
7
Naples
— 4 nights
Drive
8
Positano
— 4 nights
Ferry to Sorrento, Fly to Mumbai

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Milan — 3 nights

In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
Change things up with these side-trips from Milan: Greenway del Lago di Como (in Colonno), Kayaking & Canoeing (in Bellagio) and Tremezzina (Villa Carlotta & Villa del Balbianello). There's lots more to do: contemplate in the serene atmosphere at Duomo di Milano, stroll the grounds of Monumental Cemetery, see La Casa Maledetta, and browse the collection at Pinacoteca Ambrosiana.

Before you visit Milan, use our trip planner to discover what you can do and see there.

Mumbai, India to Milan is an approximately 13-hour flight. Traveling from Mumbai to Milan, you'll gain 4.5 hours due to the time zone difference. Traveling from Mumbai in October, expect Milan to be cooler, temps between 21°C and 13°C. Finish your sightseeing early on the 4th (Tue) to allow enough time to drive to Verona.
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Historic Sites · Museums · Parks · Adventure
Side Trips
Find places to stay Oct 1 — 4:

Verona — 2 nights

The famous setting for Shakespeare's star-crossed lovers, Romeo and Juliet, Verona is one of northern Italy's main tourist destinations, largely owing to its incredibly rich artistic heritage.
On the 5th (Wed), explore the historical opulence of Museo di Castelvecchio, contemplate in the serene atmosphere at Basilica di San Zeno Maggiore, admire the landmark architecture of Arche Scaligere, see the interesting displays at Casa di Giulietta, then take in panoramic vistas at Torre dei Lamberti, and finally wander the streets of Piazza delle Erbe. Get ready for a full day of sightseeing on the next day: explore the activities along Lago di Garda, find something for the whole family at Gardaland Park, and then make a trip to Piazza Bra.

To find other places to visit, more things to do, traveler tips, and tourist information, read Verona travel itinerary planner.

Traveling by car from Milan to Verona takes 2 hours. Alternatively, you can take a train. In October, daytime highs in Verona are 22°C, while nighttime lows are 11°C. Finish your sightseeing early on the 6th (Thu) so you can drive to Venice.
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Historic Sites · Theme Parks · Parks · Nature
Side Trips
Find places to stay Oct 4 — 6:

Venice — 4 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.
You'll find plenty of places to visit near Venice: Padua (Basilica of St. Anthony & Scrovegni Chapel). Next up on the itinerary: contemplate the waterfront views at Canal Grande, snap pictures at Ponte dei Sospiri, don't miss a visit to Piazza San Marco, and indulge in some culinary diversions at a local gastronomic tour.

To find more things to do, reviews, ratings, and tourist information, go to the Venice attractions planner.

Getting from Verona to Venice by car takes about 1.5 hours. Other options: take a shuttle; or take a train. In October, daytime highs in Venice are 22°C, while nighttime lows are 12°C. Finish your sightseeing early on the 10th (Mon) to allow enough time to drive to Florence.
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Historic Sites · Tours · Museums · Outdoors
Side Trip
Find places to stay Oct 6 — 10:

Florence — 4 nights

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Go for a jaunt from Florence to Pisa to see Leaning Tower of Pisa about 1h 20 min away. The adventure continues: explore the world behind art at Florence Academy of Fine Arts, make a trip to Piazzale Michelangelo, contemplate in the serene atmosphere at Campanile di Giotto, and see the interesting displays at Pitti Palace.

For reviews, other places to visit, traveler tips, and tourist information, read Florence trip planner.

Traveling by car from Venice to Florence takes 3 hours. Alternatively, you can take a train; or take a bus. In October, daytime highs in Florence are 25°C, while nighttime lows are 14°C. Finish your sightseeing early on the 14th (Fri) so you can drive to Siena.
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Historic Sites · Tours · Wineries · Museums
Side Trips
Find places to stay Oct 10 — 14:

Siena — 3 nights

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Venture out of the city with trips to Winery Solaria Patrizia Cencioni (in Montalcino) and Guardastelle Vineyard (in San Gimignano). The adventure continues: awaken your taste buds at some of the top wineries in the area, make a trip to Piazza del Campo, pause for some serene contemplation at Duomo di Siena, and browse the exhibits of Palazzo Pubblico and Museo Civico.

To find where to stay, reviews, traveler tips, and tourist information, you can read our Siena trip planner.

Drive from Florence to Siena in 1.5 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 26°C in October, and nighttime lows around 15°C. Finish up your sightseeing early on the 17th (Mon) so you can go by car to Rome.
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Wineries · Tours · Historic Sites · Museums
Side Trips
Find places to stay Oct 14 — 17:

Rome — 4 nights

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Rome is known for historic sites, sightseeing, and nightlife. Your trip includes some of its best attractions: contemplate the long history of St. Peter's Basilica, let your taste buds guide you at a local gastronomic tour, make a trip to Trevi Fountain, and delve into the distant past at Colosseum.

To find traveler tips, other places to visit, reviews, and other tourist information, refer to the Rome itinerary planning site.

Traveling by car from Siena to Rome takes 2.5 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. Finish your sightseeing early on the 21st (Fri) to allow enough time to take a train to Naples.
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Historic Sites · Museums · Tours · Neighborhoods
Side Trip
Find places to stay Oct 17 — 21:

Naples — 4 nights

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Change things up with these side-trips from Naples: Pompeii (Tempio di Giove Capitolino & Villa dei Misteri), Salerno (Speed Boats Tours & Duomo di Salerno) and Le Vigne di Raito (in Raito). And it doesn't end there: contemplate the long history of Pompeii Archaeological Park, take in the architecture and atmosphere at Cloister of Santa Chiara, take an in-depth tour of Museo e Real Bosco di Capodimonte, and admire the masterpieces at Museo Cappella Sansevero.

To find where to stay, maps, other places to visit, and other tourist information, use the Naples trip site.

Traveling by train from Rome to Naples takes 2 hours. Alternatively, you can drive; or fly. October in Naples sees daily highs of 27°C and lows of 17°C at night. Finish your sightseeing early on the 25th (Tue) to allow enough time to drive to Positano.
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Historic Sites · Tours · Outdoors · Transportation
Side Trips
Find places to stay Oct 21 — 25:

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.
Explore the numerous day-trip ideas around Positano: Sorrento (St Francis Church and Convent, Piazza Tasso, &more), Amalfi (Fontana sant'Andrea, Duomo di Sant'Andrea, &more) and Ravello (Villa Cimbrone Gardens, Villa Rufolo, &more). There's lots more to do: take a tour by water with Boat Tours & Water Sports, kick back and relax at Fornillo, take in the spiritual surroundings of Church of Santa Maria Assunta, and take some stellar pictures from Il Sentiero Degli Dei.

To see other places to visit, traveler tips, ratings, and tourist information, use the Positano tour site.

Getting from Naples to Positano by car takes about 1.5 hours. Other options: take a bus. In October, plan for daily highs up to 26°C, and evening lows to 20°C. Finish your sightseeing early on the 29th (Sat) to allow enough time to travel back home.
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Historic Sites · Tours · Outdoors · Parks
Side Trips
Find places to stay Oct 25 — 29:

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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