24 days in Italy Itinerary

24 days in Italy Itinerary

Created using Inspirock Italy trip builder

Make it your trip
Fly
1
Milan
— 2 nights
Drive
2
Venice
— 3 nights
Drive
3
Florence
— 8 nights
Drive
4
Positano
— 6 nights
Drive
5
Rome
— 2 nights
Fly

S M T W T F S
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Milan

— 2 nights

Fashion Capital of World

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.
Milan is known for historic sites, museums, and nightlife. Your plan includes some of its best attractions: take in the architecture and atmosphere at Duomo di Milano, explore the historical opulence of Castello Sforzesco, browse the exhibits of Basilica di Sant'Ambrogio, and admire the masterpieces at Museo Poldi Pezzoli.

To see other places to visit, maps, photos, and more tourist information, you can read our Milan road trip planner.

Vancouver, Canada to Milan is an approximately 16-hour flight. You'll lose 9 hours traveling from Vancouver to Milan due to the time zone difference. When traveling from Vancouver in September, plan for a bit warmer days and about the same nights in Milan: temperatures range from 28°C by day to 16°C at night. Finish up your sightseeing early on the 21st (Tue) so you can go by car to Venice.

Things to do in Milan

Historic Sites · Museums · Shopping
Find places to stay Sep 18 — 21:

Venice

— 3 nights

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.
Explore the numerous day-trip ideas around Venice: Padua (Basilica of St. Anthony, Scrovegni Chapel, &more). There's lots more to do: explore the activities along Canal Grande, explore the world behind art at Museo Correr, examine the collection at Doge's Palace, and don't miss a visit to Peggy Guggenheim Collection.

To find ratings, maps, where to stay, and tourist information, you can read our Venice route planner.

Drive from Milan to Venice in 3 hours. Alternatively, you can take a train; or fly. In September in Venice, expect temperatures between 29°C during the day and 17°C at night. Finish your sightseeing early on the 24th (Fri) so you can drive to Florence.

Things to do in Venice

Historic Sites · Museums · Nature · Parks

Side Trip

Find places to stay Sep 21 — 24:

Florence

— 8 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Explore the numerous day-trip ideas around Florence: Guardastelle Vineyard (in San Gimignano), Pisa (Duomo di Pisa & Leaning Tower of Pisa) and Castello del Trebbio (in Santa Brigida). There's still lots to do: admire the masterpieces at Florence Academy of Fine Arts, steep yourself in history at Basilica of Santa Croce, take in the architecture and atmosphere at Duomo di Siena, and take in the views from Ponte Vecchio.

To see reviews, photos, traveler tips, and more tourist information, go to the Florence tour itinerary website.

You can drive from Venice to Florence in 3 hours. Other options are to take a train; or take a bus. In September, plan for daily highs up to 30°C, and evening lows to 17°C. Cap off your sightseeing on the 2nd (Sat) early enough to go by car to Positano.

Things to do in Florence

Historic Sites · Museums · Wineries · Shopping

Side Trips

Find places to stay Sep 24 — Oct 2:

Positano

— 6 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 Positano's surroundings by going to Ravello (Ceramiche d'Arte Carmela, Duomo di Ravello, &more), Sorrento (Food Tours, I Giardini di Cataldo, &more) and Amalfi (Valle delle Ferriere, Museo della Carta, &more). There's still lots to do: take a memorable drive along Amalfi Coast, take in the pleasant sights at Positano, contemplate in the serene atmosphere at Church of Santa Maria Assunta, and view the masterpieces at Miniaci Art Gallery.

For where to stay, other places to visit, ratings, and tourist information, read our Positano road trip planning site.

Traveling by car from Florence to Positano takes 5.5 hours. Alternatively, you can do a combination of train and bus; or do a combination of train and flight. Traveling from Florence in October, Positano is a bit warmer at night with lows of 20°C. Wrap up your sightseeing on the 8th (Fri) early enough to drive to Rome.

Things to do in Positano

Parks · Historic Sites · Outdoors · Tours

Side Trips

Find places to stay Oct 2 — 8:

Rome

— 2 nights

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 9th (Sat): explore the galleries of Vatican Museums, then don't miss a visit to St. Peter's Basilica, and then explore the ancient world of Colosseum. Get ready for a full day of sightseeing on the 10th (Sun): admire the local landmark of Trevi Fountain, admire the landmark architecture of Pantheon, don't miss a visit to Piazza Navona, then take in the architecture and atmosphere at Church of St. Louis of the French, and finally delve into the distant past at Palatine Hill.

For maps, traveler tips, other places to visit, and other tourist information, refer to the Rome online trip maker.

Drive from Positano to Rome in 3.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. Traveling from Positano in October, expect little chillier with lows of 15°C in Rome. Finish your sightseeing early on the 10th (Sun) so you can travel back home.

Things to do in Rome

Historic Sites · Museums

Side Trip

Find places to stay Oct 8 — 10:

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.