15 days in Italy Itinerary
Created using Inspirock Italy trip planner
Start: Kelowna
Fly
1
Rome
— 4 nights
Train
2
Pompeii
— 2 nights
Fly
3
Venice
— 3 nights
Drive
4
Florence
— 3 nights
Train
5
Milan
— 1 night
Fly
End: Kelowna
Tue, Oct 22 - Tue, Nov 5
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View full calendar
Rome — 4 nights

Eternal City
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.Family-friendly places like Colosseum and Pantheon will thrill your kids. Next up on the itinerary: make a trip to Trevi Fountain, steep yourself in history at Palatine Hill, admire the masterpieces at Galleria Borghese, and explore the galleries of Vatican Museums.
For other places to visit and other tourist information, go to the Rome road trip site.
Kelowna, Canada to Rome is an approximately 15-hour flight. Traveling from Kelowna to Rome, you'll lose 9 hours due to the time zone difference. In October, daily temperatures in Rome can reach 26°C, while at night they dip to 15°C. Finish your sightseeing early on the 27th (Sun) so you can take a train to Pompeii.
Side Trip
Find places to stay Oct 22 — 27:
Highlights from your trip
Pompeii — 2 nights

Underground City
Pompeii has been a tourist destination for more than 250 years.Kick off your visit on the 28th (Mon): steep yourself in history at Lupanar, contemplate the long history of Pompeii Archaeological Park, admire the striking features of Villa dei Misteri, then steep yourself in history at Forum, and finally explore the ancient world of Parco Acheologico di Ercolano. On your second day here, take in the dramatic scenery at Valle delle Ferriere, then trek along Walk of the Gods, and then explore the ancient world of Teatro Grande.
To find maps, other places to visit, ratings, and other tourist information, you can read our Pompeii tour builder website.
Traveling by train from Rome to Pompeii takes 2.5 hours. Alternatively, you can drive; or take a bus. October in Pompeii sees daily highs of 27°C and lows of 17°C at night. Finish your sightseeing early on the 29th (Tue) to allow enough time to fly to Venice.
Side Trips
Find places to stay Oct 27 — 29:
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.Bring the kids along to Canal Grande and Ponte di Rialto. There's lots more to do: see the interesting displays at Doge's Palace, steep yourself in history at Peggy Guggenheim Collection, indulge in some culinary diversions at a local gastronomic tour, and get to know the fascinating history of Piazza San Marco.
To see where to stay, traveler tips, reviews, and other tourist information, use the Venice trip itinerary planner.
You can fly from Pompeii to Venice in 3 hours. Other options are to take a train; or drive. Traveling from Pompeii in October, expect Venice to be little chillier, temps between 22°C and 12°C. Finish your sightseeing early on the 1st (Fri) to allow enough time to drive to Florence.
Find places to stay Oct 29 — Nov 1:
Highlights from your trip
Florence — 3 nights

Birthplace of the Italian Renaissance
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.Attractions like Cathedral of Santa Maria del Fiore and Pitti Palace make great kid-friendly stops. There's much more to do: admire the masterpieces at Florence Academy of Fine Arts, take in the spiritual surroundings of The Baptistery of St. John, make a trip to Piazzale Michelangelo, and appreciate the history behind Campanile di Giotto.
To see other places to visit, reviews, and other tourist information, refer to the Florence sightseeing planner.
Getting from Venice to Florence by car takes about 3 hours. Other options: take a train; or take a bus. In November, plan for daily highs up to 19°C, and evening lows to 9°C. Finish up your sightseeing early on the 4th (Mon) so you can catch the train to Milan.
Find places to stay Nov 1 — 4:
Highlights from your trip
Milan — 1 night

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.Start off your visit on the 5th (Tue): get engrossed in the history at Basilica di Sant'Ambrogio, pause for some serene contemplation at Duomo di Milano, and then admire the landmark architecture of Galleria Vittorio Emanuele II.
To see where to stay, photos, and other tourist information, you can read our Milan online route planner.
You can take a train from Florence to Milan in 2.5 hours. Other options are to drive; or take a bus. When traveling from Florence in November, plan for a bit cooler days in Milan, with highs around 15°C, while nights are about the same with lows around 6°C. Finish up your sightseeing early on the 5th (Tue) so you can catch the flight back home.
Find places to stay Nov 4 — 5:
Highlights from your trip
Italy travel guide
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.