14 days in Italy & Dubrovnik Itinerary

Created using Inspirock Europe trip itinerary planner
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Milan, Italy
— 3 nights
Venice, Italy
— 3 nights
Naples, Italy
— 3 nights
Dubrovnik, Croatia
— 3 nights


Milan, Italy — 3 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.
Explore Milan's surroundings by going to Turin (Piazza San Carlo, Museo Nazionale del Cinema, &more). There's lots more to do: take in the spiritual surroundings of Duomo di Milano, admire the striking features of Galleria Vittorio Emanuele II, steep yourself in history at Il Cenacolo, and get engrossed in the history at Basilica di Sant'Ambrogio.

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

Toronto, Canada to Milan is an approximately 11.5-hour flight. The time zone difference when traveling from Toronto to Milan is 6 hours. In April, Milan is a bit warmer than Toronto - with highs of 22°C and lows of 9°C. Wrap up your sightseeing on the 13th (Thu) to allow time to drive to Venice.
Historic Sites · Museums · Shopping
Side Trip

Venice, Italy — 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.
On the 14th (Fri), explore the activities along Canal Grande, then take in the views from Ponte di Rialto, then admire the landmark architecture of Basilica di San Marco, and finally don't miss a visit to St Mark's Campanile. On your second day here, take in the views from Ponte dei Sospiri, then get to know the fascinating history of Piazza San Marco, then see the interesting displays at Doge's Palace, and finally don't miss a visit to Peggy Guggenheim Collection.

For maps, other places to visit, more things to do, and more tourist information, use the Venice trip itinerary site.

Drive from Milan to Venice in 3 hours. Alternatively, you can take a train; or take a bus. In April, daytime highs in Venice are 21°C, while nighttime lows are 11°C. Cap off your sightseeing on the 16th (Sun) early enough to catch the flight to Naples.
Historic Sites · Museums · Parks · Nature

Naples, Italy — 3 nights

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. You'll find plenty of places to visit near Naples: Amalfi (Antichi Sapori d'Amalfi, Duomo di Sant'Andrea, &more) and Ravello (Duomo di Ravello, Villa Rufolo, &more). Next up on the itinerary: explore the ancient world of Pompeii Archaeological Park, take an in-depth tour of Galleria Borbonica, see the interesting displays at Museo Archeologico Nazionale di Napoli, and pause for some serene contemplation at Cloister of Santa Chiara.

To find ratings, other places to visit, more things to do, and other tourist information, refer to the Naples tour planning site.

Traveling by flight from Venice to Naples takes 3 hours. Alternatively, you can take a train; or drive. In April, daytime highs in Naples are 23°C, while nighttime lows are 13°C. Wrap up your sightseeing on the 19th (Wed) to allow time to fly to Dubrovnik.
Historic Sites · Museums · Shopping · Breweries & Distilleries
Side Trips

Dubrovnik, Croatia — 3 nights

Pearl of the Adriatic

Along the Dalmation Coast, the city of Dubrovnik has become famous for its pedestrian-only Old Town surrounded by fortress walls, and its historical heft has earned it World Heritage Site status.
Dubrovnik is known for historic sites, adventure, and nature. Your trip includes some of its best attractions: contemplate the long history of Walls of Dubrovnik, stop by Dubrovnik Heritage - Handmade Croatian Products, get lost in a book at The Franciscan Church and Monastery, and don't miss a visit to Onophrian Fountain.

To find ratings, photos, other places to visit, and more tourist information, use the Dubrovnik sightseeing planning tool.

Getting from Naples to Dubrovnik by flight takes about 4.5 hours. Other options: do a combination of car and ferry; or do a combination of bus and ferry. In April, daytime highs in Dubrovnik are 21°C, while nighttime lows are 11°C. You'll have a few hours on the 22nd (Sat) to wrap things up before traveling home.
Neighborhoods · Tours · Outdoors · Parks

Italy travel guide

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.