Is this trip for me?

Party and nightlife
Relax
Nature and adventure
City and cultures
Monuments and history
Physical effort
Trip type
Searching best flight prices

Itinerary

Northern Italy in miniature: elegant, tasty, creative, effortlessly chic. In five days you'll trade Milan's polished boulevards for Lake Como's postcard villages, then step into Turin's arcaded piazzas and royal history. Expect cobblestone streets, alpine air drifting off the lake, unhurried espresso breaks, and at least one perfect aperitivo at golden hour with people who were strangers 48 hours ago.

We open in Milan, Italy's fashion and design capital including Duomo rooftop, Galleria Vittorio Emanuele II, Castello Sforzesco. Then we swap skyscrapers for shorelines with a day escape to Lake Como, riding a century-old funicular before sailing between Bellagio and Varenna. We close with a day trip to Turin, tasting the chocolate that made it famous and wandering the arcades of the first capital of unified Italy.


A stylized map illustrating a circular travel itinerary with arrows, starting and ending at a point labeled Milan.
A small boat with people paddles on a canal under a crowded bridge decorated with festive lights during a warm sunset.

Check-in: our adventure starts in Milan

No flights or transfers are included, so you're free to arrive on your own schedule. The group meets in Milan at 18:00. After check-in, we head straight into the Navigli district for an aperitivo welcome drink as the canals catch the evening light — the classic Milanese way to kick off a trip. Dinner afterward is relaxed and optional, a chance to start putting names to faces before the real exploring begins tomorrow.

The ornate, spired facade of a large gothic cathedral with a crowd of people and pigeons gathered in the square below.

Milano Classics

A full day in Italy's most stylish city. Start at the Duomo, then climb to its rooftop terraces for a view over the city's spires and, on a clear day, the Alps beyond. From there, stroll the 19th-century Galleria Vittorio Emanuele II, Milan's grandest shopping arcade, before crossing to Castello Sforzesco and a green break in Parco Sempione. The afternoon is yours: art at the Brera Gallery, browsing the fashion district's flagship stores, or simply people-watching over a coffee in one of the piazzas. In the evening, the group regroups for a proper trattoria milanese dinner, think risotto alla milanese and ossobuco.


A view of a large lake with several boats, seen from under a stone archway with pink flowers in the foreground and mountains in the background.

Lake Como Adventure

Time to trade the city for the lake. A morning train takes us to Como, where the mountains drop straight into the water. First stop: the historic Como–Brunate funicular, a short, steep climb rewarded with sweeping views over the lake, worth the short walk further to the Volta Lighthouse for the best panorama of the day. Back down at the shore, we board a ferry across the water to Bellagio, the "Pearl of Lake Como," for a wander through its steep, flower-draped alleys. A second ferry hop takes us to Varenna, quieter and just as beautiful, for gelato by the water before the train back to Milan.

A dense cityscape featuring a prominent spire, with a distant snow-capped mountain range visible under a clear sky.

Day Trip to Turin

A morning train carries us to Turin, elegant and understated where Milan is flashy. Between baroque palazzi and café-lined arcades, Turin tells the story of Italy's unification, this was the country's first capital. Highlights include Piazza San Carlo, the city's grand baroque living room, and the Mole Antonelliana, Turin's iconic spire and home to the National Cinema Museum. No visit is complete without tasting bicerin, Turin's signature layered drink of coffee, chocolate, and cream. Those with extra time can duck into the Egyptian Museum, the largest collection of Egyptian antiquities outside Cairo, before the evening train back to Milan for one last group dinner.



Several bottles of red wine with price tags are displayed for sale in a wine shop.

See you soon!

One last cappuccino, a final stroll for souvenirs, and a group photo before the trip officially ends at 10:00. Plan your onward travel (flight, train, or extended stay) accordingly, Milan's airports and Centrale station are both well connected

What's included

What's not included

Roundtrip flight to/from destination
  • Local transport when not specified

  • Food and beverages when not specified
  • All the extras you'll be able to fit in your backpack
  • Anything not mentioned in the "What's included" section

Optional activities

Please see below extra optional activities that you can experience during your trip. Your Group Leader will be happy to assist with organizing these activities for the group. Availability may vary depending on location and group preferences.

Note these activities are provided by third party suppliers and liability rests exclusively with them.




  • Entrance ticket to the Duomo of Milan (Cathedral + Roof Terrace) - approx. USD30

    • Guided tour in Milan - approx. USD25

  • Entrance ticket to the Egyptian Museum in Turin - approx. USD22

Additional info

Learn more about accommodation, transport, and other useful travel information.
  • All hotel accommodation (shared or twin rooms with private bathrooms)

  • Info on private roomsShow all details

Why WeRoad

  • Small groups, on average 11 people

  • Move or change your trip for free up to 31 days before departure

  • Book with $ 0. Pay the $ 100 deposit only once the trip is confirmed

The Group Leaders

Our Group Leaders are chosen because they’re people just like you: passionate travelers who share the experience authentically, while having the skills to take care of the organisation, and help you get the most out of every moment of the trip.

Find your flight

For this trip, we recommend arriving and departing from these airports.

ArrivalMilan (MIL)
ReturnMilan (MIL)
Searching best flight prices
WeRoadX

This is a WeRoadX

A trip designed and created entirely by an experienced WeRoad Travel Group Leader.

This is a trip designed and created entirely by an experienced WeRoad Travel Group Leader. They organise the whole trip: from defining the itinerary to selecting accommodation and on-site experiences. On the WeRoad website you can book the trip and manage it in MyWeRoad, just like any other WeRoad.

FAQs – Frequently Asked Questions

About this trip

About WeRoad

About Italy

From
$ 799
Book with $ 0
Free trip change
Interest-free installments