City Essentials: First Day • 3 hours 5.0
(175)

Kickstart your trip to Milan

Pizza, pastries, and picnics – yes, please! Castles, cathedrals, and cobbled cafes

Don't forget to bring a compact umbrella as it can quickly turn from a blue-sky morning to a rainy, drizzly afternoon with little warning.

What makes this experience special

Key highlights

  • Find your feet and learn to navigate your way through the bustling streets of Milan
  • Learn how to use public transport and avoid any potential first-day hiccups
  • See the most famous attractions in the city center, and those off the beaten track
  • Get insider tips and tricks from your local host – like where to find the best restaurants in the city!
  • Taste some of the city’s most popular food, whether you grab a quick bite at a cafe or settle in for sunset aperitivo

What to know before you go

Here’s everything you need to know before your day unfolds.

3 hours
Fully tailored to your preferences
English Other languages may be requested

What’s included

A private and personalized experience
3 hours with a Host
Walking experience
Hotel meet-up (available on request for central location)

What’s not included

Food and drinks
Tickets to any attractions
Transportation costs
Gratuities (optional)

Meeting point

Your hotel/apartment or any other central location

Cancellation

Free cancellation up to 24 hours before the experience

What to bring

  • We recommend wearing comfortable shoes and carrying a light bag for your essentials.
  • Public transport may be used during the experience - please bring a travel card or small amount of cash for fares.

How your day could unfold

A flexible, unscripted experience designed entirely around your interests. Your host will adapt the day based on what excites you most

What you’ll do

In Milan, the city that needs no introduction, you’ll get, well... a pretty great introduction! Think of it as a crash course in all things Milanese from your knowledgeable host, from learning how to navigate the city’s network of buses and trams to discovering the best local haunts for sunset aperitivo and a perfectly prepared risotto. You’ll weave through the backstreets of the city’s central districts, making mental notes of where to stop off again tomorrow, and even squeeze in some sightseeing – landmarks like Sforza Castle and Duomo di Milano cathedral are along the way! When you’re feeling snacky, grab an opportunity to pop into a cafe and ask your host any questions you might have over an extra-strong espresso. 

1. Select a date
2. Select start time
3. Tailor your experience
Answer a few quick questions to help your host craft the perfect day tailored to you.
1. What’s your preferred hosting style?
2. How would you like the pace of your day?
3. What’s your walking comfort level?
4. Are you celebrating something special?

Real Stories, Real Connections

See our hosts and guests creating memories

Roberta_Perandini_Milan_BR-1246925233

Roberta_Perandini_Milan_BR-1246925233

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What travelers think of this experience

Jan Jun 2025

We had a wonderful day with Massimo! He showed us some of the beautiful spots in Milan, including the Duomo, Galleria, and Sforzesco castle. We also were able to stop at a small church with a really interesting forced perspective of the typical cross lay out of the church. Massimo was engaging and informative, he really provided us with a lot of interesting information. I would highly recommend this tour.

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Elizabeth Jun 2025

Massi was friendly, engaging and amusing with incredible knowledge. Tour was fun whilst being very interesting and informative, such an excellent picture of Milan, its history and development, highly recommend!

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Jan Jun 2025

Massimo was an amazing guide! Very personable and showed the best of Milan.

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Jenna Jun 2025

We just had the best tour! Tiziana our guide was amazing. She tailored the tour to suit our needs perfectly. We were a family of 6 from ages 10 through to 70 and we all thoroughly enjoyed our time with her. We laughed and even cried. Tiziana is extremely knowledgeable and we feel lucky to have had her show us around Milan. Grazie mille

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Qiana May 2025

Reza was an excellent guide. He was punctual, communicated clearly, and always kept me informed of his whereabouts. His knowledge of history was impressive and added great depth to the tour. As a solo female traveler, I especially appreciated that he ensured I got home safely after the tour. I highly recommend his services.

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Alexander May 2025

Very interesting and informative excursion. Unlike crowded bus tour this one is definitely tailored to your interest . Price is very reasonable for the time the guide spends for you. Francesco is local and very knowledgeable . My son 13 was very interested and focused for the whole time. If you never been to Milan, Francesco is the right guide to introduce you to the city!

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