City Essentials: First Day • 3 hours 5.0
(260)

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

Real Stories, Real Connections

See our hosts and guests creating memories
Capturing Moments in Front of a Majestic Estate

Capturing Moments in Front of a Majestic Estate

Beautiful memory

Beautiful memory

Beautiful memory

Beautiful memory

Cherished Moments in the Heart of History

Cherished Moments in the Heart of History

Joyful Trio Exploring Historic Castle Grounds

Joyful Trio Exploring Historic Castle Grounds

Beautiful memory

Beautiful memory

Beautiful memory

Beautiful memory

Beautiful memory

Beautiful memory

Roberta_Perandini_Milan_BR-1246925233

Roberta_Perandini_Milan_BR-1246925233

Beautiful memory

Beautiful memory

Beautiful memory

Beautiful memory

25,709+ 5-Star Reviews and Counting

Trusted and recommended by travelers worldwide, including 99% on Google and TripAdvisor.

recommended by 99% of travelers on google
recommended by 99% of travelers on tripadvisor
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Paul Nov 2025

Daniela was super friendly and passionate about Milan history. If you are looking for a tour guide you won’t find any better.

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Sarah Nov 2025

An excellent tour with Michela! We visited the Duomo where she helped us buy tickets and then showed us lots of interesting things. We then went on to the famous shopping to soak up the atmosphere of this beautiful place. Michela took us to the castle pointing out some modern art along the way and we also had time to enjoy a coffee. We ended our tour at the last supper. (Tickets for this need to be purchased before had) Thank you Michela for a throughly enjoyable morning with you!

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Alondra Nov 2025

Bibi was amazing, fenomenal! Since it was just us two it was much more personal and enjoyable. We were able to ask all the questions we had and got to see places we would’ve missed if we were on our own. I would definitely recommend this tour and specifically Bibi to anyone!

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Sarah Nov 2025

We loved our private tour around Milan with Michela. She helped us gain tickets to the Duomo and then gave us lots of interesting information about the Duomo. We walked around the central area which included the famous shopping centre before we then went on to the castle. We had time for a quick coffee along the way before arriving at the last supper. We bought tickets to see the last supper separately before hand. Absolutely worth the money with lots of memories made! Would definitely recommend.

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Paul Nov 2025

Daniela was super friendly and communicative. She was knowledgeable about history and architecture, my favorite topics while traveling, and was always ready to answer any questions I had about random buildings or statues.

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Lisa Nov 2025

Massimo was very knowledgeable and personable. He accommodated us and answered all of our questions. We had a great time and highly recommend him.

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