City Essentials: First Day
5.0 (261)

Kickstart your trip to Milan

3 hours English
5.0 (261)
100% Personalized

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

Simone
Simone
Massimo
Massimo

Match with one of our local hosts

Be matched with a host based on your interests and preferences, to tailor your perfect day.

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100% Flexible: Adapt in real time

Your host will fine-tune the experience in real time to match your mood.

Experience Overview

Time:

3 hours

What to expect:

Fully tailored to your preferences

Language:

Hosted in English (Other languages may be requested)

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.

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 Excluded:

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

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 travelers think of this experience

L
Lesley 1 December 2025

Our walking tour with Simona was an absolute highlight of our trip. She blended deep knowledge with genuine warmth, effortlessly weaving together Milan’s major landmarks with tucked-away treasures that made the city feel even more special. Her storytelling brought every stop to life. We couldn’t recommend Simona more highly and are so grateful for the unforgettable experience.

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Paul 1 November 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 1 November 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 1 November 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 1 November 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 1 November 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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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. 

Real Stories, Real Connections

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Joyful Trio Exploring Historic Castle Grounds

Joyful Trio Exploring Historic Castle Grounds

Capturing Moments in Front of a Majestic Estate

Capturing Moments in Front of a Majestic Estate

Cherished Moments in the Heart of History

Cherished Moments in the Heart of History

Evening Stroll: Capturing Joy Along the Canal

Evening Stroll: Capturing Joy Along the Canal

United by the Cathedral's Grandeur

United by the Cathedral's Grandeur