City Essentials: First Day • 3 hours 5.0
(231)

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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Tabitha Oct 2025

We had an excellent time with Bibi. She expertly gave us the best tour and was extremely hospitable. We were able to cover a lot of ground comfortably while seeing a lot. I highly recommend this tour.

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Mark Oct 2025

Great way to get acclimated to Milan and see key sites and areas of the city. Our tour guide, Roberta, “Bibi” was terrific.

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Marc Oct 2025

Andrea was great. Went at a nice pace for us.

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D James Sep 2025

It was such a pleasure walking around Milan with Manuela! She was so knowledgeable and created a wonderfully relaxed vibe throughout our time together. She recommended fantastic authentic places to eat and drink—exactly what we were hoping to find. Manuela is lovely, personable, and truly charming. Highly recommend!

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Hilary Sep 2025

Having a personal guide made it so much easier to visit the sites we wanted to see in Milan. Sylvia was very knowledgeable and personable. A delight to spend our 3+ hours with her.

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Kat Sep 2025

Lisa was excellent! She was very knowledgeable about the history of Milan as well as explaining the city’s culture. My tour was great and I highly recommend doing a private tour to see Milan in a unique way!

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