City Essentials: First Day • 3 hours 5.0
(185)

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

Miki Jun 2025

Simona is a great host, very friendly and also knowledgeable about Milan history. I enjoy the tour very much!

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Claire Jun 2025

Our tour guide, Bibi, planned a comprehensive and engaging tour of her native city. We saw both medieval and modern sites, with Bibi providing interesting information about each location. We took many fantastic photos! Bibi is a great tour guide: she is pleasant, knowledgeable, helpful, and flexible. A member of our group was bothered by a foot injury. Bibi graciously modified the walking pace and made some minor changes to our itinerary. ( I especially enjoyed riding the subway!) Bibi is the best!

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Diana Jun 2025

Massimo was very knowledgeable and engaging. We learned a lot about Milan’s history.

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Duke Jun 2025

Reza did an amazing job. Very thoughtful and passionate. I really appreciated his quick and thorough history with our limited time. Super nice to me and my family.

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Jennifer Jun 2025

Giulia was a very nice, accommodating, and knowledgeable tour guide. She was very patient and friendly. She made sure to take me to places I wanted to see and others she thought I would be interested and she was accurate. I liked the calmer sites she showed me as well. The botanical gardens were a pleasant surprise.

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Claire Jun 2025

Our tour guide, Bibi, was a knowledgeable, warm, and engaging woman. She was compassionate and flexible, tailoring the tour to accommodate one of our party members who had a foot injury. Bibi ensured that we saw some of the best sights in Milan despite our friend's injury. Bibi is an excellent tour guide.

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