The 2026 Winter Olympics are just days away, and Milan is already buzzing. But long before the medals, lights, and flags, this Italian city has been preparing in its own way—for centuries. In this episode, David and Tim explore Milan between the events: where to stay, what to eat, and how to really experience the fashion capital of Italy.

From stylish hotel rooftops to wood-fired pizzas at sunset, they share first-hand tips for exploring the city beyond the stadiums. Whether you're headed to the Games or planning a future summer trip through Northern Italy, this guide is packed with local insight.

Where to Stay

1. Excelsior Hotel Gallia (Luxury Collection, Marriott)
2. A favorite of David’s, this hotel features a rooftop spa with Himalayan salt rooms, a massive breakfast spread, and skyline views. It once had Maseratis as its shuttle vehicles—now it’s black vans, but still iconic.
3. Radisson Collection Palazzo Touring Club
4. Tim’s pick for elegant old-world charm with a twist—think lobby bookstores, functioning travel agencies, and travel-themed design.
5. Radisson Collection Santa Sofia
6. A bold, stylish transformation of a former insurance building. Rooftop dining and luxury finishes make this a standout stay.
7. Vico Milano
8. Chic and affordable (~€150–300 per night), this boutique hotel in the fashion district offers rooms with a story—and strong design credentials.

What to Do

1. Duomo di Milano & Galleria Vittorio Emanuele II
2. The heart of the city: Gothic grandeur meets historic shopping arcade.
3. Villa Necchi Campiglio
4. A house museum filled with vintage Milanese charm—and original Picasso and Matisse sketches hidden in the bathroom.
5. Fondazione Prada
6. An avant-garde art complex with rotating exhibitions, performance spaces, and a “Haunted House”...