My ever first international solo trip was to Milan, Italy and I feel like I picked the perfect place. I was only there for two days but I tried to see as much as I could. I flew to Milan with no real plans so I was able to ask people that I met along the way for recommendations and stumble upon hidden gems myself. I know that makes some people very anxious but depending on the location that is sometimes the best way to travel.

Milan Itinerary

Day 1

Landed at MXP and took the bus to my hotel, NYX Hotel
Took an Uber to Starbucks Reserve by the Galleria
Walked over to Castello Sforzesco
Had the best cacio e pepe of my life at Risoelatte
Grabbed takeaway at Pizzeria Da Giuliano before heading back to the hotel

Day 2

Amazing lunch with a gorgeous view of Duomo at Da Giacomo Aregario
Shopped (and window shopped) at the Galleria
Grabbed afternoon drinks at Vesta
Explored the fashion and furniture in the Brera Neighborhood
Had my final dinner at Il Tavolino

Additional Recommendations

Fondazione Prada and Bar Luce - Art museum with Wes Anderson designed bar
Crazy Pizza - pizzeria with theatrical spinning pizzas and
Cioccolati Italiani - touristy but photographable gelato shop
Marchesi 1824 - cafe at the galleria designed by Wes Anderson
White Rabbit Speakeasy - Tony Soprano themed bar

Milan Travel Tips

If you are flying into MXP, the Uber or Taxi will cost about 100 euros so I recommend taking the bus that costs 10 euros.
As a Black woman traveling alone, I was extremely vigilant and cautious. Although I personally did not experience any racism during my time there, multiple solo travelers have reported experiencing discrimination and micro-aggressions (staring, impolite exchanges, etc.) during their time in Italy. Just stay vigilant!