My 48 Hours in Milan: A Solo Adventure

As I approached my 40th birthday, I felt a strong urge to check off some bucket list items—one of which was taking an international solo trip. When Delta offered a SkyMiles sale, I seized the opportunity and booked a quick trip to Milan, Italy. With only 48 hours to explore, I was determined to make the most of it. Here's how it went!

Booking & Travel Logistics

I snagged a Delta main cabin ticket for about 40,000 SkyMiles. Thanks to my Delta Amex Reserve Card and Platinum Medallion status, I was upgraded to Comfort+ right away. I also found a hotel outside the city for just 24,000 Hilton points per night. With flights and accommodations secured, I was ready for adventure!

Since car services from the airport were pricey, I opted to take the train and then an Uber, adding a little adventure and saving money. Navigating public transportation in a new country is always a bit daunting, but I felt a huge sense of accomplishment once I figured it out.

What I Did in Milan

Day 1:Despite jet lag, I managed to make it to a pizza and tiramisu-making class on my first afternoon. Tiramisu is my favorite dessert, and this class did not disappoint! I’d hoped to explore the city that night, but exhaustion won out, and I opted for a good night’s sleep.

Day 2:With a 12:30 pm tour of Leonardo da Vinci’s "The Last Supper" booked, I had a few hours to explore the Duomo area. I took photos outside the cathedral, wandered through the luxury shops in the Galleria Vittorio Emanuele II, and even sipped espresso at Tiffany’s while trying on a $12,000 necklace (window shopping at its finest!).

What Went Well... and What Didn't

Staying outside the city helped my budget, but it wasn't ideal for maximizing my limited time. Each trip into the city required a 30-minute tram ride, and dinner options near the hotel were sparse—a shame in a country known for its food.

I also had a minor scare on the train back to the airport, missing my terminal stop and anxiously waiting for the train to loop back. Thankfully, it did.

Would I Travel Solo Again?

Absolutely! The freedom of making my own plans, changing them on a whim, and enjoying a space entirely my own was amazing. The biggest reward, though, was the sense of accomplishment.

Tips for Solo Travelers

Start small: Opt for quick trips instead of extended stays. Choose destinations where English is widely spoken if you're nervous.
Stay central: It may cost more, but you’ll save valuable time.
Plan ahead: Book excursions and make a loose itinerary.
Safety first: Share your location with loved ones and check in regularly.
Engage locals: Talk to hotel staff and ask questions—most people are happy to help!
Respect the culture: Be mindful and adaptable.