Tag Archives: Milwaukee

A Wisconsin Summer With The People Who Matter Most

As I entered the baggage claim, I heard an old friend’s voice calling my name. But where was he?

My head swiveled around, confused. Then, Matt* rolled up to me in a purloined wheelchair with a big smile on his face.

That’s when I knew this would be an interesting trip.

A mural in Milwaukee celebrating the great Giannis Antetokounmpo of the Milwaukee Bucks!

One of the greatest things about the world today is how we’re getting back to the moments we used to love. In person events, concerts, and travel are finally returning to brighten our lives after a long absence.

I’m back today from the most wonderful vacation I’ve had in a long time! I got to see my mother and my old friends in Wisconsin for the first time since COVID.

I began with a visit with Matt in Milwaukee.

We’ve known each other since the 8th grade. I’m lucky to have such a longstanding friendship.

It had been nearly three years since we’d seen each other, but we didn’t miss a beat! We laughed all the way home from the airport, always on an adventure no matter what we’re doing.

Get the blog before anyone else…subscribe!

Milwaukee’s Hoan Bridge

Dinner was airy spanikopita and delicate baklava at Sts. Constantine and Helen Grecian Fest. Milwaukee is known as the City of Festivals, and in the warmer months there are celebrations of heritage and food almost every day.

The next day, I grabbed the bus north to my mother’s house. Getting to hug her after nearly three years apart felt like the end to the difficult period the world has been in for the last several years.

Or…almost the end. Ironically, we both got COVID for the first time as soon as I arrived!

Luckily, our symptoms were mild and we’ve made full recoveries. And on the bright side, COVID kept us close to home and enjoying the simple things, like reading on the glider as deer and chipmunks passed by.

Deer in the yard
The view from the glider

We played cards with the same deck we used with my great grandpa 30 years ago. We walked slowly down the streets at sunset, just happy to be together again.

Frozen custard at Culver’s a Wisconsin must!

After about a week, I came back to Milwaukee to meet Matt again, joined by our friend Brian* from Madison. When we all lived in the same neighborhood shortly after college, we were an inseparable trio.

But we hadn’t been together all at once since 2018. We ambled down the charming industrial streets like the Three Musketeers, always more excited when it’s all three of us together.

When they dropped me at the airport to go home to New York, I wanted nothing more than to stay! But they have work they need to get back to, and so do I.

There’s only so many times I can go three or four years without seeing friends and family. At that interval, I might see them a dozen more times at most before we’re all gone.

So I plan to come more often and enjoy that special feeling of being around those I love and have known the longest. As Dorothy said, there’s no place like home.

More on travel:

A Special Weekend in Stokes State Forest

Pine Barrens Glamping in Brendan Byrne State Forest

Is this NJ’s Most Beautiful Spot?

Get the blog before anyone else…subscribe!

If you found this post interesting, please share it on Twitter/Reddit/etc. This helps more people find the blog! 

Save Money on Stuff I Use:


This platform lets me diversify my real estate investments so I’m not too exposed to any one market. I’ve invested since 2018 with great returns.

More on Fundrise in this post.

If you decide to invest in Fundrise, you can use this link to get $100 in free bonus shares!

Misfits Market

I’ve used Misfits for years, and it never disappoints! Every fruit and vegetable is organic, super fresh, and packed with flavor!

I wrote a detailed review of Misfits here.

Use this link to sign up and you’ll save $15 on your first order. 

*Names have been changed