Milwaukee, Wisconsin episode
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The FAQ is “What’s my plan if I get sick, injured, or suddenly can’t continue my trip alone?”
Today’s Mistake- Staying in a destination too long because leaving feels like failure
Travel Advice: Organize your apps
FAQ: “What’s my plan if I get sick, injured, or suddenly can’t continue my trip alone?”
You talk confidence and preparation, but many women want a realistic breakdown of escalation: minor illness vs. hospital vs. trip-ending events, and who steps in when independence temporarily fails.
Answer: As a solo senior traveler, confidence doesn’t mean pretending nothing will go wrong. It means knowing exactly what you’ll do if it does.
Before every trip, I decide three things: where I would go for medical care, how I would get there, and who would help me make decisions if I wasn’t at my best. I carry travel medical insurance, keep my medications and health information accessible, and I don’t hesitate to slow the trip or stop it if my body tells me to. Independence includes knowing when to accept help—and planning for it before you need it.
Today’s destination: Milwaukee, WI
Milwaukee is 92 miles from Chicago and is a place I visited while I lived in the Midwest. I’ve been planning this episode for years and love my Wisconsin friends.
Some fond memories include Summerfest in July for seeing great music, like Elvin Bishop, and watching Brewers baseball, with the mascot Bernie Brewer sliding when they hit a home run or win a game. The mascot used to slide into a 20-foot-high beer mug, but now they slide into the dugout.
Another memory is visiting Marquette University and the surrounding student areas. Take a stroll to the East Side and see the University of Wisconsin, Milwaukee. Go to a sports event if you can. I’m a fan of college basketball, so take in a game for me.
You should check out the college scene, with at least a dozen higher education institutions here. There are about 70,000 college students here, the largest in Wisconsin, and the 6th largest in the US and Canada, with a high number of college students per capita.
https://en.wikipedia.org/wiki/Colleges_and_universities_of_Milwaukee
The Third Ward of Milwaukee is buzzing these days. It’s a historic area with boutique shops, art galleries, restaurants, and a public market. For a rainy day, you may check out one of the museums, like the Art Museum, known for its “Wings” of the Quadracci Pavilion, or the Georgia O’Keeffe exhibits. There’s also a Harley-Davidson Museum and a Pabst Mansion.
If you want to see more beer artifacts, visit the Lakefront Brewery and consider a tour.
On the Lakefront, you will find Discovery World, another museum with science, tech, and maritime exhibits.
I enjoy walking the Lake Michigan Shoreline. You can find a bench and relax while people-watching. The riverwalk features public art and a bronze statue of The Fonz.
If you travel in the winter, you will be chilled. Bone-chilling winds can be felt on Lake Michigan, so dress for that. In summer, it’s a delight, but be aware of the changing weather conditions at all times.
Stick to the main tourist attractions and don’t wander far away. Be cautious if alone at night. Guided tours may be a good idea if you want company as a solo traveler.
Don’t Miss
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Food Scene: Try local specialties like cheese curds, bratwurst, and craft beers.
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Milwaukee Public Market: A foodie haven with a variety of vendors.
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Jazz in the Park: If visiting during the summer, Cathedral Square Park offers free outdoor concerts.
Tips for Solo Travelers
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Stay in centrally located accommodations, such as the Downtown or the Historic Third Ward, for easy access to attractions.
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Join a guided tour for a fun way to explore with others (walking, brewery, or riverboat tours).
Today’s Mistake- Staying in a destination too long
Dr. Travelbest discusses choosing destinations wisely and the emotional trap of staying put when it’s clearly not working—due to loneliness, stress, health concerns, or safety concerns.
The mistake is prioritizing the plan over personal well-being. I stayed too long in the heat of Palm Springs in the summer. That was too hot, so I suggest finding a cooler spot in the middle of summer.
Today’s Travel Advice-Organized APPS save time
Connect with Dr Travelbest
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