Ramblin' Randy
Official Travel Blog of The Sultan of Slowjamastan
  • Home
  • Africa
    • Algeria
    • Angola
    • Benin
    • Botswana
    • Burkina Faso
    • Burundi
    • Cameroon
    • Chad
    • Cabo Verde
    • Central African Republic
    • Comoros
    • Congo (Democratic Republic of)
    • Congo (Republic of)
    • Côte d’Ivoire
    • Djibouti
    • Egypt
    • Equatorial Guinea
    • Eritrea
    • Eswatini
    • Ethiopia
    • Gabon
    • The Gambia
    • Ghana
    • Guinea
    • Guinea-Bissau
    • Kenya
    • Lesotho
    • Liberia
    • Libya
    • Madagascar
    • Malawi
    • Mali
    • Mauritania
    • Mauritius
    • Moçambique
    • Morocco
    • Namibia
    • Niger
    • Nigeria
    • Rwanda
    • São Tomé e Principe
    • Senegal
    • Seychelles
    • Sierra Leone
    • Somalia
    • Somaliland
    • South Africa
    • South Sudan
    • Spanish Morocco
    • Sudan
    • Tanzania
    • Togo
    • Tunisia
    • Uganda
    • Western Sahara
    • Zambia
    • Zimbabwe
  • Antarctica
  • Asia
    • Afghanistan
    • Armenia
    • Azerbaijan
    • Bangladesh
    • Bhutan
    • Brunei Darussalam
    • Cambodia
    • China
    • Georgia
    • Hong Kong
    • India
    • Indonesia
    • Japan
    • Kazakhstan
    • Kyrgyzstan
    • Laos
    • Macau
    • Malaysia
    • Maldives
    • Mongolia
    • Myanmar
    • Nepal
    • North Korea
    • Pakistan
    • Philippines
    • Russia
    • Singapore
    • South Korea
    • Sri Lanka
    • Syria
    • Taiwan
    • Tajikistan
    • Thailand
    • Timor Leste
    • Turkey (Asian side)
    • Turkmenistan
    • Uzbekistan
    • Vietnam
  • Caribbean
    • Antigua
    • The Bahamas
    • Barbados
    • Bonaire
    • Cayman Islands
    • Cuba
    • Curação
    • Dominica
    • Dominican Republic
    • Grenada
    • Guadeloupe
    • Haiti
    • Jamaica
    • Martinique
    • Puerto Rico
    • St. Kitts & Nevis
    • St. Lucia
    • Saint Martin
    • Sint Maarten
    • St. Vincent and The Grenadines
    • Trinidad & Tobago
    • Turks and Caicos
  • Europe
    • Albania
    • Andorra
    • Austria
    • Azores
    • Belarus
    • Belgium
    • Bosnia and Herzegovina
    • Bulgaria
    • Croatia
    • Cyprus (Akrotiri & Dhekelia)
    • Cyprus (Southern)
    • Cyprus (Turkish Republic of Northern Cyprus)
    • Czech Republic
    • Denmark
    • England
    • Estonia
    • Finland
    • France
    • Germany
    • Gibraltar
    • Greece
    • Guernsey
    • Hungary
    • Iceland
    • Ireland
    • Italy
    • Jersey
    • Kosovo
    • Latvia
    • Liechtenstein
    • Lithuania
    • Luxembourg
    • Malta
    • Moldova
    • Monaco
    • Montenegro
    • Netherlands
    • North Macedonia
    • Northern Ireland
    • Norway
    • Poland
    • Portugal
    • Romania
    • Russia
    • San Marino
    • Scotland
    • Serbia
    • Slovakia
    • Slovenia
    • Sovereign Military Order of Malta
    • Spain
    • Sweden
    • Switzerland
    • Turkey (European side)
    • Ukraine
    • Vatican City
  • Middle East
    • Afghanistan
    • Bahrain
    • Iran
    • Iraq
    • Israel
    • Jordan
    • Kuwait
    • Lebanon
    • Oman
    • Pakistan
    • Palestine
    • Qatar
    • Saudi Arabia
    • Syria
    • United Arab Emirates
    • Yemen
  • N America
    • Belize
    • Canada
    • Costa Rica
    • El Salvador
    • Greenland
    • Guatemala
    • Honduras
    • Mexico
    • Miquelon
    • Nicaragua
    • Panama
    • St. Pierre
    • United States
  • Oceania
    • Australia
    • Fiji
    • French Polynesia
    • Kiribati
    • Marshall Islands
    • Micronesia
    • Nauru
    • New Zealand
    • Palau
    • Papua New Guinea
    • Samoa
    • The Solomon Islands
    • Tonga
    • Tuvalu
    • Vanuatu
  • S America
    • Argentina
    • Bolivia
    • Brasil
    • Chile
    • Colombia
    • Ecuador
    • French Guiana
    • Guyana
    • Paraguay
    • Peru
    • Suriname
    • Uruguay
    • Venezuela
  • About
    • My Mission
    • About this Website
    • Where I’ve Been
    • Best Of!
    • In The News
    • Sponsor Opportunities and Disclosures
  • “Best Of”
  • Blog
  • Travel Tips
  • Extreme Layovers
  • Contact
  • Prev
  • Next

Wisconsin

September 14, 2025September 14, 2025 By Ramblin' Randy
So much neon, calling me in like a siren.

Breakdown
45 days. No sweets. No treats. Dropped 15 pounds and feeling smug as hell—until Milwaukee happened. More specifically, Leon’s Custard. A temple of temptation disguised as a roadside stand, lit up in enough neon to guide ships home in a storm. It broke me.

And now, for the classics…
Scoops dreams are made of.
Sucker for malt.

Back to the Future
Inside, it’s a postcard from 1956—soda jerks in bowties and paper hats, slinging sundaes with mechanical precision. The crowd’s changed—mostly Latino now, vibrant, alive, ordering in Spanish and laughing like they own the joint. They kind of do.

I tried to resist. I failed spectacularly. The Turtle Sundae called my name like a long-lost lover. Vanilla custard so dense it could anchor a ship, drenched in caramel, chocolate, studded with pecans, crowned with a couple of those unnaturally red cherries.

Was it worth it? Are you kidding me? It was glorious. A beautiful, sticky, unapologetic relapse.

Sunsets and custards.
A winner. 10/10.

The Barrio
I’ve always been drawn to the unexpected—those cultural pockets hiding in plain sight. Latinos in Milwaukee? That’s not the usual story. It’s not L.A., Miami, or the Bronx. And that’s exactly why I had to check it out.

I headed into the Latino neighborhood, no plan—just cruising past panaderías, taquerias, and quinceañera shops. Then I saw it: a corner dive called Dulce Diabla. Sweet Devil. Something about it pulled me in.

Sweet devil.

Homebody
Now, I never go to bars like this—no windows, barely lit, jukebox humming in the background. Inside, it’s all grit. Mexican laborers at the bar. Three Latina bartenders—tough, pretty, no-nonsense. No hipsters. No irony. Just a blue-collar tavern, Latino-style.

I ordered a Vampiro—tequila, punch, tajín on the rim—raised my glass and said ¡Salud! to the guy next to me. He smiled. Asked where I was from. I told him San Diego… and Tijuana. Just became a Mexican citizen, I said.

Suddenly, hermanos.

Suddenly, we were friends. Just like that. He invited me to a birthday party next week—Oaxacan food, his hometown. Two strangers, one connection. No hashtags, no filters—just real life.

That moment? It made the whole trip.

This entry was posted in United States
Share

Related Posts

  • TBH the 411 on my R&R and ZZZ at JFK’s TWA…BRB and DND

    October 12, 2024October 20, 2024
  • OMG I’m at NATO Summit 2024

    July 14, 2024October 20, 2024
  • Dearborn’s Most Delicious

    May 6, 2024October 20, 2024

Post navigation

  Algeria: Second Sojourn

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

Donde Está Randy?

San Diego, CA, USA

Next Up:

Panama City, Panama

Progress:

100 %

Randy has seen:
193 out of 193 countries
(230 TCC)

Social Studies

Recent Comments

  • Ramblin' Randy:

    Thanks so much! And YES!!! That was my intention!
  • Skye Z.:

    Wonderful Post, Love that you took so many photos. I
  • Ramblin' Randy:

    Amazing! How was/is the trip???
  • jerry:

    Found your blog about Benghazi. I am working here now
  • user-410277:

    awesome

Newsletter

Explore:

  • My Mission
  • About this Website
  • About Randy
  • Best Of!
  • 50 Travel Tips
  • Misc.
  • Ramblin’ Links

Recent Posts

  • Wisconsin
  • Algeria: Second Sojourn
  • St. Pierre: A French Hangover on North American Shores
  • Nowhere, France: A Quiet Drift Through Miquelon
  • Surprise, I’m Mexican!

Ramblin' Randy Hotel Deals:

Destination

Check-in date

Check-out date

Booking.com

© Ramblin' Randy. All Rights Reserved.