Offenbar hat tcolorbox ein Problem mit dem Umbruch in
multicols-Umgebungen. Gibt es ein Gegenmittel?

Code:
\documentclass{minimal}
\usepackage{multicol}
\usepackage{tcolorbox}
\tcbuselibrary{breakable,skins}
\tcbset{breakable,enhanced}
\begin{document}

\vspace*{16cm}

\begin{tcolorbox}[colback=gray,colframe=black]
Here, you see the lower part of the box. Here, you see the lower
part of the box. Here, you see the lower part of the box. Here, you
see the lower part of the box. Here, you see the lower part of the
box. Here, you see the lower part of the box. Here, you see the
lower part of the box. Here, you see the lower part of the box.
Here, you see the lower part of the box. Here, you see the lower
part of the box. Here, you see the lower part of the box. Here, you
see the lower part of the box. Here, you see the lower part of the
box. Here, you see the lower part of the box. Here, you see the
lower part of the box. Here, you see the lower part of the box.
Here, you see the lower part of the box. Here, you see the lower
part of the box. Here, you see the lower part of the box. Here, you
see the lower part of the box. Here, you see the lower part of the
box. Here, you see the lower part of the box. Here, you see the
lower part of the box. Here, you see the lower part of the box.
Here, you see the lower part of the box. Here, you see the lower
part of the box. Here, you see the lower part of the box. Here, you
see the lower part of the box. Here, you see the lower part of the
box. Here, you see the lower part of the box.
\end{tcolorbox}

\newpage

\begin{multicols}{2}
\vspace*{16cm}

\begin{tcolorbox}[colback=gray,colframe=black]
Here, you see the lower part of the box. Here, you see the lower
part of the box. Here, you see the lower part of the box. Here, you
see the lower part of the box. Here, you see the lower part of the
box. Here, you see the lower part of the box. Here, you see the
lower part of the box. Here, you see the lower part of the box.
Here, you see the lower part of the box. Here, you see the lower
part of the box. Here, you see the lower part of the box. Here, you
see the lower part of the box. Here, you see the lower part of the
box. Here, you see the lower part of the box. Here, you see the
lower part of the box. Here, you see the lower part of the box.
Here, you see the lower part of the box. Here, you see the lower
part of the box. Here, you see the lower part of the box. Here, you
see the lower part of the box. Here, you see the lower part of the
box. Here, you see the lower part of the box. Here, you see the
lower part of the box. Here, you see the lower part of the box.
Here, you see the lower part of the box. Here, you see the lower
part of the box. Here, you see the lower part of the box. Here, you
see the lower part of the box. Here, you see the lower part of the
box. Here, you see the lower part of the box.
\end{tcolorbox}
\end{multicols}

\end{document}