Vertical Text widget for Flutter

Sideway text is possible using RotatedBox, which is enough for the text to correctly wrap as you'd expect.

Row(
  children: <Widget>[
    RotatedBox(
      quarterTurns: 1,
      child: Text(sample),
    ),
    Expanded(child: Text(sample)),
    RotatedBox(
      quarterTurns: -1,
      child: Text(sample),
    ),
  ],
),

Similarly, Flutter now supports inline widgets inside text. This can be used to rotate smileys inside a text.

RotatedBox(
  quarterTurns: 1,
  child: RichText(
    text: TextSpan(
      text: 'Hello World',
      style: DefaultTextStyle.of(context).style,
      children: [
        WidgetSpan(
          child: RotatedBox(quarterTurns: -1, child: Text('😃')),
        )
      ],
    ),
  ),
),

It's simple use RotatedBox

RotatedBox(
  quarterTurns: 1,
  child: //your text
),

This solution is based on a flex-box layout. It converts the string to a list of words and puts them in vertically rotated Text widgets. These are laid out with a Wrap widget set to Axis.vertical. The Wrap widget automatically handles words that need to wrap by putting them in the next column.

class HomePage extends StatelessWidget {
  @override
  Widget build(BuildContext context) {
    return Scaffold(
      body: Padding(
        padding: const EdgeInsets.all(8.0),
        child: Wrap(
          direction: Axis.vertical,
          children: _getWords(),
        ),
      ),
    );
  }

  List<Widget> _getWords() {
    const text =
        "That's all 😉🐐 12345 One Two Three Four Five ᠸᠢᠺᠢᠫᠧᠳᠢᠶᠠ᠂ ᠴᠢᠯᠦᠭᠡᠲᠦ ᠨᠡᠪᠲᠡᠷᠬᠡᠢ ᠲᠣᠯᠢ ᠪᠢᠴᠢᠭ ᠪᠣᠯᠠᠢ᠃";
    var emoji = RegExp(r"([\u2200-\u3300]|[\uD83C-\uD83E].)");
    List<Widget> res = [];
    var words = text.split(" ");
    for (var word in words) {
      var matches = emoji.allMatches(word);
      if (matches.isEmpty) {
        res.add(RotatedBox(quarterTurns: 1, child: Text(word + ' ')));
      } else {
        var parts = word.split(emoji);
        int i = 0;
        for (Match m in matches) {
          res.add(RotatedBox(quarterTurns: 1, child: Text(parts[i++])));
          res.add(Text(m.group(0)));
        }
        res.add(RotatedBox(quarterTurns: 1, child: Text(parts[i] + ' ')));
      }
    }
    return res;
  }
}