[\s\p{P}] matches all white-space and punctuation. : Match « Regular Expressions « VB.Net Tutorial

1. VB.Net Tutorial
2. Regular Expressions
3. Match

Imports System.Text.RegularExpressions

Module Example
   Public Sub Main()
      Dim pattern As String = "gr[ae]y\s\S+?[\s|\p{P}]"
      Dim input As String = "this is a test gray grey."
      Dim matches As MatchCollection = Regex.Matches(input, pattern)
      For Each match As Match In matches
         Console.WriteLine(match.Value)
      Next
   End Sub
End Module