Is Sheboygan a popular destination for water sports like sailing and kayaking?Home / Sheboygan Q&A / Is Sheboygan a popular destination for water sports like sailing and kayaking? Sheboygan Q&A ByBrian Bateman August 17, 2023 ShareYes, Sheboygan is a popular destination for water sports such as sailing and kayaking, with access to Lake Michigan and the Sheboygan River.