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Loyalists often faced significant challenges when attempting to leave by land, including hostile local populations and the risk of violence from Patriot militias. Many loyalists were also geographically isolated in areas where Patriot support was strong, making escape difficult. Additionally, the logistics of organizing a safe passage for themselves and their families, along with their belongings, complicated their departure. As a result, many opted for evacuation by sea, which offered a more direct route to safety in British territories.

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