Anguilla is 55 times larger than High Park.
Area: 91 km2 World Factbook
Population: 16,086 (July 2014) World Factbook
Anguilla is a British overseas territory in the Caribbean. It is one of the most northerly of the Leeward Islands in the Lesser Antilles, lying east of Puerto Rico and the Virgin Islands and directly north of Saint Martin. Wikipedia
Area: 2 km2 calculated
High Park is a municipal park in Toronto, Ontario. It spans 161 hectares, and is a mixed recreational and natural park, with sporting facilities, cultural facilities, educational facilities, gardens, playgrounds and a zoo. Wikipedia