Kupreanof is a designated roadless community according to its city charter. The community is a destination for seasonal tourist activities using a local trail system in conjunction with the US Forest Service trail system. These include several miles of trails which start at sea level and go beyond 2000 ft. on one end, a convenient low elevation loop trail about 1.5 miles in length, and the 10 mile long Petersburg Creek trail which ends at the Petersburg Lake cabin. These trails provide access to the city and its rainforest environment. Small boats are the primary means of transportation to and from Kupreanof. Boat travel to Petersburg provides connection to that city's transportation services, including jet flights and the state ferry. Float planes can land at the government dock, but it is not a designated seaplane dock. There are no harbor facilities.