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- Skylight Music Theatre presents Cinderella at Skylight Music Theatre at the Broadway Theatre Center
- Indian Summer Festival at Indian Summer, Inc.
- Sailing on Lake Michigan out of Milwaukee Harbor at Sea Dog Sailing at McKinley Marina
- Historic Milwaukee Boat Tour
- Point Fish Fry and a Flick at Discovery World
- S/V Denis Sullivan Sunset Sail at Discovery World
- Milwaukee Trolley Loop at Various Locations
- Civil War Encounters at Old World Wisconsin at Old World Wisconsin
- Village of Wauwatosa Walking Food Tour at Village of Wauwatosa
- History and Architecture Cruise