Tall Ships Chicago
Bus: 29, 65, 66Viewing passes $15, $9 kids 3-12, kids under 2 free; Boarding passes $20, $15 kids 3-12, kids under 2 free
Event Info: (312) 595-7437 navypier.com
It'll be smooth sailing at this five-day Navy Pier festival, which commemorates the Chicago Match Cup. Walk the festival grounds and view the majestic fleet of national and international ships. There are also options for ship tours and sailing cruises.