A confluence calendar system and method is provided having a user platform with a user calendar having a number of events of importance to the user. Each of the user events can include date information, location information, and other event detail information. In addition, a serendipity server is provided for generating serendipitous events, based on information received from the user and third parties. The serendipity server sends the serendipitous events to the user for viewing, and for adding the serendipitous event to the user's calendar.