At the end of each season, usually around the second weekend in June, the Golden Gate Optimist League holds its annual Baseball Jamboree. This event brings the teams together for a final series of games over two days. For the A and Intermediate division teams, the Jamboree provides an opportunity to compete for a trophy (the Jamboree Championship) at the end of the season, after players have had a full season of practices and games to develop their skills.

On Sunday afternoon, players and families gather to share food and fun at the friendship picnic hosted by one of the league teams. During the picnic a raffle is held for small prizes while trophies are handed out for League Champions and Jamboree Champions at the A and Intermediate divisions, and Sportsmanship Awards are given to the three players chosen from each team who most consistently exhibit the qualities of sportsmanship. All of the players and their coaches are introduced, and each player receives a medallion for participation during the season.