Process pineapple in a food processor or blender 30 seconds or until smooth, stopping to scrape down sides as needed.
Pour mixture through a fine wire-mesh strainer into a 2-qt. pitcher, pressing to release juice. Discard solids. Stir in bourbon and remaining 4 ingredients. Serve immediately over ice.
I love nice summer type drinks that have a punch to it. You will be the hit of the party with those one! Definitely something to try with a group of family and friends!