A windshield assembly includes a windshield with a starboard side section, a port side section, and a center section between the starboard side section and the port side section. Transition areas of the windshield between the starboard side section and the center section and between the port side section and the center section, respectively, each include a transition radius. A bottom trim member is securable to a deck or frame with a profile including a starboard corner radius and a port corner radius. The bottom trim member supports the windshield and includes a pair of transition members disposed at the transition areas of the windshield. The transition members are configured to adapt the transition areas of the windshield to the deck profile.