The organization, traditionally known for an annual parade, wanted to expand beyond a single day and highlight the historic waterfront, art galleries, and local food scene. Initial conditions included a limited volunteer staff, a modest municipal budget, and a calendar already packed with regional festivals.
Stakeholders—city officials, businesses, and longtime residents—shared overlapping goals: attract tourists, support merchants, and preserve cultural identity. The planning team began by cataloguing available venues, seasonal weather patterns, and necessary permits to create a realistic foundation.