Sail Fest 2025 New London. The rides and vendors are set up at city pier for the 44th annual sailfest, but. Sailfest is southeastern connecticut’s premiere summertime event, complete with a major fireworks display, amusement rides, free entertainment, ships, and over 200 vendors.

Sailfest is expected to draw thousands of people to the city’s waterfront. The sailfest 5k in new london, presented by dime bank, invites runners and walkers to experience the historic streets of the city.