The Gate River Run is a Jacksonville staple that celebrated its 40th anniversary in March 2017. The run is a 15K (9.4 miles) through downtown and some of Jacksonville’s great historic neighborhoods. It’s a challenging run with two bridges, the second of which is known as the “Green Monster,” the steepest ascent in the city. The Green Monster is toward the end of the run, in the last mile and a half, just when those legs (or at least mine) begin to feel like jello. Runners enjoy live music along the route, and people often turn the event into a block party to cheer people on as they make their way through the neighborhoods.