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Annual Events

Each year our members organize a handful of community events. Learn more about our annual events below. Additionally, local Bay Street businesses host several events throughout the year, visit our community calendar of events to learn more.

Ladies Night Out

April 25, 2025
This one’s just for the ladies! One epic spring night out for the gals, typically close to Mother’s Day.

Mosquito Fleet FEST

May 24 + 25, 2025
A brand new event in 2024 celebrating the origin of our famous vintage steamboats, the Mosquito Fleet, that ferried passengers and wares from one PNW town to another in the early 1900s. This year, we’re adding a second day with additional experiences.

Senior Parade

Bay Street is decked out in support of our high school senior graduates and a parade on the Friday before graduation. The entire community is welcome to celebrate and cheer on our local grads.

Night Market {June, July, Aug, Sept}

June 14, July 12, August 16 + September 13, 2025
One Saturday evening per month in the summer (June-Sept) the Port Orchard waterfront plays host to an outdoor market featuring over 50 local artisans, food trucks, family fun, and more!

Boo Bash

October 25, 2025
The Saturday before Halloween is designated as our annual Boo Bash event! Store owners and community members decorate Bay Street and create fun environments for kids and families to trick or treat safely.

Holiday on the bay

December 6, 2025
While we’ve always celebrated the ‘Holidays on the Bay’, 2024 brought brand new traditions as our business members combined efforts with the city and other stakeholders to produce an all-day holiday celebration for the whole family. In 2025 we look forward to continuing this new spin on our traditional tree lighting ceremony.

Community Activations

  • Art on a Cup

    January

  • Bay St in Bloom

    April-Oct

  • May Day Baskets

    May 1-5

  • Scarecrow Competition

    October

  • Gingerbread Competition

    December

Volunteer Signups

Our teams are made up of several volunteers working together to make our waterfront events a blast for the entire community.

We’d love to have you on the team! Fill out the form below to start the conversation and learn more about where we can use your talents!