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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.

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!

Bay Street Ghost Hunt

October 24-26, 2025
Port Orchard’s Annual Downtown Trick or Treat event, Boo Bash, has been reimagined and redesigned to be safer, sustainable and more merchant friendly. The Port Orchard Waterfront Association’s new Halloween event, Bay Street Ghost Hunt, will run for the entire weekend prior to Halloween, Friday. Oct 24-Sunday, Oct. 26th. Wear your costume downtown and join in the weekend of fun!

Numerous events will be happening downtown throughout the weekend.

November 29, 2025
Explore the vibrant and eclectic shops of Downtown Port Orchard while participating in this annual, nationwide movement. This celebration of small and local businesses is only made better by the special incentive given to those who join first: Bay Bucks! Learn all about this reimagined event.

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

  • SENIOR PARADE

    1st Friday in June

  • 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!

sign up to volunteer