Mosquito Fleet Fest 2025 - Celebrate Port Orchard’s Maritime Culture & History on the Waterfront

the 2nd annual Mosquito Fleet Fest on the Port Orchard waterfront is May 24+25th, 2025!
The Mosquito Fleet was the name of a vast array of steamships that ferried people and goods around the Kitsap Peninsula before the advent of automobiles in the late 1800’s to the 1920’s. At this time maritime vessels like steamers, tall ships, and canoes were the only reliable way to stay connected to other communities and the outside world. To celebrate this unique heritage, the Port Orchard Waterfront Association of merchants is hosting the 2nd Annual Mosquito Fleet Fest! Here’s what to expect and how to get the most out of the weekend event!
step aboard one of the last surviving mosquito fleet-era boats!
The CARLISLE II is one of the LAST surviving and operating ships from the era of the Mosquito Fleet. With opportunities to step aboard this ‘floating museum’ and even experience a sailing…this is a fascinating way to get hands on with Kitsap’s maritime past.
explore

carlisle ii story sails with josh farley
The CARLISLE II Story Sail is a 90 minute sail departing and returning to Port Orchard Foot Ferry Terminal at the Port Orchard Marina. The guided tour experience will give you lots of time to enjoy the shoreline and scenery as you learn about Kitsap’s Mosquito Fleet history with guest narrator and local historian Josh Farley.
Buy tickets using the button below

Shop local goods at the maritime market
From 9AM-5PM you’re invited to shop at the Mosquito Fleet Fest Maritime Market - a collection of local artisans and vendors at the Port Orchard Marina.

experience the port orchard farmers market
From 9AM-2PM (Saturday Only) the longest running Farmers Market in Kitsap attracts vendors and visitors from around the region. Shop for locally produced plants, veggies and greens, meats, florals, art, food, crafts, wine, coffee and so much more at the Port Orchard Marina parking lot.

seagull calling contest!
Get ready to squawk your little heart out at Port Orchards famous Seagull Calling Contest! The gull calling kicks off at 1:30pm on Saturday at the waterfront gazebo!
artisan alley
9AM-5PM - Local artists will be gathering in the outdoor space against the giant underwater mural adjacent to the Port Orchard Public Market.
scavenger hunt
The Kitsap Regional Library is supplying materials for a fun and interactive waterfront scavenger hunt!
Family Fun Zone
12PM-4PM - top by Polaris Theater for knot tying, music, nautical art, bubble machine parties & more!
Kitsap Ferries Panel
Panel presentation on the history & future of ferries in the Puget Sound with local community leaders like Commissioner Katie Walters, John Clauson, Steve Sego, Carla Sawyer, Ed Brown, and moderated by Josh Farley. Saturday only at 4pm.
stay in port orchard
With stunning views of Sinclair Inlet and the mighty Olympic Mountains, the historic Carriage House is the perfect place for a South Kitsap adventure.
An 1895 historic chapel featuring gorgeous stained glass windows, open space design, 25 ft ceilings, loft bedrooms, huge work space, and fabulous art!
The only hotel located on the Port Orchard waterfront pathway, you’ll be just a few steps away from countless adventures.
Heron Haus is a sleek, artfully appointed retreat with unparalleled views of Mount Rainier, Bainbridge & Blake Islands.
Mrs. Howe’s Bed & Breakfast is located in a beautifully maintained home built in 1923 by Harry and Edith Howe.
Quality Inn Port Orchard is a freshly refreshed, friendly stay nestled just off Highway 16, offering clean and quiet rooms with thoughtful amenities like hot tubs, massage chairs, and free parking that make it easy to unwind after an adventurous Kitsap day.
Just feet from the Port Orchard Waterfront, downtown shops and restaurants and the Bremerton foot ferry, Red Cottage is a cute and comfortable oasis perfect for staging your Kitsap adventure!
This enchanting storybook cottage from the magical forests of Olalla is perhaps the most whimsical and unique place to stay on the Peninsula.
eat & drink
Great places to eat & drink in Downtown
There are simply too many amazing places to eat in and near downtown Port Orchard to list but here are a few favorites we’re sure you’ll love!
Mercantile Coffee Co.
This beloved cafe inside Josephines Mercantile serves up great coffee and yummy pastries and snacks.
The Brickhouse
This Bay St. family friendly restaurant has an amazing outdoor patio area.
Carter and co Chocolates
Treats, ice cream, pastries, sandwiches, in-house chocolates and a full service cafe make Carters a Bay St. fave!
Khao soi
This new Thai food space on Bay St. has quickly become known as some of the very best on the Kitsap Peninsula.
Thai charlies
This cozy Thai joint is great for dine in or take out to make a picnic on the waterfront.
la palapa mexican grill
Tasty Mexican classics on the Port Orchard Waterfront makes La Palapa a winner in our book!
The Coffee Oasis
An excellent coffee shop with a small wrap, breakfast and sandwich menu - all proceeds go to helping teens facing homelessness.
Peninsula bevco
A VAST tap list with an adjacent bottle shop that stocks a ton of boozy beverages. Bevco also has a menu full of yummy appetizers and entrees.
damn fine pizza
This big pizzeria with waterfront views sling awesome pizza, salads, appetizers and more, sporting a full bar and a popular pinball room.
additional kitsap articles & guides below
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This historic state park sits on the eastern shores of Port Orchard and offers camping, beach exploration, event facilities, and hours of fun. Watch Seattle/Bremerton ferries chug past as juvenile bald eagles roost overhead among the thick pine boughs.
75 acres of perfect park and 1785 feet of saltwater shoreline, Illahee (ill-uh-hee!) State Park is a local favorite for diving, beach combing, hiking, boating and waterfront adventures.
Tucked into the folds of the Seabeck shoreline, the nature reserve takes some driving to get to, but trust us, it’s worth every moment.
Stunning beachfront on the shores of Port Orchard with unobstructed, waterfront vistas from inside the window-lined living area and furnished deck beneath by a canopy of trees.