Labor Day weekend in Port Washington brings an unmistakable coastal energy. From white sails cutting across the blue horizon to evening harbor lights and lively downtown sidewalks, here is your playbook for spending the holiday weekend here in Port.
Friday
6:30 PM – 9:30 PM | Live Music at West Slip Beer Garden at The Harborview
Bar opens at 5 pm. Bring your family and friends for a night of live music and drinks right on the harbor. With nothing more than a piano, his voice, and plenty of talent, Jake Williams puts his own spin on familiar favorites from every era. From acoustic pop, classic rock, and country to high-energy hip-hop and R&B, his one-man-band style performance keeps the crowd engaged and the good vibes flowing all night long.
6:30 PM – 8:30 PM | Live Music on the Patio at Beanies Mexican
Tuck into the tropical-feeling patio of Beanies Mexican for live music Friday night.
Saturday
8:30 AM – 12:30 PM | Port Washington Farmers Market
Kick off the morning on Main Street. Browse tables overflowing with peak late-summer sweet corn, heirloom tomatoes, fresh-cut florals, sourdough, and local artisan crafts while acoustic music echoes down the block.
9:00 AM – 10:00 AM | Beach Yoga on South Beach
Unroll your mat on the sand for a morning stretch with Port Washington Yoga as the waves lap the shore of South Beach.
11:00 AM – 8:00 PM | 21st Annual Rendezvous Regatta
Head to the harbor basin as the Port Washington Yacht Club hosts its popular holiday race. Regional sailors will compete in offshore heats, filling the horizon with billowing sails throughout the afternoon.
11:30 AM – 4:00 PM | Living History in the Seven Hills
-
1860 Light Station Museum (11:30 AM – 3:30 PM): Climb the North Bluff to tour the restored lightkeeper quarters and climb into the lantern room for 360 degree views across Lake Michigan.
-
Judge Eghart House (1:00 PM – 4:00 PM): This is your last chance this summer to step into Victorian Port Washington along W Grand Avenue with docent-led tours of the preserved 1870s residence of Judge Eghart and his family.

Sunday
10:00 AM – 2:00 PM | Sunday in Port
Sunday is built for slow strolling and brunch. Savor the delicious brunch specials of The Steerage. Sip one of this year's award-winning bloody marys from Sir James Pub or Beanies Mexican, and stroll the unique shops of the historic downtown district.
3:00 PM – 7:00 PM | Afternoon Sounds at The Shipyard
Grab a table outdoors for an afternoon performance by The Verdict before dinner downtown.
8:00 PM – 10:00 PM | Venetian Night Lighted Boat Parade
The shining star of the holiday weekend takes place on the water. Claim your spot along Rotary Park or Coal Dock Park as local boaters illuminate the inner harbor with strings of glowing lights, festive decor, and glowing reflections across the black water.
Monday
2:00 PM | Cardboard Boat Races
You don't want to miss the hilarity of the annual Cardboard Boat Races! Watch as teams of builders test out their cardboard creations in the harbor. See who takes home the crown by crossing the finish line first
