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Sometimes at Pioneer Island returns May 21st for its fourth season, bringing laid-back island energy to Oshkosh’s waterfront. Located at 1000 Pioneer Drive, this outdoor tiki bar has quickly become a go-to summer destination for both locals and visitors looking to unwind along the shores of Lake Winnebago.
Open Thursday through Sunday through mid-October, Sometimes offers a relaxed, open-air atmosphere where guests can enjoy cold drinks, sunshine, and scenic marina views. Whether you arrive by boat or by car, it’s an easy stop to kick back and soak in the summer vibe.
The experience goes beyond the bar, with live music every weekend and a rotating food truck serving up casual favorites like burgers and brats—perfect for a full day on the water. Social posts emphasize “good vibes only,” island-style drinks, and high-energy events that keep the atmosphere lively all season long.
With daily drink specials like $2 Old Style beers and a fun, carefree setting, Sometimes delivers exactly what its name promises—a place to escape, recharge, and enjoy a mini vacation right in Oshkosh.