South Shore Digest Long Island's South Shore, curated weekly

Things to Do in Sayville This Weekend

This weekend in Sayville (September 3 to 6): Saturday Sounds with Bear of the Bell at Loughlin Vineyard (Saturday 12:00PM); The Oyster Sessions at Loughlin Vineyard featuring Taylor Thomas Lane (Friday 12:00PM); Sunday Sounds with Rodehauss at Loughlin Vineyard (Sunday 12:00PM), plus 3 more picks below.

Events for the weekend of September 3 to 6, 2026

Every week we read through everything happening across the South Shore and keep only what is actually worth your time. Here is what is on in Sayville this weekend.

Free & Affordable

Free & Affordable in Sayville this weekend: Saturday Sounds with Bear of the Bell at Loughlin Vineyard (Saturday 12:00PM).

Saturday Sounds with Bear of the Bell

Saturday, September 5, 12:00PM  |  Loughlin Vineyard, Sayville

Afternoon live music with food by Orchard Street at Sayville's easygoing vineyard.

Also Happening This Weekend

Also Happening This Weekend in Sayville: The Oyster Sessions at Loughlin Vineyard featuring Taylor Thomas Lane (Friday 12:00PM); Sunday Sounds with Rodehauss at Loughlin Vineyard (Sunday 12:00PM); Trivia Night at the Vineyard Hosted by Tango Time at Loughlin Vineyard (Thursday 6:00PM).

Sunday Sounds with Rodehauss

Sunday, September 6, 12:00PM  |  Loughlin Vineyard, Sayville

A mellow Sunday afternoon of live music and Orchard Street bites at the vineyard.

Nina Et Cetera

Thursday, September 3, 6:00PM  |  The Cull House, Sayville

Live music at Sayville's waterfront seafood spot.

"Recreate a Masterpiece" - Exhibit & Photo Contest

Thursday, September 3, 10:00AM  |  Long Island Maritime Museum, West Sayville

An interactive art exhibit and photo contest at the maritime museum.

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