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

Things to Do in Sayville This Weekend

This weekend in Sayville (September 24 to 27): BBQ in the Vines with Crossroadsque and Paris Ray at Loughlin Vineyard (Friday 12:00PM); Sayville Falls Fall Concert Series: Steve's Off The Couch and David Moriarty at Sayville Falls Beer Garden (Friday 5:30PM); Trivia Night in the Vines Hosted by Tango Time at Loughlin Vineyard (Thursday 6:00PM), plus 1 more pick below.

Events for the weekend of September 24 to 27, 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.

Date Night & Nightlife

Date Night & Nightlife in Sayville this weekend: BBQ in the Vines with Crossroadsque and Paris Ray at Loughlin Vineyard (Friday 12:00PM).

BBQ in the Vines with Crossroadsque and Paris Ray

Friday, September 25, 12:00PM  |  Loughlin Vineyard, Sayville  |  Free

Slow-smoked barbecue from Crossroadsque and estate wines under the Sayville vines from noon to 8, with Paris Ray playing live from 4:30 to 7:30.

Free & Affordable

Free & Affordable in Sayville this weekend: Sayville Falls Fall Concert Series: Steve's Off The Couch and David Moriarty at Sayville Falls Beer Garden (Friday 5:30PM).

Also Happening This Weekend

Also Happening This Weekend in Sayville: Trivia Night in the Vines Hosted by Tango Time at Loughlin Vineyard (Thursday 6:00PM); Sunday Sounds with Erin Chase and BBQ by Crossroadsque at Loughlin Vineyard (Sunday 12:00PM).

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