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

Things to Do in Islip This Weekend

This weekend in Islip (September 25 to 27): A Splash of Magic Brunch with Ariel and Moana at Oakdale Brew House (Sunday 10:30AM); Live Music by Lennee at Oakdale Brew House (Friday 7:00PM); The Kerri Boys at Shandon Court (Saturday 8:00PM), plus 2 more picks below.

Events for the weekend of September 25 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 Islip this weekend.

For Families

For Families in Islip this weekend: A Splash of Magic Brunch with Ariel and Moana at Oakdale Brew House (Sunday 10:30AM).

A Splash of Magic Brunch with Ariel and Moana

Sunday, September 27, 10:30AM  |  Oakdale Brew House  |  $$

A rain-proof Sunday for the little ones: brunch buffet, character meet and greets with Ariel and Moana, and crafts and goodies for each child, hosted with Once Upon a Daydream Parties; reservations required by phone or OpenTable.

Also Happening This Weekend

Also Happening This Weekend in Islip: Live Music by Lennee at Oakdale Brew House (Friday 7:00PM); The Kerri Boys at Shandon Court (Saturday 8:00PM); Live Music by Johnny Irish at Oakdale Brew House (Saturday 7:00PM).

Live Music by Lennee

Friday, September 25, 7:00PM  |  Oakdale Brew House

A Friday-night set at Oakdale Brew House.

The Kerri Boys

Saturday, September 26, 8:00PM  |  Shandon Court, East Islip

A Saturday-night live set at Shandon Court.

Live Music by Johnny Irish

Saturday, September 26, 7:00PM  |  Oakdale Brew House

Oakdale Brew House pairs craft beer with a free Saturday-night live set.

Shannon Breeze

Sunday, September 27, 5:30PM  |  Shandon Court, East Islip

A Sunday-evening set at Shandon Court.

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