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

Things to Do in Islip This Weekend

This weekend in Islip (October 22 to 25): Connetquot River Halloween Boat Parade & Grucci Fireworks at Snapper Inn (Saturday 5:30PM); Country Village Halloween Parade at Marilynn Circle (Sunday 12:00PM); Long Island Comedy Festival at CM Performing Arts Center (Friday 8:00PM), plus 3 more picks below.

Events for the weekend of October 22 to 25, 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.

This Weekend's Top Picks

This Weekend's Top Picks in Islip: Connetquot River Halloween Boat Parade & Grucci Fireworks at Snapper Inn (Saturday 5:30PM).

Connetquot River Halloween Boat Parade & Grucci Fireworks

Saturday, October 24, 5:30PM  |  Snapper Inn, Oakdale  |  $$+

Decorated boats parade down the Connetquot River at 5:30, then fireworks by Grucci at 7:30. Watching from the Snapper Inn's waterfront takes a prepaid reservation per car (it covers parking and a food and drink voucher); seating is first come, first served. Outdoor; no rain plan posted yet.

For Families

For Families in Islip this weekend: Country Village Halloween Parade at Marilynn Circle (Sunday 12:00PM).

Country Village Halloween Parade

Sunday, October 25, 12:00PM  |  Marilynn Circle, East Islip  |  Free

The Country Village Beautification Society's costume parade from Marilynn Circle down Manistee, 12 to 3, with crafts, a costume contest, raffles, face painting, food and drinks. The organizers ask each family to register ahead on Eventbrite; donations welcome. Outdoor; no rain plan posted yet.

Date Night & Nightlife

Date Night & Nightlife in Islip this weekend: Long Island Comedy Festival at CM Performing Arts Center (Friday 8:00PM).

Long Island Comedy Festival

Friday, October 23, 8:00PM  |  CM Performing Arts Center, Oakdale  |  $$

Stand-up night hosted by Paul Anthony, featuring Tugboat Manny, John LaRocchia, Maria Walsh and Mick Thomas. Tickets are through the CMPAC page.

Free & Affordable

Free & Affordable in Islip this weekend: Live Music by The Goodlife at Oakdale Brew House (Friday 7:00PM).

Live Music by The Goodlife

Friday, October 23, 7:00PM  |  Oakdale Brew House

The Goodlife plays 7 to 10. Acts: Live Music by The Goodlife (Friday, October 23, 7:00 PM); Live Music by Lennee (Saturday, October 24, 7:00 PM).

Also Happening This Weekend

Also Happening This Weekend in Islip: Senioritis: We're Still Here! The Musical (Final Performance) at CM Performing Arts Center (Thursday 2:00PM); Paws for Freedom 5K Run & Walk at Heckscher State Park (Saturday 8:45AM).

Get the full guide every Thursday

This is the short version. The full South Shore Digest, with the five things actually worth your weekend and a first-person take on a local spot we visited that week, lands in your inbox every Thursday. It is free, and it is the easiest way to never miss a good night out on the South Shore.

Free forever. Unsubscribe any time. No spam.