Sunday, September 20
12 picks across 9 towns · 5 free
Greenport Maritime Festival — North Fork Harbor Weekend
Greenport's annual Maritime Festival turns the working harbor village into a regional weekend destination — tall ships in the harbor, oyster shucking competitions, traditional whaleboat races, food + craft vendors along Front Street, live music throughout. Free admission. The locals' East End fall favorite.
- When
- Where
- Greenport Village Harbor, Greenport
Clubhouse Tours: Family Program, $4 per person upon arrival
Tour the historic Main House at Connetquot River State Park Preserve, once the private retreat of the exclusive South Side Sportsmen's Club. You'll see preserved interiors and hear stories about Long Island's sportfishing past. 2 PM tour on Sunday. $4 per person.
- When
- Where
- Connetquot River State Park Preserve, Oakdale
Artist Spotlight: Frida Kahlo Workshop -Family Program 12+, $4 per person
This workshop digs into Frida Kahlo's life and artistic style, geared toward ages 12 and up. Expect discussion of her self-portraits, her relationship with pain and identity, and hands-on creative work. Free program at Nissequogue River State Park's main office in Kings Park, $4 parking fee.
- When
- Where
- Nissequogue River State Park Main Office (Charles & Helen Reichert Administration Building), Kings Park
Living History Clubhouse Tours: Family Program, $4 per person upon arrival
Tour the preserved clubhouse of the South Side Sportsmen's Club, the private fishing club that operated here from 1866 until the state acquired it in 1973. Guides walk you through the Main House with period details intact—it's one of the few times you can get inside. $4 per person at the door.
- When
- Where
- Connetquot River State Park Preserve, Oakdale
Artist Spotlight: Frida Kahlo Workshop -Family Program 8+, $4 per person
Kids 8+ and their adults learn about Frida Kahlo's life and distinctive style, then create their own art inspired by her work. The workshop runs about 90 minutes and costs $4 per person at the door. Same Kings Park location as the Tiny Tots programs—plenty of parking at the main office building.
- When
- Where
- Nissequogue River State Park Main Office (Charles & Helen Reichert Administration Building), Kings Park
Huntington Village New York Murder Mystery Pub Crawl
New York Improv Theater turns Huntington Village into an interactive crime scene where you'll piece together clues about a missing portrait while hitting bars along New York Avenue. Expect local history, ghost stories, and drinks as you play detective through the village's walkable downtown. Starts at the Paramount and winds through spots you can easily bar-hop between on foot.
- When
- Where
- Paramount, Huntington
- Price
- See ticket page
7 in Heaven Speed Dating Lunch Singles Ages 44-59 Hauppauge
Speed dating over lunch at Simplay brings together singles in their 40s and 50s (women 44-57, men 47-59) for quick, face-to-face conversations. The venue's off Commerce Drive in Hauppauge's office park area, so parking's easy. Seven-minute rounds mean you'll meet a dozen people without committing your whole Sunday.
- When
- Where
- Simplay, Hauppauge
- Price
- See ticket page
Interactive Musical Improv Comedy , Long Island
New York Improv Theater brings their musical comedy show to South Shore Craft Brewery in Oceanside—doors at 1:45pm, show at 2pm, tickets $20. The comedians make up songs and scenes on the spot, and there's a jam session after where anyone can jump in. Food truck on-site, so you can grab lunch with your beer before the show.
- When
- Where
- South Shore Craft Brewery, Oceanside
- Price
- See ticket page
The Spritz Room: Mat Pilates Workshop
The Spritz Room brings a 45-minute mat Pilates session to Revolution Yoga that focuses on building strength and mobility without any equipment. The class promises a full-body workout that'll leave you feeling energized rather than depleted. Revolution Yoga is on North Village Ave in Rockville Centre, walkable from the LIRR station and downtown shops.
- When
- Where
- Revolution Yoga, Rockville Centre
- Price
- See ticket page
Groofy Greenport Scavenger Hunt
Alley Kat Adventures runs a photo-based scavenger hunt through Greenport's backstreets and storefronts, starting at Encanto Crepes on Main Street. You'll solve clues and snap creative shots as you uncover spots most visitors walk right past. Good excuse to poke around town if you think you've already seen it all.
- When
- Where
- Encanto Crepes & Cafe, Greenport
- Price
- See ticket page
Sayville Shenanigans Scavenger Hunt
Team-based scavenger hunt through downtown Sayville starting at the Bean on Main Street. Alley Kat Adventures runs these regularly—you'll solve clues that send you to local shops and landmarks within walking distance of the starting point. Grab coffee before or after since you're already there.
- When
- Where
- Sayville Bean Coffee House, Sayville
- Price
- See ticket page
Southampton Shuffle Scavenger Hunt
This team-based scavenger hunt starts at Tate's Bake Shop on North Sea Road and sends you around Southampton solving clues. Alley Kat Adventures runs it, so expect a mix of local history, photo challenges, and competitive walking. Parking at Tate's is tight on weekends—get there early.
- When
- Where
- Tate's Bake Shop, Southampton
- Price
- See ticket page