Discovering Hidden Gems for Family Fun in Long Island

Long Island is a treasure trove of unique attractions that go beyond the beaches and boardwalks. While locals may know a few of these spots, many visitors—and even some residents—haven’t fully explored the island’s hidden gems. If you're looking to plan a family outing that’s full of fun, history, and discovery, here’s your guide to Long Island’s most charming, quirky, and unforgettable destinations.

Montauk Point Lighthouse

1. Montauk Point Lighthouse – A Scenic Step Back in Time

At the very tip of Long Island sits the iconic Montauk Point Lighthouse, commissioned by George Washington in 1792. It's the oldest lighthouse in New York State, and climbing to the top rewards you with panoramic views of the Atlantic Ocean. Kids will love the winding staircase, and parents will appreciate the rich maritime history. Don’t forget to explore the museum inside and stop by the beach below for some tidepool exploring!

Family Tip: Bring a picnic lunch and enjoy it at the scenic park just outside the lighthouse!

Montauk Point Lighthouse is the oldest lighthouse in New York.

2. Fire Island Lighthouse – A Peaceful Family Escape

Tucked away on the barrier island between Robert Moses State Park and the Fire Island National Seashore, the Fire Island Lighthouse is often overlooked—but it's a must-see. The 182-step climb is worth the incredible view, and the wide boardwalk makes for a perfect stroller-friendly stroll. With no cars on Fire Island, this adventure feels like a step into a peaceful, coastal world all its own.

Family Tip: Bring binoculars for kids to spot boats, birds, and even distant NYC on a clear day — it makes the climb even more exciting for them! Check out the Keepers Quarters Museum and junior ranger activities—they’re fun and educational for kids! Also, wear comfy shoes and bring water and snacks (there are no concessions nearby).

3. The Big Duck – Quirky Fun with a Slice of History

Yes, it’s literally a giant duck, and yes, it’s amazing. Located in Flanders, this 20-foot-tall roadside attraction is a piece of classic Americana and an instant hit with kids. Built in the 1930s to sell ducks and eggs, it now houses a tiny gift shop and serves as a historic landmark. The Big Duck is the perfect pit stop on your way to the North Fork or the Hamptons.

Family Tip: Snap a photo with the duck, then head to a nearby farm stand for fresh local produce and snacks, or visit Snowflake Ice Cream about 10 mins down the road.

4. Bayard Cutting Arboretum – Nature Trails & Tea Rooms

This peaceful oasis in Great River is more than just pretty trees. The Bayard Cutting Arboretum offers wide walking paths and hidden trails perfect for families, secret gardens to explore, and even a charming café - The Hidden Oak Cafe - for lunch or tea. Kids can run through the fields or look for birds, while adults take in the stunning riverside scenery.

Bayard Cutting Arboretum in Great River has a CSA farm with chickens, as well as a bunch of fun hikes and trails.

Family Tip: Check their calendar for family-friendly events like story walks or seasonal garden tours. Make sure to visit the chickens at the CSA farm which is approximately a 10-minute walk from the visitor center parking lot.

5. Long Island Live Steamers – Miniature Train Rides in Riverhead

All aboard! Every other Sunday from spring through fall, the Long Island Live Steamers in Southaven County Park in Brookhaven offers kids (and adults!) the chance to ride miniature trains through the woods. It’s completely volunteer-run, donation-based, and packed with charm.

Family tip: Bring cash for the donation box and pack a lunch to enjoy at the picnic tables on-site. They even host parties here!

6. Lavender by the Bay – Fragrant Fields & Family Photo Opps

In East Marion, you’ll find Lavender by the Bay, a breathtaking lavender farm that feels like a slice of Provence right on the North Fork. The vibrant fields are not only beautiful but also relaxing to walk through. It’s a perfect spot for family photos and a sensory treat for all ages.

Family Tip: Visit in June or July for peak bloom and make sure to check their website for bloom updates. Bring a little picnic to have on the grassy areas. You should be able to see lots of butterflies and bees (from a safe distance). Go early in the morning or later in the afternoon to avoid the midday heat and crowds—it's more comfortable for kids and better lighting for photos!

You'll feel transported to France visiting Lavender By the Bay in East Marion.

 7. Bailey Arboretum - Nature Explore Habitat for kids

Bailey Arboretum in Locust Valley offers a serene and engaging environment for children to connect with nature. The standout feature is the Children’s Habitat, New York State's first certified Nature Explore Classroom within an arboretum. This interactive outdoor space invites kids to climb on logs, create nature-inspired art, play musical instruments like a marimba, and explore a two-level wooden playhouse with a slide . Beyond the Habitat, families can enjoy peaceful woodland trails, scenic ponds, and a sensory garden designed to engage all the senses. The arboretum also hosts family-friendly events throughout the year, including nature walks and seasonal celebrations.

Family Tip: Pack a picnic and take advantage of the shaded picnic grove near the Children’s Habitat. It's an ideal spot for a relaxed family lunch, allowing kids to refuel before continuing their exploration. 

Bailey Arboretum is home to one of the largest Dawn Redwood trees in the world!

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