Things to Do on Long Island This Weekend: Local's Guide to Beaches, Events & Food

So you're staring at your calendar thinking "what are the best things to do on Long Island this weekend?" Trust me, I've been there. After 12 years living between Nassau and Suffolk counties, I've learned where to find hidden gems and avoid tourist traps. Let's cut through the noise – here's your battle-tested guide to actual worthwhile activities.

Waterfront Adventures

Long Island means beaches. But which ones are worth your time? Here's the scoop:

Top Beach Spots

Beach Fee Hours Parking Tip Why I Like It
Jones Beach
(2400 Ocean Pkwy, Wantagh)
$10 per car 8AM-6PM Field 6 fills by 10AM Iconic boardwalk, clean facilities
Robert Moses (Field 5)
(600 Robert Moses State Pkwy, Babylon)
$8 per car 7AM-7PM Arrive before 9AM for spot Best waves for body surfing
Cooper's Beach
(268 Meadow Ln, Southampton)
$50 per car (!) 9AM-5PM Free after 4PM Pristine sand, billionaire-watching

Last July 4th weekend I made the mistake of arriving at Jones Beach at noon. Big mistake. Spent 45 minutes circling for parking while my kids melted down in the backseat. Learn from my pain – go early.

Pro Tip: Check surf conditions at surfline.com before heading out. Robert Moses gets wicked currents sometimes.

Kayaking & Paddleboarding

For something different, try these spots:

  • Stony Brook Harbor (Harbor Rd, Stony Brook)
    Rentals: $25/hour at Stony Brook Boatworks (opens 8AM)
    Calm waters perfect for beginners
  • Peconic River (Riverhead)
    Rentals: $30 at Peconic Paddler (reserve ahead!)
    Saw a bald eagle here last month – breathtaking

Family-Friendly Activities

Finding things to do on Long Island this weekend with kids? Here's what actually works:

Attraction Hours Cost Best For Ages My Take
Long Island Game Farm
(Chapman Blvd, Manorville)
10AM-5PM $24/adult, $20/kid 2-10 years Petting zoo area is fantastic
Cradle of Aviation
(Charles Lindbergh Blvd, Garden City)
9:30AM-5PM $16/adult, $14/kid 6+ Skip if kids hate museums
Splish Splash Water Park
(2549 Splish Splash Dr, Calverton)
10AM-6PM $45 online/$55 gate 5-16 Worth the $$ on hot days

Real talk about the Cradle of Aviation: It's cool if your kid loves rockets, but my 7-year-old got bored after an hour. The planetarium show ($5 extra) saved the day.

Food Experiences You Shouldn't Miss

Look, we all need to eat. Here's where to actually enjoy it:

Waterfront Dining

  • Cowfish (Hampton Bays)
    168 E Montauk Hwy
    Lobster roll: $28 (pricey but worth it)
    Sunset views over canal - get there by 6PM for outdoor seating
  • Snapper Inn (Oakdale)
    500 Shore Dr
    Clam chowder bowl: $12
    Old-school vibes, live music Fridays

Farm Stands & Markets

Spot Hours Must-Buy Price Range Honest Review
Briermere Farms (Riverhead) 9AM-6PM Raspberry pie $14-22/pie Lines out the door but OMG the crust
Hank's Farmstand (Southampton) 7AM-7PM Sweet corn $0.75/ear Best corn east of Iowa

Warning: Avoid vineyard restaurants between 12-2PM on weekends unless you enjoy 90-minute waits with hangry kids. Pack snacks!

Cultural & Artistic Activities

Beyond the beaches, we've got serious creativity happening:

Galleries & Exhibits

  • Parrish Art Museum (279 Montauk Hwy, Water Mill)
    Open 11AM-5PM
    $15 admission
    Current exhibition: Long Island landscapes - surprisingly moving
  • Polkadot Factory (46 Main St, Greenport)
    Open 10AM-6PM
    Free entry
    Quirky local art - great for unique souvenirs

Live Performances

Venue This Weekend's Show Ticket Price Why Go
Jones Beach Theater Billy Joel (Sat 8PM) $85+ Iconic LI experience
The Suffolk Local Indie Band Night (Fri 7PM) $15 at door Cheap drinks, raw talent

Caught a Billy Joel concert last summer. Sound quality isn't perfect but singing "Piano Man" with 15,000 locals? Chills.

Outdoor Exploration Beyond Beaches

When you need nature without sand in your sandwiches:

Hiking Trails Worth Your Time

  • Caumsett State Park (Lloyd Harbor)
    Entry: $8 per car
    Miles of waterfront trails - saw 8 deer last visit
    Pro tip: Bike rentals available ($15/hour)
  • Connetquot River State Park (Oakdale)
    Entry: $6 per car
    Shaded trails along river - perfect for hot days
    Warning: Mosquitoes can be brutal after rain

Botanical Gardens

Planting Fields Arboretum (1395 Planting Fields Rd, Oyster Bay)
Hours: 9AM-4:30PM
Admission: $8 per car
Greenhouse tours at 11AM & 2PM daily ($5 extra)
Perfect for: Instagram photos, quiet contemplation

Weekend Events Calendar

Specific happenings for this weekend:

Event Location Time Cost Notes
Oyster Festival Theodore Roosevelt Park, Oyster Bay Sat-Sun 11AM-6PM $5 entry Get there early - shucking lines get crazy
North Fork Craft Fair Greenport Harbor Brewery, Peconic Sat 12-6PM Free entry Local artisans + great beer flights
Outdoor Movie: Jaws Smith Point Beach Sat dusk (~8:15PM) Free with beach entry Bring blankets and bug spray!

Local Secret: Most town beaches have free concerts Friday nights in summer. Patchogue's Shorefront Park has surprisingly good tribute bands.

Rainy Day Options

Because Long Island weather is... unpredictable:

Indoor Play Spaces

  • Billy Beez (Lake Grove)
    $25/child all-day pass
    Massive play structure - kids under 8 will disappear for hours
    Warning: Bring socks - they charge $3/pair otherwise
  • Long Island Aquarium (Riverhead)
    $40/adult, $32/kid
    Penguin encounter worth the extra $20
    My kids love the touch tanks

Coffee Shops With Character

When you need to work or just escape:

  • Southdown Coffee (Huntington)
    Great pour-over ($4.50), cozy nooks
    Free reliable Wi-Fi - I wrote half this guide here
  • Jack's Stir Brew (Montauk)
    Organic cold brew ($5.25), funky surf vibe
    Limited seating but unbeatable people-watching

Getting Around Practicalities

Let's talk logistics for your things to do on Long Island this weekend:

Traffic Reality: Sunrise Highway (Route 27) becomes parking lot Saturday 10AM-2PM heading east. Take Montauk Highway instead.

  • Parking: Most beach lots fill by 10AM. North Fork wineries? Arrive before noon.
  • Ferries: Fire Island ferries run hourly. Round trip: $20 adult. Book online for Shelter Island.
  • Rideshares: Uber/Lyft available but pricey from Hamptons - I paid $75 for 8-mile trip last summer.

Money-Saving Tips

Because weekends shouldn't bankrupt you:

  • Beach Pass Hack: Empire Pass ($80) pays for itself in 8 beach visits
  • Happy Hours: Tellers in Islip has $1 oysters 4-6PM weekdays
  • Free Concerts: Eisenhower Park has free shows Saturday nights

Frequently Asked Questions About Things to Do on Long Island This Weekend

What are free things to do on Long Island this weekend?

Check town beaches after 4PM when fees end, hike state park trails ($6-8 parking), visit Greenport carousel (free), or catch outdoor concerts at Heckscher Park (Huntington).

Where to go on Long Island this weekend for couples?

Wine tasting on North Fork (try Macari or Bedell), sunset sail from Sag Harbor ($75/person), or romantic dinner at Mirabelle Tavern (Stony Brook).

Which activities require advance booking?

Vineyard tours (especially Macari), Shelter Island ferry, Splish Splash tickets (save $10 online), and popular restaurants like Nick & Toni.

What should I avoid this weekend?

Montauk Highway between Hampton Bays and Montauk after 10AM (gridlock), crowded vineyards between 12-3PM, and Hamptons main streets for dining without reservations.

Are dogs allowed at Long Island beaches this weekend?

Seasonal restrictions apply until September 15. Best bets: Cedar Beach (Mount Sinai) dog run or Cupsogue Beach (Westhampton) before 9AM.

Final Thoughts From a Local

Finding authentic things to do on Long Island this weekend takes some insider knowledge. After years of trial and error, I've learned to:

  • Always check traffic via Google Maps before driving anywhere
  • Pack layers - ocean breeze turns chilly fast
  • Bring cash for farm stands and small vendors
  • Skip tourist traps like "famous" pancake houses with 2-hour waits

The magic happens when you slow down. That time I stumbled upon a free bluegrass festival in Mattituck? Pure gold. Now get out there and make your own stories!

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