Long Island outdoor activities for friend groups
Sunken Meadow trail run mornings, Shinnecock paddle, Caumsett group hike, Long Beach boardwalk + brunch days — the group-of-4-6 LI outdoor playbook.
12 matching events
Padel & Flow: Yoga for Better Performance Workshop
Padel & Syosset teams up with Revolution Yoga to show how targeted yoga work translates to better movement on the court. You'll work through mobility drills and recovery techniques that address the specific demands of padel—rotation, lateral movement, shoulder health. Revolution Yoga is right off Sunrise Highway in Rockville Centre, with street parking and a municipal lot around the corner.
- When
- Where
- Revolution Yoga, Rockville Centre
- Price
- See ticket page
Fantasy Football 101
If you've been nodding along when your friends talk about their fantasy leagues without actually knowing how any of it works, this free library workshop breaks down the basics. Patchogue-Medford Library, downtown on East Main.
- When
- Where
- Patchogue-Medford Library, Patchogue
Editor's Pick Islanders vs. Rangers — Battle of New York
The Islanders host the Rangers at UBS Arena in Belmont — the regular-season opener of the most-watched rivalry in NYC-area pro sports. UBS Arena is the modernized 17,000-seat home of the Islanders since 2021. Plan extra time for parking + the Belmont Park access road traffic on game nights.
- When
- Where
- UBS Arena, Belmont Park
- Price
- See ticket page
Sands Point Preserve — Fall Mansion Tours + Trail Walks
Sands Point Preserve is the Port Washington-adjacent peninsula with three Gilded Age mansions, 5 miles of trails, and Long Island Sound shoreline. Fall mansion tours run Friday-Sunday September through November. The Hempstead House mansion is famously the supposed inspiration for Gatsby's mansion.
- When
- Where
- Sands Point Preserve, Sands Point
- Price
- See ticket page
Caumsett State Park — Fall Hike + Private Beach Day
Caumsett is the Lloyd Harbor peninsula state park reached by a 1.5-mile walk through mature forest to a private (no parking, no crowds) beach on Long Island Sound. Free, family-friendly, dog-leash-allowed. Fall foliage peak is mid-October. The 'private beach' aspect is real — most visitors don't make the walk.
- When
- Where
- Caumsett State Park, Lloyd Harbor
Long Beach Marathon + Half — Boardwalk Sunday
Long Beach's annual fall marathon + half-marathon along the 2.2-mile boardwalk + neighborhood streets. The boardwalk loop is genuinely one of the prettiest urban race courses in metro NYC. Spectator-friendly — most of the course is visible from the boardwalk.
- When
- Where
- Long Beach Boardwalk, Long Beach
- Price
- See ticket page
Editor's Pick Billy Joel at Jones Beach Theater — Hometown Show
Billy Joel's annual Jones Beach Theater hometown show — the most-sacred concert ritual on the Long Island calendar. The Hicksville-raised, Cold Spring Harbor-resident Billboard Hall of Fame inductee returns to the 15,000-seat amphitheater on the Atlantic for a single summer night. The LI deep-cuts come out. The crowd is the most-LI crowd you'll see at any concert. The sunset over Bay Parkway during the opener is structurally perfect. Forty years of LI summer history in one show.
- When
- Where
- Northwell Health at Jones Beach Theater, Wantagh
- Price
- See ticket page
Editor's Pick Sayville Summer Family Fair
Sayville Village's annual summer family fair on Main Street. Carnival rides for kids 3-12, food trucks, live family music, free face-painting + crafts, fire-truck climb-on, beer garden in a separate adults-only zone. Free admission, ride wristbands $20. The South Shore family Saturday at its peak.
- When
- Where
- Downtown Sayville Main Street, Sayville
Long Beach Boardwalk Concert Series — Thursday Free Show
Free outdoor concert series on the Long Beach boardwalk, Thursdays in August. Bring a beach chair or blanket — the stage is mid-boardwalk near Riverside Blvd. LIRR direct from Penn, 50 min door to boardwalk.
- When
- Where
- Long Beach Boardwalk, Long Beach
Editor's Pick Northport Fall Festival
Northport Village's signature street festival shuts Main Street down for a full Saturday of food trucks, live music on the harborfront stage, kids' rides, and 100+ local vendors. Park on Bay Avenue by 10:30 AM — the main lot fills by 11. The food vendor lineup at the village green is the highlight; line up by noon for the first wave before the lunch rush.
- When
- Where
- Northport Village, Northport
Editor's Pick Oyster Bay Oyster Festival — 200K Visitors, One Weekend
Long Island's biggest single annual event — 200,000+ visitors descend on Theodore Roosevelt Park in Oyster Bay over a mid-October weekend for $1 oysters, 100+ food vendors, 250+ craft stalls, multi-stage live music, a tall ship in the harbor, and the working-fishing-village atmosphere that the Hamptons don't have. Free admission. Forty-plus years of history. The LI fall event of the year.
- When
- Where
- Theodore Roosevelt Memorial Park, Oyster Bay
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
Want different recommendations?
Pick a different combination — every result page is a curated event list.