date night
Guides · Updated August 2026
Better than dinner and a movie
A good date needs one thing to talk about that isn’t the menu. Here’s the Island’s supply: sunsets that do the work for you, tasting rooms with views, and a few adrenaline options for the second date.
The classics, done right
Wineries, gardens, and golden hour.
Farm & vine Wölffer Estate Vineyard
Sagaponack
Farm & vine
Croteaux Vineyards
Southold
Garden Old Westbury Gardens
Old Westbury
Garden Humes Japanese Stroll Garden
Mill Neck
Icon Sea Cliff Village
Sea Cliff
Icon Babylon Village
Babylon
Farm & vine
Baiting Hollow Farm Vineyard
Baiting Hollow
Icon Bald Hill Vietnam Veterans Memorial
Farmingville
Farm & vine
Barrier Brewing Company
Oceanside
Garden
Bayard Cutting Arboretum
Great River
For the adventurous pair
Do something with a pulse, then get dinner after.
Activity
The Adventure Park at Long Island
Wheatley Heights
Activity Nissequogue River Paddle
Kings Park
Activity
Paddle Diva
East Hampton
Activity
Buckskill Winter Club
East Hampton
Activity
Activate
Garden City
Activity
Adventure Paddleboards & Kayaks
East Quogue
Activity
American Beauty Cruises
Sag Harbor
Activity
Americana Manhasset
Manhasset
Sunset spots
Show up 40 minutes early. Thank us later.
