Hop on the LIRR to Greenport and take a ten-minute ferry to go island hopping (NYC style). Once there, grab a bicycle and hit the sand. Crescent Beach is best for a party, but pedal south to Wades or Shell Beach for peace and quiet.

Every Wednesday, The Pridwin hosts a sunset barbecue with steamed clams and tuna caught by the proprietor and his son. Live music makes the festivity worth skipping work.

Breathe in the salty air from one of The Pridwin’s rooms. Its quaint cottages are booked for the season; get on that next May.

Have your cake and eat it, too: Wade in the hotel pool while staring out across the sound.

If you prefer a more tranquil vibe, settle down at the recently opened La Maison Blanche. 

Spend afternoons on the petanque courts (much like boccie) at La Maison Blanche.

Fill up on mussels and chilled lobster at the in-house restaurant before crawling into a fluffy bed.

Forget sleeping in; if you want to score Kyle’s famous sugar and jelly donuts, you best be up with the birds (Friday through Monday).

But for a more leisurely weekend meal, try the cafe’s Sunday brunch.

For dinner, reserve a table at Vine Street Cafe, a nearly 10-year-old spot that did local before local was cool (Ina Garten’s a fan).

Bouillabaisse on Mondays, duck confit on Saturdays — the specials are killer.

The cafe’s new takeout market was constructed from remnants of island homes.

It stocks upscale barbecued bites inspired by chef Terry Harwood’s Tennessee roots (pulled pork, hickory-smoked ribs).

Forgot a clamming rake? Chef Harwood’s chowder has your bivalve craving under control.

Start your nights at The Chequit, an inn-of-all-trades with a bar that hosts bands, billiards, and dancing. There’s also a tree-covered patio.

After The Chequit, head downhill to The Dory, a no-nonsense dive with an after-hours tiki deck.

The islanders are a close-knit crew. Make new friends while perusing local wine, flowers, and produce at the Shelter Island Farmers Market (Saturdays, through October 8).

Hydrangeas abound. Take a bundle back to the city to extend your getaway.

Our favorite vendor at the Shelter Island Farmers Market is 14-year-old Sawyer Clark. He hawks bluefish, clams, blue claw crabs, and other seafood he catches himself. He sells out quickly, so be there for the 10:30 a.m. opening.

Continue hobnobbing at Sylvester Manor and catch creative workshops (including dance and, yes, banjo building) this month, or enjoy the bluegrass stylings of Blue Highway on September 3.

The original 1652 homestead opened to the public this year with a working farm and CSA.