Guidebook for Shelter Island

Dawn
Guidebook for Shelter Island

Drinks & Nightlife

Fabulous views to watch sunsets. Massages on the beach. Hip scene on Saturday evenings. Book dinner reservations 3 wks in advance on big weekends. French chef. Great food.
93 locals recommend
Sunset Beach
Shore Rd
93 locals recommend
Fabulous views to watch sunsets. Massages on the beach. Hip scene on Saturday evenings. Book dinner reservations 3 wks in advance on big weekends. French chef. Great food.
Hands down the best restaurant on Shelter Island. Fresh seafood with creative twists. Go for the food; no view so bring good company. Book early. The place gets crowded.
61 locals recommend
Vine Street Café
41 S Ferry Rd
61 locals recommend
Hands down the best restaurant on Shelter Island. Fresh seafood with creative twists. Go for the food; no view so bring good company. Book early. The place gets crowded.

Food Scene

The best for breakfast burritos, hearty lunches and fab coffee. Not open for dinner. In town short walk from North Ferry.
22 locals recommend
Stars Cafe
17 Grand Ave
22 locals recommend
The best for breakfast burritos, hearty lunches and fab coffee. Not open for dinner. In town short walk from North Ferry.

Everything Else

Great to read on their sprawling lawn overlooking the water. This is old Shelter Island. Wednesday evening you can buy tickets to their surf and turf all you can eat buffet on the lawn.
17 locals recommend
The Pridwin
81 Shore Rd
17 locals recommend
Great to read on their sprawling lawn overlooking the water. This is old Shelter Island. Wednesday evening you can buy tickets to their surf and turf all you can eat buffet on the lawn.
Rent bikes, scooters, electric golf carts here. A short walk from Thornwood Estate. In town on 114.
13 locals recommend
Piccozzi's Fuel & Bike Shop
1 Bridge St
13 locals recommend
Rent bikes, scooters, electric golf carts here. A short walk from Thornwood Estate. In town on 114.
A traveling pilates class meets here on weekends. Drop ins welcome.
Dering Harbor Inn
13 Winthrop Rd
A traveling pilates class meets here on weekends. Drop ins welcome.
Someday these guys will get an amazing chef, but for now, grab a glass of wine from the old bar inside this amazing place and sit on an Adirondack chair to watch the sunset. Life changing.
19 locals recommend
Ram's Head Inn
108 S Ram Island Dr
19 locals recommend
Someday these guys will get an amazing chef, but for now, grab a glass of wine from the old bar inside this amazing place and sit on an Adirondack chair to watch the sunset. Life changing.