Events and Things to Do in Shelter Island, NY

Thursday, August 6

Featured

Solving the Medicare Puzzle/Medicare Myths Exposed

AUG

6

7:30 PM

Upper West Side, NY

Tonight-Thursday-August 6th-7:30 PM-FREE ZOOM Class Taught by Expert Medicare Adviser-Robert Remin After 34 years at WFAN...

Share

Saturday, August 15

Featured

2026 S-Mile Swim Challenge

AUG

15

9:00 AM

Cooper's Beach, 268 Meadow Ln, Southampton, NY

S-Mile Swim Challenge Saturday • August 15th, 2026 Coopers BeachOCEAN SWIM Race Start: 8:00AM Participants will have a choice...

Share

Featured

Artists of Shelter Island (artSI) Open Studios Tour Celebrates Sweet Sixteen!

AUG

15

12:00 PM

Shelter Island, NY

The creative hub that is Shelter Island—a mere 27-mile stretch of land just 90 miles from Manhattan—remains a somewhat...

Share

Thursday, August 6

• Solving the Medicare Puzzle/Medicare Myths Exposed 7:30 pm

  ZOOM-Solving the Medicare Puzzle

  
  
• WQIAB

  6:00 pm

  Shelter Island, NY Calendar, 38 North Ferry Road, Shelter Island

  
  

Friday, August 7

• An Evening With Tom Junod, Susan Morrison and Loudon Wainwright

  6:00 pm

  Gardiner's Bay Country Club, 12 Dinah Rock Rd, Shelter Island

  
  

Saturday, August 8

• The James Hunter Six - Creekside at Sylvester Manor

  4:30 pm

  Sylvester Manor Educational Farm, 80 N Ferry Rd, Shelter Island

  
  
• The James Hunter Six

  4:30 pm

  Sylvester Manor Educational Farm, 80 N Ferry Rd, Shelter Island

  
  

Monday, August 10

• Community Preservation Fund Advisory Board

  8:30 am

  Shelter Island, NY Calendar, 38 North Ferry Road, Shelter Island

  
  
• Water Advisory Committee

  2:00 pm

  Shelter Island, NY Calendar, 38 North Ferry Road, Shelter Island

  
  
• The Origins of Independence Day (SI Public Library)

  4:00 pm

  Shelter Island, NY Calendar, Shelter Island

  
  
• Town Board Meeting

  6:00 pm

  Shelter Island, NY Calendar, 38 North Ferry Road, Shelter Island

  
  

Saturday, August 15

• 2026 S-Mile Swim Challenge 9:00 am

  Cooper's Beach, 268 Meadow Ln, Southampton

  
  
• Artists of Shelter Island (artSI) Open Studios Tour Celebrates Sweet Sixteen! 12:00 pm

  Shelter Island artist studios