All Events in Shelter Island

Free classical and chamber music concerts throughout the summer on Shelter Island. Nine performances featuring acclaimed musicians in intimate settings across the island. A cultural highlight of the Shelter Island summer season. Read more...

Year-round programming at the Shelter Island Public Library including author talks, book clubs, children’s programs, movie screenings, art exhibitions and community events. The library serves as a cultural hub for island residents. Read more...

Public meetings of the Shelter Island Town Board held on the 1st and 3rd Friday of each month. Open to all residents and property owners. Stay informed about town governance, zoning decisions, and community issues. Read more...

Community adult recreation sports programs at the Shelter Island School including softball, basketball and volleyball. Seasonal programs organized by the town recreation department for island residents. Read more...

Annual community holiday tree lighting ceremony in Shelter Island Heights with carols, hot cocoa and festive cheer. A beloved winter tradition that brings the island community together during the holiday season. Read more...

Annual Memorial Day ceremony honoring veterans with a community parade and remembrance service on Shelter Island. A solemn and meaningful tradition paying tribute to those who served. Read more...

Annual Independence Day fireworks display over the water at Crescent Beach. One of Shelter Island’s biggest community events, drawing residents and visitors to the beach for a spectacular show over the bay. Bring a blanket, grab a spot early, and enjoy the celebration. Read more...

Annual sunset 10K race through Shelter Island, running since 1980. One of the most scenic road races on Long Island, attracting runners from across the region. The course winds through island roads with water views and finishes at the school. A beloved Shelter Island summer tradition. Read more...

Fresh local produce, baked goods, flowers, crafts and community gathering every Saturday morning through the summer season from May through September. Held at the Shelter Island Historical Society grounds, this is the island’s weekly gathering place where locals and visitors meet, shop and connect. Read more...

Live music performances every Saturday evening during the summer season at the historic Chequit hotel in Shelter Island Heights. A Shelter Island summer tradition featuring local and regional musicians in one of the island’s most charming settings. Read more...

Monthly guided birding walks through the 2,039-acre Mashomack Preserve nature sanctuary managed by The Nature Conservancy. All skill levels welcome. Explore oak woodlands, marshes and coastline while spotting osprey, warblers and shorebirds with experienced guides. Read more...

Guided kayak tours along the coastline of the Mashomack Preserve during the summer season. Explore salt marshes, spot wildlife, and experience the preserve from the water. A unique way to see one of the most pristine ecosystems on the East End. Read more...

Nature education programs for children at Mashomack Preserve including guided hikes, wildlife identification and outdoor activities. A wonderful way for kids to connect with nature on Shelter Island during the summer months. Read more...