Shelter Island Guide

Everything you need to know about the island — from someone who lives here.

Ten guides covering every dimension of a Shelter Island summer: where to eat, where to swim, how to get here, where to stay, what to do with your dog, and why this island is the East End's best-kept secret.

Food & Dining

The French-inspired gourmet market that feeds Shelter Island — and occasionally its celebrity visitors.

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Island Guide

Why the discerning traveler crosses the ferry instead of taking Route 27.

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Nature & Outdoors

2,350 acres of trails, coastline, and wildlife — one-third of the entire island.

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Dining & Hotels

André Balazs's legendary Shelter Island retreat — the scene, the sunsets, the Sunday afternoon ritual.

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Pet Travel

Which beaches allow dogs, where to hike, and how to cross the ferry with your dog.

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Beaches

Every beach on the island — Crescent, Wade's, Hay Beach, Shell Beach — and what you need to know about permits and dogs.

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Wine & Culinary

37 North Fork wineries are 30 minutes away. Here's how to make the most of a wine country day trip.

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Getting Here

Ferry schedules, driving times from NYC, LIRR tips, and how to avoid the August weekend wait.

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LGBTQ+ Travel

Genuine welcome, total privacy, no scene required — Shelter Island for LGBTQ+ travelers.

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Rentals

Market pricing, booking timelines, what amenities actually matter, and how to find the right property.

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Stay at Glynn Gardens

4 bedrooms. Stone fireplace. Cathedral ceilings. Community beach access. Shelter Island's most distinctive summer rental.

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