Shelter Island Guide

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

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

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

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

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

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

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

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

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

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

Calm beaches, Mashomack trails, Sylvester Manor farm visits, cycling, and an island small enough for a child to know by heart.

Month-by-month temperatures, ocean conditions, and why September is the island's best-kept secret.

Sunset Beach, Ram's Head Inn, The Pridwin — and the clear case for a private rental house over a hotel.

Every restaurant worth knowing — Marie Eiffel Market, Sunset Beach, Vine Street Café, Ram's Head Inn, and where to stock a rental house.

North Ferry from Greenport, South Ferry from North Haven — hours, pricing, peak-season wait times, and how to avoid them.

The complete activities guide — beaches, Mashomack trails, kayaking, dining, wine country day trips, cycling, and more.

Eleven thousand years — from the Manhanset people and the Quaker refuge of the 1650s to the Gilded Age resort era and the preservation of Mashomack.