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Long Island Travel Guide

  • Photo: Alaz / Shutterstock

Plan Your Long Island Vacation

At 1,377 square mi, Long Island is the largest island on the East Coast, as well as the most varied. From west to east the island shifts from overcrowded roads and suburban sprawl to verdant farmland and fruit-laden vineyards punctuated by historic seaside villages.

Top Reasons To Go

  1. Beaches Whether you prefer the white sand of Fire Island, the more expansive beaches of Southampton, or the surf culture of Montauk, Long Island has beaches to accommodate every sun-and-surf worshipper.
  2. Hampton hobnobbing Browse the stylish boutiques and enjoy dining alfresco at trendy Hamptons restaurants. In peak season, Memorial Day to Labor Day, the town plays host to vacationing New Yorkers, international travelers, and the occasional celebrity.
  3. Historic homes History buffs and architecture enthusiasts can take guided tours of Teddy Roosevelt's summer home at Sagamore Hill and Walt Whitman's birthplace at Huntington Station. Drive by the Gold Coast mansions—or even stay in one (the Glen Cove Mansion is now a hotel).
  4. Seaside villages Don your fisherman's gear and a good appetite for fresh seafood in seaside Sag Harbor, Shelter Island, and Greenport.
  5. Wineries The North Fork is a wine lover's year-round paradise. Many wineries offer tours and tastings so you can see the wine-making process firsthand.

When To Go

When to Go

Long Island beach connoisseurs know that early autumn is the best time to visit; the water stays warm into September and sometimes even early Octob...

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