When it comes to beach towns, Montauk is the cool indie sibling to the more buttoned-up Hamptons. It has the same windswept beaches, tranquil sea views and locavore mentality as the rest of the region, minus the flashy scene. Dubbed “The End,” the town is perched at the easternmost tip of Long Island, 120 miles from New York City—and seeing as how 40 percent of the village is protected parkland, there are plenty of outdoor activities with fewer crowds. Think of it as the boho beachgoer’s getaway: Icons like The Rolling Stones, Jackie Kennedy and Andy Warhol all once vacationed here. And you might still see some boldface names today catching a wave at Ditch Plains Beach. Here’s how to have an ideal trip to the tip of the island.