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Montauk, New York Tour

Where to stay, dine, and play in Long Island’s coolest coastal town.
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Rating: 5 out of 5 by EveryTrail members
Difficulty: Easy
Duration: Multiple days

Overview :  Montauk, at the easternmost point of Long Island, has been colonized by fashion-forward boutiques and hotels that are one-upping the... more »

Tips:  Montauk is approximately 120 miles from New York City—upwards of three hours by car or the Hampton Jitney (hamptonjitney.com; one way ... more »

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Points of Interest

1. Haven, Montauk

Surfer chicks—and their moms—love Haven for its flirty frocks, Brazilian jewelry, and vintage finds (a Pucci longboard, Midcentury Modern vases).

Address:
83 S. Elmwood Ave.
Montauk, New York
United States

Phone:
(631) 668-4844

The 80-year old island staple, where Charles Lindbergh once visited, will give its 107 rooms a multimillion dollar overhaul in 2009.

Address:
32 Star Island Rd.
Montauk, New York
United States

Phone:
(631) 668-3100

3. Screaming Mimi’s

With stores already in Manhattan and Tokyo, this vintage boutique recently opened a Montauk outpost.

Address:
662 Montauk Hwy.
Montauk, New York
United States

Phone:
(631) 668-1631

4. Share with Montauk

Striped Breton sailor tops hang from driftwood displays at this fair-trade- and organic-focused shop. Its owner, Joelle Klein, used to be a designer for Calypso Christianne Celle.

Address:
764 Montauk Hwy.
Montauk, New York
United States

Phone:
(631) 668-2205

5. Solé East Resort

The low-key Tudor-style hotel has beachy accents like sisal carpets and wood-burning fireplaces.

Address:
90 Second House Rd.
Montauk, New York
United States

Phone:
(631) 668-2105

6. Solé East Beach

The low-key property is a revamped oceanfront motel.

Address:
107 S. Emerson Ave.
Montauk, New York
United States

Phone:
(631) 668-6700

If you want to take surfing lessons, head to the Sunset Surf Shack and ask for owner Craig Lieder, a quintessential hang-ten dude.

Address:
76 S. Elmwood Ave.
Montauk, New York
United States

Phone:
(631) 668-2495

Owned by a team of New York City club impresarios, the Surf Lodge made a splash when it opened its 32-waterfront rooms on Fort Pond in the summer of 2008. The property includes a tiny Tracy Feith shop filled with caftans, a restaurant helmed by Top Chef star Sam Talbot, surf movies on rotation 24/7 in the lobby, and an open-air deck that doubles... More

9. Tauk

Former models Marylynn Piotrowski and Staci Dover are the tastemakers behind this source for bright espadrilles, sailcloth totes, and other beachy finds.

Address:
54 S. Erie Ave.
Montauk, New York
United States

Phone:
(631) 668-3686