Destination: The Hamptons

Old Montauk Hwy, Montauk, NY 11954 (map)

98 Indian Wells Hgwy, Amagansett, NY 11930 (map)

Seven-hundred-foot stretch of sand, with lifeguards on watch on weekends.

End of Atlantic Avenue, Amagansett, NY 11930 (map)

Wade in the water and refuel at the concession stand on a strip of sand in Amagansett.

End of Albert's Landing Road, Amagansett, NY 11930 (map)

Three-hundred feet along Napeague Bay.

Flaggy Hole Rd, East Hampton, NY 11937 (map)

Small, but a coveted spot of bay-front beach.

268 Meadow Ln, Southampton, NY 11968 (map)

950 Dune Rd, Westhampton, NY 11978 (map)

Spend the day (or the night) in historic Westhampton.

90 Dune Rd, East Quogue, NY 11942 (map)

Perfect for sports lovers looking to windsurf or play on the sand.

425 Dune Rd, Bridgehampton, NY 11032 (map)

Perfectly prepared for day trippers and locals alike.

47 Montauk Highway, East Hampton, NY 11937 (map)

Reminiscent of its urban counterparts, you might expect to see a giant Buddha inside, but after a few drinks and a handful of wasabi peas, you'll feel miles away from the city--and miles away from sober.

94 Main St, East Hampton, NY 11937 (map)

Craving a steak, and a picturesque setting in which to eat it? For an excellent cut of cow and a high likelihood of celebrity sightings, head to this world-renowned steakhouse and staple of East Hampton's Main Street.

108 Wainscott Road, Wainscott, NY 11975 (map)

23 Main St, Sag Harbor, NY 11963 (map)

62 Main St, Sag Harbor, NY 11963 (map)

Sag Harbor hot spot--with sister seafood shop next door--lives up to most of the hype.

Main St, Sag Harbor, NY 11963 (map)

99 N Main St, East Hampton, NY 11937 (map)

A sceney Hamptons spot with genuinely good Italian food incorporates exotic flavors into local staples, as with the spicy Montauk fluke tartare with wasabi tobiko. Although the $30 prix fixe menu is only available in the off season, you can still reduce costs with the option to take out.

371 W Lake Dr, Montauk, NY 11954 (map)

With access to a neighboring boat ramp and amenities like free wash down service, this is a favorite for fisherman. But for everyone's purposes it's a cozy, accomodating motel nestled away from Montauk's main stretch.

S Edgemere St, Montauk, NY 11954 (map)

Bring your family for a stay in a deluxe one bedroom suite outfitted with kitchen and dining facilities. The laid back vibe transmits throughout this motel hybrid on the Montauk shore.

488 Montauk Hwy, East Hampton, NY 11937 (map)

94 Main St, East Hampton, NY 11937 (map)

Situate yourself in the middle of East Hampton village on historical grounds which feel more country than beachy. As a bonus dine at The Palm there too.

91 Hill St, Southampton, NY 11968 (map)

There's no shortage of activities to entertain visitors, given the wineries, art galleries, antique shops and beaches all located nearby the beautifully manicured five acre plot.

2178 Montauk Hwy, Montauk, NY 11954 (map)

259 E Montauk Hwy, Hampton Bays, NY 11946 (map)

Established in 1959, this family owned bed and breakfast has always focused on comfort first, with a patio adjacent to each of its 30 rooms overlooking Shinnecock Bay.

7 Beach Ln, Westhampton Bch, NY 11978 (map)

A social, family-oriented air separates this cheerful bed-and-breakfast where bocce ball courts and a communal grill are available to satisfy the guests' whims.

1980 Montauk Highway, Napeague, NY 11930 (map)

The New England clam chowder and, of course, the famous lobster rolls (served on a hot dog bun) are reason enough to stake out a table at this casual restaurant, located off the highway between Amagansett and Montauk. But don't go in the off-season; it's only open in summer months.

37 Shore Rd, Shelter Isle HTS, NY 11965 (map)

210 Hampton Rd, Southampton, NY 11968 (map)

An Old South setting and modern homestyle cooking keep this place buzzing year round.

10 Main St, East Hampton, NY 11937 (map)

In the center of town, dine on a favorable combination of English pub food and French bistro cuisine at the copper-topped bar, or grab a table in the main dining room. Either way, don't miss one of the best burgers in all of East Hampton.

1615 Sag Harbor Tpke, Sag Harbor, NY 11963 (map)

Garden-fresh dining that updates the Hamptons' 300-year-old farming tradition.

2402 Montauk Hwy, Bridgehampton, NY 11932 (map)

Choose from a plethora of pizza pie varieties, then grab a seat inside at the redwood bar or outside (weather permitting).

2393 Main St, Bridgehampton, NY 11932 (map)

Pop into this small, twenty-person sushi joint for a charming atmosphere and healthful fare that'll appeal to vegetarians and carnivores alike.

65 Tuthill Rd, Montauk, NY 11954 (map)

Chomp on moderately priced lobster and shellfish while dining on a deck that offers a dual view of Fort Pond and Gardiner?s bays.

2 Main St, Sag Harbor, NY 11963 (map)

Get your caffeine fix with cappuccinos and espressos by day at the internet cafe, or swing by after dinner for a late-night port or cognac.

88 Firestone Rd, Montauk, NY 11954 (map)

Local surfers and fisherman mingle with summer tourists, all reveling in the waterfront space. Grab a beer with ease from the window bar, which conveniently caters to outdoor patrons.

29 Newton Ln., East Hampton, NY 11937 (map)

Unwind from a day at the beach with a personal pizza and a glass of rose at this relaxed, elegant and airy Italian spot, smack in the middle of town--a perfect choice for pre- or post-movie dining.

2167 Montauk Hwy, Amagansett, NY 11930 (map)

Situated between Amagansett and Montauk, the cheap drinks and beach eats are Island-renowned at this lively stop on the highway.

256 Elm Street, Southampton, NY 11968 (map)

Transition from your dinner table to the d-floor, properly stuffed and prepared for late night partying at this Chinese-themed spot right near the Southampton train station.

1181 N Sea Rd, Southampton, NY 11968 (map)