The Hamptons Guide

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

Wade in the water or refuel at the concession stand on this long, sandy beach in Amagansett. An East Hampton Town permit gets you free parking, but there's also a paid lot for non-residents, which means you can expect a crowd in the high-season.

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

If nearby, popular Louse Point gets crowded, head to this tranquil bay front spot on the Amagansett side of Napeague Bay. Visitors beware: a local town permit is required.

268 Meadow Ln, Southampton, NY 11968 (map)

Southampton's foremost beach offers a long stretch of sand, plus the comforts of a pavilion with snacks and shower facilities. Lifeguards are on duty during the summer season, making it perfect for families and serious ocean swimmers. Non-residents pay $40 per day for parking, and chair or umbrella rentals will set you back $10 or $15, respectively.

950 Dune Rd, Westhampton, NY 11978 (map)

Luckily for visitors and would-be campers, the natural wonders at this West Hampton beach are complemented by a slew of facilities including a snack bar, first-aid center, showers and changing rooms.

Ditch Plains Rd, Montauk, NY 11954 (map)

Although it's best-known as a surfing spot, this beach is a good place for families, too; the area designated for surfers is a safe distance away from the swimming space. A concession stand is open during the summer months, and there are nearby bathroom facilities as well. The only drawback is that parking is by town permit only.

Old Montauk Hwy, Montauk, NY 11954 (map)

This beachfront property in Montauk features uninterrupted stretches of white sand and rolling dunes. For those toting sleeping bags, Hither Hills is one of 165 public spots operated by the New York State Parks System in which camping is permitted.

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

An expansive stretch of sand along the Atlantic Ocean draws throngs of sun worshippers and swimmers to this Amagansett beach. If it seems less crowded than its nearest neighbor, Atlantic Beach, that's because Indian Wells is open only to those with residential permits (though if you can walk or bike here, head over).

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

This small, coveted strip of bay front beach in the Springs area of East Hampton is positively peaceful, with calm waters and a quieter scene than the crowded beaches south of the highway.

Ocean Ave, East Hampton, NY 11937 (map)

East Hampton is notorious for drawing schools of New Yorkers come summer, probably because of beaches like this one. Long and clean, the sandbanks are piled high here, while the waves are known to be some of the best in New York. Unfortunately, parking passes for non-residents tend to sell out quickly, so get there early.

425 Dune Rd, Bridgehampton, NY 11032 (map)

If you're lucky enough to have a Southampton address for the summer, enjoy an afternoon swim or challenge the neighbors to beach volleyball at this residents-only beach. Outdoor showers, picnic tables, a food stand and restrooms provide simple comforts on a hot day.

31 W Water St, Sag Harbor, NY 11963 (map)

You couldn't ask for a better location than Baron's, which sits in the center of the 300-year-old one-time whaling village of Sag Harbor. The inn attracts a diverse group of guests all seeking the same thing: leisure. Clean units with sunny harbor views are appealing, as are the tennis courts and immaculate outdoor pool.

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

Formerly the Dutch Motel & Cottages, this rebranded, no-frills motel offers guest rooms that feature refrigerators, microwaves and cable TV, plus Jacuzzi-outfitted suites.

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

This cheerful West Hampton bed-and-breakfast is unique--not only for its bocce ball courts, but also for its sociable, family-oriented air. With 36 rooms, it's unusually large for a B&B, so city slickers needn't worry about feeling overly isolated.

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

Towering pine trees, vaulted wood beam ceilings and on-premises antique shops set the tone at this family-owned bed and breakfast, established in 1959. The property--perched upon five acres of green hillside--overlooks Shinnecock Bay.

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

This bargain motel is tucked away from Montauk's main stretch, just a short walking distance from the harbor's boat-filled docks. The motel's two-story, sky blue building wraps around a small lawn, pool and patio area. There are also two tennis courts, which guests can use for free.

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

Named after its original 18th-century owner, this East Hampton inn is at once quaint and magnificent, known for its well-tended lawn and white picket fence. It's also home to the popular Palm restaurant.

88 Firestone Rd, Montauk, NY 11954 (map)

Local surfers, fisherman and summer tourists relax together at this charming waterfront space. Enjoy the luxury of watching the sunset on the patio without dragging yourself inside for another drink--a special window bar lets you order from outside with ease. And if it happens to start raining, there's plenty of room indoors.

S Edgemere St, Montauk, NY 11954 (map)

This Montauk resort is a cross between a motel and a condo complex. Though the exteriors of its three buildings could use an upgrade, the setting is considerably improved thanks to balconies that overlook the beach. It's a great choice for affordable family vacations.

91 Hill St, Southampton, NY 11968 (map)

There's plenty to do on five acres of beautifully manicured grounds. As the home of the Southampton Pool and Tennis Club, on-site activities at the inn include kayaking, table games and volleyball (and, of course, swimming and tennis). Nearby antique shops, galleries, wineries and beaches also keep guests busy.

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

Deprived New York smokers rejoice! This miniature lounge is one of the last bastions for smokers out east. Daytime and evening patrons settle into chairs and loveseats near the six-stool bar to sip specialty cocktails, puffing away all the while.

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

Located smack in the center of the Village of East Hampton, this Italian restaurant is a casual but elegant dining option. The seating area out front and the bar inside both offer a breezy environment for post-beach cocktails and apps, while the dinner hour is somewhat more formal without being stuffy..

2167 Montauk Hwy, Amagansett, NY 11930 (map)

During the high season you may have to park at the end of a line of cars and trek to this no-frills spot, located off Montauk Highway. But it's well worth risking your life crossing the busy road to try Cyril's tasty fried fish and reasonably priced frozen drinks. Order an icy cocktail like the BBC (bananas, Baileys and cream); you'll be surprised how well it goes with deep-fried Cajun calamari.

65 Tuthill Rd, Montauk, NY 11954 (map)

This all-outdoors Montauk clam shack, known for its chunky chowder, is perched at the intersection of two intensely blue waterways. The vast wooden deck provides unbelievable vistas both day and night.

11 S Emory St, Montauk, NY 11954 (map)

Most opt for seafood at this sprawling Montauk classic with a large following. Since hearty portions mean every dish is plentiful enough for sharing, it's the perfect spot for groups, both large and small.

695 Montauk Hwy, Montauk, NY 11954 (map)

Since 1967 (when it actually was a drive-in), kids, cops, regulars and in-the-know visitors have frequented John's for its famous burgers and old-fashioned milkshakes. Years of exposure to the elements may have faded the brightly colored tables and benches, but that only makes the place feel more charmingly well-worn.

210 Hampton Rd, Southampton, NY 11968 (map)

A subdued setting and modern, home-style cooking provide a change from the tony restaurants that dominate the affluent town of Southampton. Part brasserie, part bar, it appeals to a versatile crowd of diners and drinkers all year-round.

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

The sunset over Shelter Island Bay steals the spotlight from stiletto-clad socialites at this outdoor bistro. Potent cocktails, breezy outdoor seating and a French-influenced, seafood-rich menu aren't too shabby, either.

183 S Edgemere St, Montauk, NY 11954 (map)

At this beach bum's paradise in Montauk, there's room to drink and dance, plus a patio overlooking Fort Pond. The sprawling outdoor deck gives customers an excuse to mingle and flirt freely by the light of tiki torches. If you really need to rest your feet, try your luck at one of several picnic tables; otherwise it's standing room only during peak hours.

41 S Ferry Rd, Shelter Island, NY 11964 (map)

Fresh, simple fare attracts a devoted crowd to this cozy Shelter Island hideaway, appropriately housed within a white-shingled ranch complete with overflowing window boxes and outdoor picnic tables.

Main St, Sag Harbor, NY 11963 (map)

This historic maritime inn serves contemporary American fare from the comfort of several Victorian dining rooms that boast a unique, beach-tinged charm, with details like ornate chandeliers, languid ceiling fans and walls covered in nautical artifacts. The food is solid, and the impressive wine list has garnered national recognition.

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

On summer nights, don't bother showing up at this East Hampton restaurant without a reservation. Though the exterior looks rustic, inside you'll find stylish patrons and a trendy scene. Nibbling on Asian fusion fare and sipping a lychee martini, it's just like being back in Manhattan--especially once the large bill arrives.

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

Come summertime, this East Hampton hot spot is the place to see and be seen. A wall of celebrity and non-celebrity caricatures greets diners in the bar, but the real centerpiece of the room is the enormous fireplace (pity it's gas). On summer weekends, it's virtually impossible to get a table without a reservation made far in advance--unless, of course, you happen to be Billy Joel.

341 Pantigo Rd, East Hampton, NY 11937 (map)

The New American menu at this East Hampton classic has kept both full-time residents and vacationers coming back for over a quarter century--thanks largely to its being tasty, unpretentious and welcoming to guests with two fireplaces, a bustling bar and a menu of stand-out dishes starring top local fish and produce.

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

This bustling Sag Harbor sushi spot emphasizes creativity, with a section of its menu devoted to exotic rolls. Expect a madhouse during the high season, and don't be surprised to see a famous face or two noshing on raw fish.

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

Tucked inside the picturesque Hunting Inn, the long-standing East Hampton branch of this popular steakhouse chain maintains a congenial atmosphere--even as Wall Street types use company credit cards to pay for 36-ounce New York strips and jumbo lobsters.

1020 Montauk Hwy, Water Mill, NY 11976 (map)

It's easy to mistake Water Mill for Cyprus when at this upscale, traditional Greek restaurant, where the house specialty is a grilled whole fish, served in Ladolemono (a Greek lemon sauce). As at the original Trata in Manhattan, the cuisine is outstanding and service is attentive. Unfortunately, getting a reservation may prove difficult.

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

The multi-level deck overlooking the Atlantic makes this East Quogue dance club different from anything you'll find in Manhattan. Perks include indoor and outdoor bars as well as a stage for live performances. The loud house music that is often played can seem like a stark contrast to the setting (an historic coast guard station), but the overly muscled crowd that patronizes the place doesn't seem to mind.

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

It's like spring break in South Beach at this 30,000-square-foot indoor/outdoor Hampton Bays dance club. A longtime staple of the East End nightlife scene, Whitehouse draws throngs of midriff-baring and Abercrombie-wearing partyers every summer weekend (and if they look a bit young that's because it's 18 to party, 21 to drink).