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Summer in the Hamptons: Hampton Bays, the Gateway Drug

One of the advantages of living in New York City, besides the noise, the garbage, and the occasional terrorist attack, is getting to spend summer weekends in the Hamptons. Located just 75 miles east of New York City, the Hamptons are a string of posh, picture-perfect little villages set along the southern shore of Long Island, also known as the South Fork.

People sometimes assume that all of the Hamptons villages are interchangeable, filled with the same Gatsby-esque mansions and gourmet restaurants and Lilly Pulitzer stores. But that couldn't be further from the truth, so Angel and I created this handy map so you can tell them apart.


The Hamptons have long been a weekend haven for wealthy investment bankers and celebrities, so of course Angel and I fit right in . . . with their domestic help.

Seriously, though, last summer we saw Julianne Moore at an ice cream shop in Bridgehampton, and a few years ago we saw Jon Stewart sitting on a bench in Sag Harbor. I saw Billy Joel there once, too, and I was just glad that he was on foot and not behind the wheel. In other words, we are constantly rubbing elbows with the A-listers out there.

When we're not sipping Cristal at P. Diddy's place, we are lucky enough to be at our tiny cottage in Hampton Bays, a two-stoplight hamlet in Southampton. In keeping with the grand tradition of Hamptons residents naming their estates, we named our cottage Casa Sombra, which means "shady house."

Because of all the trees, not the occupants. Ahem.








The cottage is approximately the size of a toll booth, but for two people who spend their weekends in a Hamptons-based mashup of "The Amazing Race" and "Iron Chef," sprinting like maniacs from restaurants to wineries to farmstands, it's just the right size.



Our cottage is part of a small community of similar cottages that share a pool and tennis courts. Do we play tennis, you ask? No. Well, not since I got my a$$ kicked by our 76-year-old neighbor who'd just had knee surgery, that is.



The cottages are nestled in a wooded area that visitors often say reminds them of summer camp. To a couple of city slickers like us, these woods are beautiful but also dangerous, being that they are filled with wild animals. God only knows when one of them will decide to attack us!



Indeed, just a few weeks ago I stumbled upon this beautiful but terrifying beetle while gardening. I of course photographed it so that someone in the online bug community could identify it and let me know how fast its venom will kill me.


Turns out it's a rare type of moth, not a beetle, making it doubly terrifying . . . because now it can fly after me when I run screaming.

Still, I am practically that guy from "Man vs. Wild" in comparison to Angel, a born-and-bred city boy. Case in point: A few years ago I suggested that we get a birdbath for our garden. Angel wasn't too keen on the idea, but he refused to explain why. Confused as to why someone might be anti-birdbath, I pressed him for a reason. After much hemming and hawing, he finally admitted, "I don't know anything about running one of those. I mean, what all is involved in that?" Complicated contraptions, those birdbaths.


The village where our cottage is located, Hampton Bays, is sometimes called the "gateway" Hampton, which is intended to convey its easy access to the Long Island Expressway, but instead conjures up images of a seemingly harmless "gateway" drug that leads to much more dangerous and expensive ones. And that pretty much sums up Hampton Bays: It seems like a really nice place, until you get an eyeful of one of the other Hamptons, and before you know it you're trading in your current husband for a 24-year-old with a trust fund and an oceanfront spread in East Hampton.

Hampton Bays juts out from the South Fork on a peninsula bordered by Tiana Bay, Shinnecock Bay, and the Atlantic Ocean to the south, and the Shinnecock Canal and Great Peconic Bay to the north. This location gives the town unparalled access to the water for boaters, fishermen, beachgoers, and those of us who prefer our recreation to include a waterside table and a frozen drink.





Hampton Bays is also home to one of the last surviving commercial fishing fleets on Long Island. I mean, who wants fresh-off-the-boat seafood when you could have frozen fish sticks from Vietnam?









In addition, Hampton Bays is located precisely at the point where Long Island's North and South Forks split, giving the town easy access to both the glitzy South Fork and the bucolic, vineyard-dotted North Fork. Which basically means that you can take your choice of getting drunk on $16 martinis or homemade wine.


Indeed, Hamptons Bays sits on such prime real estate that in 1743, a smallpox outbreak was attributed to the deliberate distribution of infected blankets being handed out by one K. M. Fallo, who then purchased land titles from the widows and orphans left behind. So that's where developers come from!

Although there's lots to do in the Hamptons, on most weekends Angel and I like to keep things simple: He watches baseball and I lay at the pool, until one of us gets hungry and hollers at the other one to hurry up so we can go get something to eat. Often we end up at Rumba, an island-inspired rum bar whose laid back, come-as-you-are vibe is perfect for a couple of sloths like ourselves.




I take that back. THIS woman is the sloth. Apparently she just lies there all day, critiquing the boulders her kid is forced to bring her.


Rumba's drinks come in two sizes, "beenie" (small) and "bigga," which also describe the proportionate size of the hangover you will have the next day.



A big draw at Rumba are the $5 tacos, which are served in warm corn tortillas and filled with your choice of pineapple-soy marinated skirt steak, sage-breaded local fish, Dominican-style BBQ pork, or jerk chicken. Or all four, if you're Angel.




But my favorite dish here is the Caesar salad with garlic dressing, which I'm pretty sure is made by combining a few cloves of roasted garlic with an entire jar of mayonnaise and a few fistfuls of lard. Which is by no means an insult.


Our other regular hangout is the Canal Cafe, a casual spot tucked away on the Shinnecock Canal.


I was initially disinclined to like this place because they don't have a drink list. That's right: In a town where they could charge (and I would make Angel pay) fourteen bucks for virtually any cocktail with a tropical fruit in the name, Canal Cafe is staunchly old-school: beer, wine, or well drinks, take it or leave it. The bartender will, however, make you a quite passable rum punch, which is potent enough to make me forget the fact that I have fancy-fruit-drink taste on a Pabst-Blue-Ribbon budget.


This menu board shows all of Canal Cafe's lunch specials. As you can see, it's a little expensive, much in the way that I'm a little bit of a glutton. It is the Hamptons, though, so these prices aren't too bad . . . until you realize that your $26 lunch entree is served on a paper plate, and you'll be eating it with plastic utensils.


Still, for $22, Canal Cafe serves the most gigantic lobster roll I've ever seen. Here is just HALF of it:


In fact, this thing was so huge that I couldn't finish it all. Let's just chalk that up to the fact that this monstrous mound of lobster salad was served on a hearty baguette instead of the traditional hot dog roll . . . because I think we all know there's no other explanation for ME not being able to finish a meal.




Another place we like in Hampton Bays is Blue Cactus, a tiny Mexican joint on Montauk Highway.



Blue Cactus is perpetually packed, partly because the food is good, and partly because nothing on the menu costs more than twenty bucks -- the latter of which is about as easy to find in the Hamptons as El Chupacabra.



Blue Cactus also has an impressive selection of interesting margaritas, such as Mango-Cilantro, Strawberry-Basil, Blackberry-Thyme, and their signature, Blueberry-Ginger. No matter which one you order, though, there will be so much tequila in it that you might as well just order this thing and hog all the straws.


Also, kudos to the guy on the right for matching his shirt to the paper used to line the chip baskets. The Hamptons, they're all about fashion.

One of the things we like best about these casual spots is that you don't need a reservation. See, making dinner reservations in the Hamptons is something like a game of Battleship: The first step is to figure out the purported strategy of your desired dining destination. Do they take reservations only one week in advance? Two weeks? Only on Tuesdays between 2 and 3? Get this wrong and you'll find yourself eating dinner at 5pm all summer long.

The second step is to disguise your identity so they don't figure out that you're a Nobody. It's the Hamptons, darling: Nobody wants to dine next to a Nobody! Luckily that part is easy; all you have to do is casually mention that you're bringing a dwarf with you and you're in. Rich folks, they love dwarves.

Thankfully there are still a few spots in the Hamptons where you can be spared the indignity of Reservations Roulette and simply show up. One of our favorite places to endure our plight as dwarfless Nobodies is at Oakland's, a lovely spot on Dune Road with views of both the bay and the ocean.




With an icy bottle of Sancerre, a view of the sunset, and the strains of a reggae band in the air, you won't even miss not having a midget buddy.




At brunch, Oakland's has a wide assortment of choices, including seafood pasta, fish tacos, omelets stuffed with shrimp, fried local flounder, and mimosas . . . served in wine glasses with ice. Look, I know it's not ideal, but sometimes you'll take some hair of the dog any way you can get it.


No, not that dog.




After all this, you're probably wondering: Why would anyone endure these crowded, overpriced, dwarf-obsessed Hamptons anyway? Luckily, there are a few good arguments to be made.








Besides, have you been to New York City in August??


Posted by TraceyG 18:12 Archived in USA Tagged hamptons hampton_bays rumba canal_cafe oakland's

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Once again, nicely done, Tracey! Looking forward to your next Caribbean getaway so that I can read about it and see your lovely photos.

by Emily Crowe

Once again, too funny! Pictures are great too.

by Charlene Fowles

LOVE, LOVE, LOVE! Witty, funny & wonderful photos! When are you going back to AXA?

by Buffy Alten

Of course your summer place is near a rum bar!!! Which came first? Great post...now I'm starving...and thirsty!

by Lee Ann

I love to read your stuff. It always makes me smile. Did you happen to see Ina Garten's house there? She is one of the famous Food Network folks. Cant wait for your next trip!!!

by Toni Peterson

Toni, I've driven by Ina's house a few times over the years - it's beautiful! I have a few more Hamptons posts to come this summer and will try to slip in a photo for you! :)

by TraceyG

I loved reading about your trip. I also cannot wait for the Ina pictures. I love her show on Food Network. Maybe she'll invite you in for a few photos considering that you have an active fan base here? ;) We love you!

by Linda J


by fraluchi

Ina pics - or, rather, sneakily-shot pics of Ina's house - now available here:



by TraceyG

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