Boston

Here's how Dilusha and I decide where to go. She sends a text, "I'm hungry, let's eat," and then I have to find the place. We always get lucky in Cambridge and so we did at Russell House for "classic American fare." Where this tavern is, once sat the Wursthaus. From 1917 to 1996 it catered to the likes of Derek Bok, the Aga Khan and Robert Reich among others. The Cambridge Historical Society also says Wursthaus closed because of "non-bratwurst eating masses of the '90s." True, and even in the unenlightened '80s it was hard sidestepping platters of meat.

We're downstairs in the dark marble bar. Dilusha orders cast iron seared fish of the day, striped bass, and it's plated on grilled bread with heaps of greens. Her salad is slathered with onions and oranges, pickled something we can't identify, and the green aioli doesn't hurt. She is nuts about it. Mine is a fried clam roll, very crispy it turns out, with arugula, bacon and a salad of pickled fennel, greens and onions. (We pick off onions.) This is not your usual clam roll; it's so good we eat it with the roll and we never ever eat the roll.

"We're a loud and welcoming hangout in the South End with a menu that changes weekly." It's Saturday and we can confirm the fun's here all right, along with everyone in the neighborhood. There's something about the South End we don't find anywhere else. You feel at home even when your neighborhood is miles away. The places are intimate, tony, casual, hip, and where the sidewalks are wide, there's outdoor seating. I've often wished I lived here.

Lan is ordering a mimosa. I'm not known for my noontime drinking especially but look at this: Les Boone's Farm Sunshine Pink NV CA. I've had it before, not in this century, so I order a glass. Andrew's in charge at the bar and wisely pours a small amount into a cup which is, now, how I feel it always should be served. It's kind of grapefruity in a lemonade way. Its nose is à la college dorm room and half a cup is just enough. Unless, of course, you're channeling high school, in which case have the whole glass.

The Gallows other wines are seriously regular, really, and if you're not sure, the wine list confirms: "These are the drinks, homie." Anyone who tries Boone's Farm will notice they have red beer: an "inspired mix of Pabst, lime & tomato juice." It's not a Bloody Mary, it may be inspired and we take your word for it.

B & G Oysters is one of those places that took off on Day One or at least that's how I remember it. We've had lunch there for years, not years and years, but enough to know that every oyster's hand-picked and polished. You watch chefs pry and fry your oysters, baste salmon, jimmy clams, beer-batter fish, pan-fry fluke, hack your hake and steam mussels. It's like being in someone else's kitchen where you're close enough to inhale but far enough away not to get involved with dishes.

Summers we're partial to oysters, choosing one of each from everywhere. Winters we're into soup and entrées. Like other places with "oyster" in the name, it's fine to pass on raw; that's what the open kitchen's for. This brunch every seat is taken. After a short wait we decide it's not too early for a sparkler. Simonnet-Febvre Cremant de Bourgogne Brut, a chardonnay pinot noir blend, pairs with the spice bomb clam chowder and I get all the floating lardons. Our server, Mark, explains the chowder's not roux-based so clams lead. My Saturday's improving by the minute with chefs who know their way around a cast iron skillet.

There are people who, when on vacation, go wherever the road takes them. I am not one of them. If I'm going somewhere new and only have a few days to explore a place, I'm going to find the best it has to offer, especially when it comes to food. I'm not exactly a foodie – though I've become way more adventurous in the last several years – but I am an eater. Which means I have a lot of meals to plan and thanks to the Internet, my planning compulsion is fueled to even greater heights. Why settle for second best?

I'm not really sure how I found Coppa though it was probably through Twitter. I don't usually follow restaurants outside of Los Angeles, why torture yourself, but since I was going to be in town this summer, I placed them on my radar for a possible dining choice. In the months leading up to our stay, they became the front runner. Everything they tweeted about sounded amazing. Their menu focuses on small plates with an Italian bent – they had me at arancini – fresh pasta, wood-fired pizza and plenty of cheese and charcuterie. The latter two things are irresistible to me.