A friend tipped me off on a secret two years ago that I'm sharing with you today: Flemming's offers a 5 - 6 - 7 happy hour in the bar area. Five cocktails, five wines and five appetizers for $6 until 7pm. And they do mean bar area, no dining room no patio.
The bar looking into the restaurant:
There are five booths in this area so you either need to get there at 5pm or come at 6pm when the early crowd turns over. A small half wall separates you from the $50 steak high rollers.
The bar area:
We sat at a bistro table in front of the wine cellar , this is a bit of a high traffic area so it's not preferred. We got there at 5:30 and it was the last table left.
The drinks are actually $6.90, which I think is a bit deceiving but hey, they've got to make their money somewhere. Sodas are $3.50 each.
Our food selections, baked Brie, tenderloin carpaccio, prime burger and salt & pepper shrimp:
All were delicious, and we could have done with only three.
So total for this date:
3 food options $18
2 sodas or blue moons $7
Tip: AT LEAST $5
Here's the deal on the tip, keep in mind your food should cost at least twice as much so at the very least be nice and tip 20% on your bill - it would be preferred to tip 15 to 20% on what the bill would have been, which would be $43 so $6.45 to $8.60 for a tip. I like to round out my bills so I'd leave a $7.69 tip to make it $35, this still leaves $5 to save for a future night.
If you don't have a Flemming's in your city check with your nicer steak places, I know Ruth Chris offers a similar deal. Yelp would be a good place to start your research, or you could do it the old fashioned way (picking up a phone and calling).