The Five On It • New York City Guide

Five New York City guide plans, already made.

Stop comparing options and building your own itinerary. We have already done it, every pick includes the full plan, insider tips, reservation advice, maps, backups, and the exact order to do it in.

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What's inside

Five guides, planned down to the minute

Every one runs start to finish, the spots, the timing, the order to do them in, plus reservations, maps, budgets, and a backup for each.

01
Please Don't TellStep into a phone booth in a hot dog shop, step out into a legend.
02
AttaboyNo sign, no menu, no wrong answers, just tell them what you like.
03
The Back RoomOne of the last real Prohibition-era speakeasies, drinks in teacups.
04
Bathtub GinWalk through a working coffee shop into the Roaring Twenties.
05
Employees OnlyBehind the psychic's neon sign, the "New Yorkiest" bar in town.
The first of five · a first taste
Through the Phone Booth at Crif Dogs

Walk into Crif Dogs, a no-frills East Village hot dog joint, step into the vintage wooden phone booth, pick up the receiver, and someone on the other side decides whether to let you in.

Revealed inside

The seasonal cocktail menu is exceptional, ask the bartender for their pick, and you must get a hot dog (the bacon-wrapped Tsunami is the move) sent through from Crif Dogs.

+ 1 more
Revealed inside

Table-side service, a serious cocktail list, and the most romantic hidden room in the city, reservations strongly recommended.

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A note from us

From us to you

We've done every one of these guides ourselves.

Some are where we celebrate birthdays. Some are where we take friends visiting New York City. Some have just become our favorite “we don't even need to think about it” go-tos.

These are the guides we recommend to the people we care about most.

Now go enjoy it,

The Five On It
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