The Five On It • Charleston Guide

Five Charleston 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
The Gin JointThe one that set the standard, intimate and expert.
02
The Cocktail ClubAn upstairs speakeasy with a rooftop garden.
03
Doar BrosElegant, spirit-forward, and quietly serious.
04
Félix Cocktails et CuisineA Parisian bar for a slow, well-made drink.
05
The Citrus ClubThe rooftop with the best view in town.
The first of five · a first taste
A 1920s-Inspired Den

A charming, low-lit bar on East Bay that helped define Charleston's craft-cocktail scene, all Prohibition-era warmth, careful drinks, and genuinely good service.

Revealed inside

The menu is thoughtful, but the signature move is the 'Bartender's Choice', tell them what you like and let them build something for you. It rarely misses.

Revealed inside

It's small and popular, so arrive early for a good seat, especially on weekends. It also does excellent bar snacks if you want a bite with your drink.

+ 1 more
Revealed inside

It's the most easygoing, come-as-you-are bar in Charleston, and the perfect low-key end to a night of fancier ones.

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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 Charleston. 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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