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.

Get instant access, $5 Instant digital access. Yours forever.
Full itineraryMaps for every stopInsider tipsBackups & budget options
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
Where to StayBase on the peninsula and walk into the history.
02
Getting AroundWalk the old city; drive only when you leave it.
03
The HistoryThe old city, the harbor, and the fort where it began.
04
What to EatThe Lowcountry classics you came for.
05
The BeachesThe barrier islands, a short drive from downtown.
The first of five · a first taste
The Historic District

The lower peninsula, from Broad Street up to the Market and lower King, is the postcard Charleston: cobblestones, pastel houses, and everything walkable.

Revealed inside

A few blocks north, Upper King is the lively end, a walkable strip of restaurants, cocktail bars, and boutiques. It's still on the peninsula and close to everything, with more energy at night.

Revealed inside

Across the river, Mount Pleasant and the beach islands (Sullivan's, Isle of Palms) trade walkability for space, quiet, and the coast.

+ 1 more
Revealed inside

It costs nothing, and it's the most quietly beautiful half-hour in the city.

Planning a guide like this yourself can take 4–6 hours. Here, it's already done, yours to download in seconds.

5 complete guides, every one chosen and mapped, yours for $5.

Unlock all five, $5

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
Stop planning. Start going.

Five guides in Charleston, ready tonight.

Pick one, make the reservation, and go - the hard part is already done.

Unlock all five guides

Instant access to your web guide, printable PDF, and map.

Or get it inside the Charleston, All Guides Bundle, $15 →