Skip the bus tours and Instagram mobs — Charleston is best experienced the way locals do: on the water, in tucked-away parks, and around food so good it might make you move here. Whether you’re a first-timer or longtime lover of the Lowcountry, here’s how to do Chucktown the right way.
Forget gridlock — locals ride the harbor on the Charleston Water Taxi:
It’s the best way to connect Mount Pleasant and Downtown — plus, the Ravenel Bridge views are photo gold.
Saturday mornings at Marion Square are a vibe:
Want something more off-the-radar? Try the Sunday Brunch Farmers Market in James Island, West Ashley Farmers Market on Wednesdays, or Isle of Palms Farmers Market on Thursday.
Rainbow Row is fine. But locals head to:
🌳 Hampton Park – lush, quiet, and almost never crowded
🪨 Chalmers Street – cobblestone charm with pastel architecture
🌫️ Philadelphia Alley – moody, magical, and full of ghost stories
🌺 Theodora Park – a tiny jewel box of serenity near George Street
Pro tip: Rent bikes and roam the South of Broad neighborhood at golden hour.
Some places are legendary. Some are just loved. Here’s where locals actually eat:
New & Noteworthy: Try Bar Rollins (natural wine + cozy patio) or Babas on Cannon for European café vibes.
King Street shuts down for live music, food tents, local makers, and people-watching perfection.
Baseball with a big dose of weird — co-owned by Bill Murray, full of theme nights and hot dogs with pineapple.
Beach bar vibes, sandy feet, and old-school Carolina charm.
Nightly live music, funky art market on Sundays, and a killer taco spot next door.
Let your vacation rental be part of the experience. Deserving Vacations offers top-rated homes on Isle of Palms with front porch coffee views, walk-to-the-beach ease, and space for your whole crew. Need paddleboard tips or dinner recs? We’ve got you — right down to the perfect beach playlist.
📞 843-906-1227