3 days you’ll remember in Charleston, South Carolina.
Charleston welcomes you with open arms and old-world charm. Cobblestone streets, pastel row houses, and magnolia-scented breezes create the perfect backdrop for a weekend steeped in history, hospitality, and heavenly food. Every corner seems made for memory-making—from harborfront strolls to candlelit Southern suppers.
This Foresyte itinerary weaves together the best of Charleston’s Lowcountry soul, blending culture, cuisine, and quiet coastal magic into three unforgettable days.
Let’s take it from the top.
Itinerary inspired by the Foresyte community.
📍 Built with Heart
Day 1: Rainbow Row
“Not your average street stroll. The whole row looks like a crayon box just dumped out on the street. Feels like every house is trying to out-pretty the next one and somehow they all win.”
Day 1: Dinner @ Peninsula
“This place is legendary. Save room for the coconut cake, seriously.”
Day 2: Middleton Place
“This is where your camera roll turns into art school portfolio. Every angle looks like it belongs in a museum and there’s me just standing there eating trail mix and squinting into the sun.”
Day 2: Lunch @ 82 Queen
“Delivers lowcountry flavors with heart. She-crab soup and historic flair.”
Day 2: Fort Sumter
“Whole place feels like history on hard mode. You’re standing where the first shots of the Civil War cracked the silence, staring out at the water like the cannons might still roar.”
Day 2: Dinner @ Swamp Fox
“Offers southern classics in a setting rich with Revolutionary history.”
Day 3: Brunch @ Indaco
“Italian soul with a Southern drawl. House-made pasta, wood-fired everything, and a buzz that feels like Charleston after dark.”
Day 3: City Market
“The market energy is wild. You start looking for a souvenir and suddenly you’re deep in conversation about basket weaving history like it’s a TED Talk.”
Day 3: Arthur Ravenel Bridge
“Locals run it, tourists wander it, and somehow it works for both. The breeze up there slaps you awake like free espresso. Drive it at night and the whole thing feels like a runway.”
Day 3: Dinner @ Grill 225
“Grill 225 does steak right, dry-aged perfection in an elegant space.”
Charleston Itinerary FAQ.
What are the best things to do in Charleston for a weekend trip?
Wander the French Quarter, tour a historic plantation, shop at the Charleston City Market, stroll Rainbow Row, and take a sunset cruise through Charleston Harbor.
When is the best time to visit Charleston for a weekend getaway?
Spring (March to May) and fall (September to November) are ideal for mild weather, blooming gardens, and fewer crowds—perfect for enjoying the city’s charm.
Where should I stay in Charleston for a weekend trip?
Downtown Charleston is ideal for first-timers. Look for boutique hotels or restored inns in the Historic District to stay within walking distance of top attractions.
What are the best restaurants to try in Charleston on a weekend trip?
Try Husk for modern Southern fare, Poogan’s Porch for biscuits and brunch, Rodney Scott’s BBQ for legendary pit-smoked meats, and 167 Raw for oysters and seafood.
Is Charleston safe for weekend travelers?
Yes, Charleston is a safe city for visitors. Stick to well-traveled areas like King Street, The Battery, and the Historic District, especially in the evenings.
How should I spend a Sunday in Charleston?
Ease into the day with brunch at Millers All Day, explore Waterfront Park, visit the Gibbes Museum of Art, and finish with a rooftop cocktail overlooking the city.
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