CHStoday City Guide Play Banner

Date night ideas for every type of Charlestonian

Got a hot new fling? Hoping to spice things up with your longtime partner? We’re here to help plan your next date in the Holy City.

A cocktail being held in front of the Charleston sky.

Rooftop views and delicious cocktails always make for a great date.

Photo via @venduerooftop

Table of Contents

Kids, this is the story of how I met your mother, and it was all thanks to CHStoday.

Ok, so maybe that’s not exactly how the 2000s sitcom went, but if Ted Mosby had consulted us for date night ideas, we could’ve shaved the show down to two seasons (and saved his kids a lot of time). Regardless, whether you’ve met “the one” or are hoping to impress someone new, we’ve got 22 local date night ideas that are legen — wait for it — dary.

For the ones who want a night out on the town

  • Take in a show at the beautiful Gaillard Center (for the bougiest of dates, we recommend a show by the Charleston Symphony), followed by a nightcap at nearby Doar Bros. cocktail bar.
  • Make the date itself a conversation starter by sipping wine while cuddling cats at Pounce Cat Cafe + Wine Bar (who says you have to be single to be a crazy cat lady?) before heading across the street to Theatre 99 for plenty of shared laughs.
  • Plan a date for the first Friday of the month and head downtown for the Charleston Art Walk, where you can stroll through open galleries at night and enjoy drinks and hors d’oeuvres.

If the way to their heart is through their stomach

  • Named one of the best new cooking classes in the world by Food + Wine, Zero George’s classes — wherein you’ll learn to make a three-course meal while sipping on wine — make for the perfect foodie date night.
  • Take your date to a rooftop bar with views for days (like the highly-rated Vendue rooftop bar, pictured here) — aka, the perfect spot to take a photo for that Instagram official hard launch.
  • Make reservations for a $10 tour at High Wire Distilling Co. to learn more about the history of the company and get a behind-the-scenes look at the entire beer-making process. Celebrate a successful date by staying for a beer after the tour.
  • On the first Wednesday of each month, enjoy a wine dinner series featuring a four course meal with wine pairings for each course.
Screen Shot 2019-04-15 at 11.06.56 AM

Cypress Gardens guided boat rides.

Image via Cypress Gardens

If you love the great outdoors

  • Make it an early evening and take a page out of Noah and Allie’s notebook by paddling on the water at Cypress Gardens with a self-guided swamp boat adventure.
  • Head to Sullivan’s Island for a more relaxed beachfront setting, and grab a cone at Republic Ice Cream.
  • Take a sunset cruise on the Charleston harbor for a beautiful view with your beautiful boo.
  • Enjoy a movie out under the stars. Head to James Island Town Hall on the first Friday of each month from April to December for a community market and free outdoor movies.

For the ones who like to play games (just not with your heart)

  • Head to a local bar with plenty of games. We suggest Container Bar for outdoor seating and games like giant Jenga and cornhole (plus rotating food trucks), The Recovery Room Tavern for indoor fun like pinball and pool, or Garage 75 for arcade games.
  • Book a bay and start to play at Topgolf for an evening that both of you will enjoy, even if you’re golf haters.
  • Pick out books for each other at Blue Bicycle, then walk to nearby Kudu Coffee and Craft Beer (open until 7 p.m.) to sip on a beverage while you start reading.
A woman bowling, about to release the ball down the lane.

There’s nothing quite like a date night at The Alley.

If you’re really hoping that it works out

  • Pick up a new skill together and head to a dance class with Arthur Murrary Dance Centers. Bonus: Your first class is free.
  • Climb to the top of their “best date” list after you take them to an indoor climbing session at Coastal. We recommend taking them to Leon’s down the road afterwards for oysters and a beer.
  • Rent a bike in downtown Charleston to work up a sweat and ride through the city together (BildaBike also provides coupons to local restaurants and activities with your bike rental).

If you want an “old fashioned”-style date

If you wanna show off by knowing all the hottest events in town

  • Shameless plug: Sign up for our daily newsletter, where we call out our top picks of things to do around town. Your date doesn’t have to know we’re behind it, you can take all the credit.
  • Stay up-to-date on the coolest local events around Charleston with our events page, and take your date to something fun.
CHStoday phone
Good news for Charleston.
Get the best local news & events sent to your inbox each morning, for free.