Things to Do This Weekend in Charleston
There’s nothing like having something to look forward to. Whether it’s a scenic stroll, a night out, or a laid-back afternoon, we’ve gathered the best of Charleston’s weekend offerings so all you have to do is choose your favorite and enjoy.

Spring Garden Strolls and Wine Tastings
When: Wednesday, May 14, 2025 | 5:30-7:30pm
Where: Middleton Place | 4300 Ashley River Road, Charleston
Start the weekend a tad early and enjoy after-hours access to America’s oldest landscaped gardens with wine in hand. Each week brings a new theme and curated wine selections, with tasting stations set among blooming gardens and stunning river views. Light bites are included, and proceeds support the Middleton Place Foundation.

Les Misérables
When: Tuesday, May 13 - Sunday, May 18 | Various Showings
Where: North Charleston Performing Arts Center | 5001 Coliseum Drive, North Charleston
This Tony Award-winning musical brings to life a powerful story of love, sacrifice, and redemption in 19th-century France. With stunning staging and a timeless score, it’s a must-see event.

Park & Groove | Spring Edition
When: Thursday, May 15, 2025 | 5:30-8:30pm
Where: Park & Grove | 730 Rutledge Avenue, Charleston
Park & Groove | Spring Edition returns next week for its first spring market of the season. Held every Thursday in May from 5:30 to 8:30 p.m., the event features live music, an outdoor bar, and a rotating lineup of local vendors.

Wine on the Piazza
When: Thursday, May 15, 2025 | 4:30-6:00pm
Where: Edmondston-Alston House | 21 East Battery, Charleston
Experience an unforgettable evening at the Edmondston-Alston House with a self-guided tour followed by a glass of wine on the second-story piazza, offering stunning views of Charleston Harbor.

Party at The Point
When: Friday, May 16, 2025 | 5:00-9:00pm
Where: Charleston Harbor Resort & Marina | 20 Patriots Point Road, Mt Pleasant
Charleston’s favorite beachfront concert series returns for its 25th season! Party at the Point runs Friday evenings from April 18 to July 18 at Charleston Harbor Resort & Marina, featuring live music, food, drinks, and unbeatable harbor views.

Dancing on the Cooper
When: Friday, May 16, 2025 | 7:00-10:00pm
Where: Mount Pleasant Pier | 71 Harry M. Hallman Jr Boulevard, Mount Pleasant
If you’re looking for some fun summer entertainment, head over to the Mount Pleasant Pier where you can enjoy an evening of dancing to a variety of music. This May, enjoy Tommy & The Chucktown Players as they introduce an eclectic fusion of soul, rock, and funk!

Charleston Farmers Market
When: Saturday, May 17, 2025 | 8:00am-2:00pm
Where: Marion Square | 329 Meeting Street, Charleston
Founded in 1989, the Charleston Farmers Market in Marion Square is a beloved community event. You will find a variety of local produce, plants, herbs, and cut flowers as well as breakfast and lunch vendors, live entertainment, and an assortment of juried arts and crafts from local artisans every Saturday at the Market.

Puppy Yoga with Reagan Sobel
When: Saturday, May 17, 2025 | 11:30am-12:30pm
Where: Firefly Distillery | 4201 Spruill Avenue, North Charleston
Enjoy a playful and restorative yoga session with instructor Reagan Sobel, joined by adoptable puppies from Clements Ferry Veterinary and Duty Tails Animal Rescue. Unwind, burn a few calories, and soak up the joy of puppy companionship. Don’t forget to bring a yoga mat and water bottle.

Weekend Wine-Down
When: Saturday, May 17, 2025 | 10:00 am-5:00 pm
Where: Deep Water Vineyard | 6775 Bears Bluff Road, Wadmalaw Island
Join Deep Water Vineyardfor their Weekend Wine-Downs every Saturday, rain or shine! Enjoy $15 wine tastings (hourly, includes a souvenir glass), sip fun drinks from thier patio bar, and relax with live music and rotating food trucks. Bring the whole crew: kids are welcome, and well-behaved, leashed dogs can roam the grounds with you.
Today’s Live Music: Joal Rush Today’s Food Truck: Lib’s Diner

Swingin’ the Blues
When: Saturday, May 17, 2025 | 5:00-6:30pm
Where: Charleston Music Hall | 37 John Street, Charleston
The Charleston Jazz Orchestra, led by Robert Lewis and featuring vocalist Elise Testone, presents a soul-stirring tribute to blues legends like Etta James, Billie Holiday, and BB King. Expect an unforgettable night of classics including Dippermouth Blues and One O’Clock Jump.

The May Remix: May Flowers
When: Saturday, May 17, 2025 | 4:00-6:00pm
Where: High Wire Distilling | 311 Huger Street, Charleston
Celebrate the flavors of spring at Charleston Wine + Food’s Summer Sizzle cocktail class, featuring floral essences and a deep dive into honey-based mixology. Guests will craft three seasonal cocktails, enjoy light bites, and leave with recipe cards—and a newfound appreciation for beautiful, balanced drinks.

The Gullah Gatsby
When: Saturday, May 17, 2025 | 5:45-9:00pm
Where: International African American Museum | 14 Wharfside Street, Charleston
The International African American Museum proudly presents the 4th Annual Gullah Gala: The Gullah Gatsby—a vibrant evening of fashion, music, and culture celebrating the Gullah Geechee heritage and African Diaspora. Guests are encouraged to dress in Gatsby-inspired attire for this unforgettable cultural couture experience.

17th Annual Chef’s Potluck
When: Sunday, May 18, 2025 | 5:00-7:00pm
Where: Holy City Brewery | 1021 Aragon Avenue, North Charleston
The 17th annual Chef’s Potluck brings together 20+ local chefs and purveyors for an evening of food, drinks, live music, and marshside views. Highlights include all-inclusive tastings, raffle prizes, a silent auction, kids’ activities, and a baby goat petting session with The Goatery.

Islander 71's 3rd Anniversary Bash
When: Sunday, May 18, 2025 | 12:00-9:00pm
Where: Islander 71 | 80 41st Avenue, Isle of Palms
Celebrate three years of island vibes at the 3rd annual anniversary party, featuring live music from DJ Matt Norton, family-friendly activities, and a laid-back atmosphere by the water. Enjoy great company, good tunes, and a stunning sunset—no ticket required.

Sushi Showdown
When: Sunday, May 18, 2025 | 5:30-8:30pm
Where: Palmetto Brewing Co. | 289 Huger Street, Charleston
Sushi lovers won’t want to miss this high-energy culinary competition where top chefs face off in categories like Nigiri, Maki, and Poke. Guests enjoy all-you-can-eat sushi, vote for their favorite dishes, and sip a complimentary drink—all while celebrating creativity, flavor, and friendly competition.

South Carolina Aquarium 25th Anniversary Block Party
When: Sunday, May 18, 2025 | 11:00am-3:00pm
Where: South Carolina Aquarium | 100 Aquarium Wharf, Charleston
The South Carolina Aquarium invites the community to celebrate its 25th Anniversary with a free outdoor Block Party, featuring family-friendly fun like bounce houses, a climbing wall, face painting, and local food trucks.