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.
Gothic Gibbes: A Halloween Masquerade
When: Thursday, October 29, 2026 | 8:00-11:00pm
Where: Gibbes Museum of Art | 135 Meeting Street, Charleston
This masquerade-inspired evening invites guests to don darkly elegant cocktail attire and masks for a night of art, mystery, and revelry. Festivities include a DJ accompanied by a live violinist, heavy hors d’oeuvres, and an open bar.
Sunset on the Stono: A Special Event at the Dill Sanctuary
When: Thursday, October 29, 2026 | 5:00-7:00pm
Where: The Dill Sanctuary | 1163 Riverland Drive, Charleston
The Charleston Museum invites guests to the Dill Sanctuary for a sunset experience over the Stono River. Enjoy a guided tour of Battery Pringle with Chief Curator Jennifer McCormick, then relax with picnics, blankets, and BYOB as you take in the 580-acre wildlife preserve—perfect for a date night, friends’ outing, or a peaceful evening after work.
Clerks Presents: Pumpkin Carving Date Night
When: Thursday, October 29, 2026 | 6:00-8:00pm
Where: Clerks Coffee Company | 181 Church Street, Charleston
Clerks hosts a couples-friendly pumpkin carving night on October 29 for guests ages 21 and up. Pumpkins and carving supplies are provided for a festive evening of seasonal creativity and time spent together.
Blues & BBQ Dinner Cruise
When: Thursday, October 29, 2026 | 7:00pm
Where: Charleston Maritime Center | 10 Wharfside Street, Charleston
Enjoy a relaxed evening on the water aboard the Charleston Princess, featuring live music, sweeping views of the Holy City, and a casual BBQ buffet. This fun, social cruise offers a laid-back alternative to a traditional dinner, complete with pulled pork, herb-marinated chicken, classic sides, and banana pudding, plus a full bar with beer, wine, and cocktails available for purchase.
Spirits of The Lowcountry
When: Thursday, October 29, 2026 | 6:30PM & 7:00PM
Where: Circa 1886 Restaurant | 149 Wentworth Street, Charleston
Circa 1886 welcomes professional storyteller Tim Lowry for an immersive evening inspired by Charleston Renaissance author John Bennett’s The Doctor to the Dead. Featuring Lowcountry folklore and Gullah Geechee storytelling traditions alongside a multi-course dinner by Chef Marc Collins, Spirits of the Lowcountry offers an elegant celebration of Charleston’s history and storytelling traditions.
Live Under The Oaks
When: Thursday, October 29, 2026 | 6:00-8:00pm
Where: Mount Pleasant Towne Centre | 1218 Belk Drive, Mount Pleasant
Live Under the Oaks returns every Thursday in October with free live music, food options, and seasonal drinks. Emceed by Johnny O’ of 95SX, the outdoor series offers a relaxed fall evening with friends and family at the Towne Centre.
Movies in the Park
When: Thursday, October 29, 2026 | 6:00pm
Where: American Gardens | 174 King Street, Charleston
Movie Night in the Park brings free outdoor cinema to American Gardens every Thursday from September 3 through October 29. Guests can arrive early for local snacks, drinks, and kid-friendly activities before settling in for a 6 p.m. screening under the stars.
Six Courses // Regina Charboneau
When: Friday, October 30, 2026 | 12:00-1:00pm
Where: Charleston Library Society | 164 King Street, Charleston
Chef Regina Charboneau, known as the “Queen of Biscuits,” shares insights from her culinary journey and latest book, Six Courses: An Entertaining Life. Featuring more than 200 recipes and 48 menus, the book celebrates her passion for cooking, entertaining, and hospitality.
Theatre 99 Improv Comedy
When: Friday, October 30, 2026 | 8:00pm
Where: The Venue MTP | 627 Johnnie Dodds Boulevard, Mt. Pleasant
Guests can expect a fast-paced mix of short- and long-form improvisation, all fueled by audience suggestions and delivered by Theatre 99’s quick-witted ensemble. A beloved Charleston tradition, these high-energy performances promise plenty of laughter and unforgettable unscripted moments.
Tasting at Ten
When: Friday, October 30, 2026 | 10:00-11:00am
Where: Counter Culture Coffee | 85 1/2 Spring Street, Charleston
Coffee lovers are invited to a complimentary tasting each Friday at 10 a.m. at Counter Culture Coffee Training Centers. This longstanding weekly tradition offers guests the chance to sample beautifully brewed coffees while learning about the company’s high-quality, sustainably sourced selections—from classic blends to the latest micro-lots—and the journey each coffee takes from seed to cup.
Open Air Halloween
When: Friday, October 30, 2026 | 7:30pm-12:00am
Where: The Refinery | 1640 Meeting Street Road, Charleston
The Refinery Charleston hosts a dynamic lineup of live concerts and special events throughout the year, welcoming national, regional, and local performing artists to its vibrant mixed-use campus. With multiple event spaces and a schedule that’s continually evolving, guests can enjoy an ever-changing calendar of music, performances, and community gatherings in the heart of Charleston.
Public Tour
When: Friday, October 30, 2026 | 1:00-2:00pm
Where: Gibbes Museum of Art | 135 Meeting Street, Charleston
Guests are invited to explore the Gibbes Museum’s collection and current exhibitions during a weekly public tour from 1:00 PM to 2:00 PM. The tour offers engaging insight and opportunities for questions. The tour is free for Members and included with Museum admission for non-Members.
Haunted Harbor Ghost Tour: A Haunted Cruise Through Charleston Harbor
When: Friday, October 30, 2026 | 7:00pm
Where: North Dock at One River Landing | 1 River Landing Drive, Daniel Island
Daniel Island Ferry partners with Bulldog Tours for its Haunted Harbor Tour, sailing throughout October with spooky tales and Charleston history on an after-dark cruise through the harbor.
Live Music at the NÜTRL Beach Stage
When: Saturday, October 31, 2026
Where: The Windjammer | 1008 Ocean Boulevard, Isle of Palms
Catch live music with your toes in the sand at The Windjammer! With a rotating lineup of artists every weekend, it’s the ultimate beachside escape for music lovers and weekend adventurers alike.
Trick Treat and Trail Fun Run and Festival
When: Saturday, October 31, 2026 | 10:00am-1:00pm
Where: Wannamaker County Park | 8888 University Boulevard, North Charleston
This Halloween fun run and festival features trick-or-treating, music by DJ Web Hollow, face painting, balloon art, jump castles, local vendors, and refreshments. Guests of all ages are encouraged to dress up in their favorite costumes for a festive day of seasonal fun and entertainment.
Candle Making Workshop
When: Saturday, October 31, 2026 | 11:00am-12:30pm
Where: Charleston Candle Co. | 218 Saint Philip Street, Charleston
Join Charleston Candle Co. for a hands-on experience where you’ll learn to mix and create your own custom fragrance, and pour your own soy wax candles! Each ticket includes two 8 oz. candles per person. Perfect for crafting a personalized gift or treating yourself.
Halloween at the A-Scary-um
When: Saturday, October 31, 2026 | 9:00am-5:00pm
Where: South Carolina Aquarium | 100 Aquarium Wharf, Charleston
The South Carolina Aquarium celebrates Halloween with A-Scary-um, featuring festive activities, themed animal enrichment, and pumpkin carving in the Great Ocean Tank at 1:30 p.m. on October 31. Guests of all ages are encouraged to arrive in costume for a spirited day of Halloween fun.
Weekend Wine-Down
When: Saturday, October 31, 2026 | 10:00am-5:00pm
Where: Deep Water Vineyard | 6775 Bears Bluff Road, Wadmalaw Island
Join Deep Water Vineyard for 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.
Saturdays at the Distillery
When: Saturday, October 31, 2026 | 12:00-6:00pm
Where: Firefly Distillery | 4201 Spruill Avenue, North Charleston
Saturdays at the Distillery invites guests to unwind at Firefly with live local music, delicious food from an on-site food truck, and refreshing cocktails in a relaxed open-air setting. The laid-back afternoon experience is the perfect way to kick off the weekend and enjoy the distillery before the evening begins.
Sweat on the Ship x [Solidcore]
When: Saturday, October 31, 2026 | 9:00-10:00am
Where: Patriots Point Naval and Maritime Museum | 40 Patriots Point Road, Mount Pleasant
Sweat on the Ship offers an all-levels strength and movement class on the USS Yorktown’s flight deck. Combining functional training, breathwork, and mobility, participants enjoy a unique workout with sea breezes, golden skies, and historic surroundings, leaving them strong, centered, and energized.
Charleston Farmers Market
When: Saturday, October 31, 2026 | 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.
Gullah Doll Making Class
When: Saturday, October 31, 2026 | 8:00-10:00AM
Where: Magnolia Plantation and Gardens | 3550 Ashley River Road, Charleston
Magnolia Plantation & Gardens hosts a Gullah doll-making workshop with artist Genya Watson on October 31. Participants will create their own unique doll while learning about Gullah Geechee culture through an engaging afternoon of creativity and cultural exploration.
Sunday Market at American Gardens
When: Sunday, November 01, 2026 | 10:30am-2:30pm
Where: American Gardens | 174 King Street, Charleston
Sunday Market at American Gardens invites guests to spend a leisurely Sunday exploring a curated selection of local farms, specialty food vendors, fresh florals, and live music. Taking place every Sunday from September 13 through November 8, the market offers a relaxed way to experience Charleston’s seasonal flavors and blooms.
Sunday Brunch Farmers Market
When: Sunday, November 01, 2026 | 11:00am-3:00pm
Where: The Pour House | 1977 Maybank Highway, James Island
The Sunday Brunch Farmers Market takes place year-round behind The Charleston Pour House, featuring 40+ local vendors, live music, delicious food, and a full bar. Open Sundays from 11am–3pm, with free live music on the deck stage until 9.

