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.

Conversations With
When: Thursday, May 29 | 3:00pm
Where: Dock Street Theatre | 135 Church Street, Charleston
Emmy Award-winner Martha Teichner sits down with The Turn of the Screw director Rodula Gaitanou and designer Yannis Thavoris for an inside look at their creative vision for Spoleto Festival USA 2025.

Live Music at the NÜTRL Beach Stage
When: Thursday, May 29 - Sunday, June 01, 2025
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.

Park & Groove | Spring Edition
When: Thursday, May 29, 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.

Party at The Point
When: Friday, May 30, 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.

Charleston Farmers Market
When: Saturday, May 31, 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.

Weekend Wine-Down
When: Saturday, May 31, 2025 | 10:00 am-5:00 pm
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.

The Brewery Comedy Tour
When: Saturday, May 31, 2025 | 7:30-9:00pm
Where: Indigo Reef Brewing Company | 2079 Wambaw Creek Road, Charleston
The Brewery Comedy Tour is making a stop at Indigo Reef Brewing Company for a night of laughs and local brews. Enjoy stand-up sets from touring comedians in a lively taproom setting—perfect for a fun, laid-back evening out.

Odd Duck Turns 2
When: Saturday, May 31, 2025 | 4:00-7:00pm
Where: Odd Duck Market | 1082 E Montague Avenue, North Charleston
Odd Duck Market turns 2 on Saturday, May 31 from 4–7PM! Celebrate two years of creativity, community, and curated chaos with a festive courtyard party featuring local vendors, food, drinks, and good vibes.

Sip, Shop, and Savor
When: Saturday, May 31, 2025 | 10:00 am-2:00 pm
Where: International African American Museum | 14 Wharfside Street, Charleston
Celebrate the launch of the reimagined IAAM Boutique and Cafe at Sip, Shop, and Savor—a special pop-up event featuring complimentary café samples, live music, and a curated mini boutique with exclusive items, including the debut of the Summer IAAM collection. Enjoy festive vibes, community spirit, and a chance to spin the Prize Wheel with every purchase!

Sweat on the Ship
When: Saturday, May 31, 2025 | 6:00-9:00 pm
Where: USS Yorktown CV-10 | Patriots Point Road, Mount Pleasant
Sweat on the Ship 2025, hosted by The Sweat Collective, is a one-of-a-kind fitness event set aboard the historic USS Yorktown. Guests will enjoy an all-level workout on the flight deck, followed by sunset views, local vendors, lite bites, mocktails, and music—making it one of Charleston’s most unforgettable wellness experiences.

AAPI Heritage Month Night Market
When: Saturday, May 31, 2025 | 6:00-9:00 pm
Where: StorehouseNine | 2154 Noisette Boulevard, North Charleston
Sweat on the Ship 2025, hosted by The Sweat Collective, is a one-of-a-kind fitness event set aboard the historic USS Yorktown. Guests will enjoy an all-level workout on the flight deck, followed by sunset views, local vendors, lite bites, mocktails, and music—making it one of Charleston’s most unforgettable wellness experiences.

Behind the Garden Gate
When: Saturday, May 31, 2025 | 10:00am-3:00 pm
Where: Historic Charleston District, Charleston
Discover hidden beauty at Behind the Garden Gate on Saturday, May 31 from 10 AM–3 PM. This special garden tour invites guests to explore private, rarely seen gardens in Charleston’s Historic District—each brimming with Lowcountry charm. Presented with Garden Conservancy Open Days™, it’s a celebration of Southern garden design at its finest.

A Night At the Circus
When: Saturday, May 31, 2025 | 7:30pm
Where: Uptown Aerial Arts | 62 Brigade Street, Charleston
Step right up for A Night at the Circus, the annual performer’s showcase at Uptown Aerial Arts! This thrilling event features mesmerizing aerial acts, jaw-dropping acrobatics, and a night of wonder you won’t forget.

Islander 71 Summer Music Series
When: Sunday, June 1, 2025 | 4:00-7:00 pm
Where: Islander 71 | 80 41st Avenue, Isle of Palms
Sundays on the Intracoastal just got better. From 4–7PM, enjoy live music, waterfront views, and laid-back summer vibes as part of the Summer Music Series—running all season long with bonus sets on July 4th and Labor Day weekends.

Branford Marsalis at Spoleto
When: Sunday, June 1, 2025 | 7:00 pm
Where: Charleston Music Hall | 37 John Street, Charleston
Legendary saxophonist Branford Marsalis and his acclaimed quartet return to the stage with their signature fusion of jazz tradition and bold innovation. As they debut selections from their upcoming album Belonging, audiences can expect a powerful performance that reaffirms their status as one of the most dynamic and influential ensembles in modern jazz.