Things to Do This Weekend in Charleston
There’s no better feeling than spending the week looking forward to your weekend plans. From scenic strolls to celebrations of Mom, we’ve compiled the best of the best to take the load off your plate — simply browse and enjoy what’s ahead!

Spring Garden Strolls and Wine Tastings
When: Wednesday, May 7, 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.

Park & Groove | Spring Edition
When: Thursday, May 8, 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.

Sunset on the Stono
When: Thursday, May 8, 2025 | 6:00-8:00pm
Where: The Dill Sanctuary | 1163 Riverland Drive, Charleston
The Charleston Museum invites guests to a special sunset evening at the Dill Sanctuary. Enjoy a guided tour of Battery Pringle with Chief Curator Jennifer McCormick, then relax with a picnic and BYOB as you watch the sun set over the Stono River at this stunning 580-acre wildlife preserve.

Bird Songs
When: Thursday, May 8-Friday, May 9, 2025
Where: Center For Birds of Prey | 4719 Highway 17N, Awendaw
Bird Songs returns for two unforgettable nights—May 8 & 9—at the Avian Conservation Center. This beloved, in-the-round concert series features top Nashville singer-songwriters in an intimate, wooded setting. Guests will enjoy an open bar, Lowcountry supper, and the chance to support avian conservation while experiencing live music.

Party at The Point
When: Friday, May 9, 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 Greek Festival
When: Friday, May 9- Sunday, May 11, 2025
Where: Greek Orthodox Church of the Holy Trinity | 30 Race Street, Charleston
The Charleston Greek Festival is a vibrant celebration of Greek culture, offering authentic food, music, dancing, and history in the heart of the Lowcountry. This beloved annual event is made possible by dedicated sponsors and volunteers who help share the spirit of Greece with the Charleston community.

Charleston Farmers Market
When: Saturday, May 10, 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 10, 2025 | 10:00 am-5:00 pm
Where: Deep Water Vineyard | 6775 Bears Bluff Rd., 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—like wine slushies, mead, and mimosas—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. Lawn games, friendly animals, and good vibes await!
Today’s Live Music: Purple Magnolia
Today’s Food Truck: Jack of All Trades BBQ

Live at Firefly with Gavin Adcock
When: Saturday, May 10, 2025 | 7:00 pm
Where: Firefly Distillery | 4201 Spruill Avenue, North Charleston
Gavin Adcock brings his 2025 tour to Firefly Distillery in North Charleston on Saturday, May 10, 2025. This all-ages outdoor show promises a lively night of music under the stars. Tickets are on sale now—bring a blanket, but leave the coolers and chairs at home!

Second Saturday at Patriots Point
When: Saturday, May 10, 2025 | 10:00am-5:00pm
Where: Patriots Point Naval and Maritime Museum | 40 Patriots Point Road, Mt. Pleasant
Experience Living History with reenactors at Patriots Point Naval & Maritime Museum every second Saturday!

Mother's Day Brunch at Middleton Place
When: Sunday, May 11, 2025 | 4:00-7:00pm
Where: Middleton Place | 4300 Ashley River Road, Charleston
Celebrate Mother’s Day with a special brunch at Middleton Place, featuring stunning garden views, live music, and decadent Lowcountry-inspired dishes. After brunch, enjoy a scenic stroll through America’s oldest landscaped gardens for a truly unforgettable day.

2nd Sunday on King Street
When: Sunday, May 11 | 12:00-5:00 PM
Where: KING STREET FROM QUEEN TO CALHOUN STREET
Enjoy exploring Kings Street without traffic every second Sunday of the month! You will find carefully curated artists showing their work on the street, unique food vendors, and other surprises! Enjoy discovering shops you might not have noticed before!

Mother's Day at Islander 71
When: Sunday, May 11, 2025 | 4:00-7:00pm
Where: Islander 71 | 80 41st Avenue, Isle of Palms
This Mother’s Day, Islander 71 invites guests to celebrate with a relaxing afternoon by the water. Whether savoring oysters at the raw bar or lounging on the deck, it’s the perfect laid-back way to honor the moms in your life.

Unbound Ballet Project
When: Sunday, May 11, 2025 | 7:00pm
Where: Silver Hill Studio | 2140 Amaker Street, Charleston
Experience a bold new take on ballet as dance, live painting, and projection art come together to celebrate the strength and stories of women, led by Crystal Wellman.

Rib Fest & Cook-Off
When: Sunday, May 11, 2025 | 3:00-6:00pm
Where: Southern Roots | 1033 E Montague Avenue, North Charleston
Southern Roots is hosting its 1st Annual Rib Fest & Cook-Off on Sunday, May 11 in Park Circle, featuring local pitmasters, Jack Daniel’s-inspired BBQ sauces, live music, and a fan-voted rib competition. Bring your appetite and join the fun!