Thursday, May 8 - Sunday, May 11, 2025

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!

middleton place garden stroll and wine tasting

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 & grove

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.

Oyster Roast at the Dill Sanctuary

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

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

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.

greek fest

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

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.

deepwater

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

music-at-firefly

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!

Patriots point

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!

middleton place

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.

second sundays

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!

islander 71

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

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.

southern roots

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!

We hope this list of things to do in Charleston this weekend will get you excited to add some things to your calendar!