Charleston Summer Events: Top Things to Do in May, June & July

At the Andy Bovender Team at Compass, we believe that loving where you live starts with exploring your community. And there’s no better time to enjoy Charleston than the summer months. Whether you're already a local or considering making a move to the Lowcountry, these upcoming events will show you exactly why Charleston is such a special place to call home.

Here are 8 of our favorite May, June, and July events happening in and around Charleston:

 Charleston Wine + Food Summer Sizzle

When: May 12 – July 31
Where: Various locations throughout Charleston

This season-long celebration brings together Charleston’s culinary talent for exclusive pop-up events, collaborative dinners, and creative tastings. It’s a delicious way to experience the city’s food and beverage scene all summer long.

 Piccolo Spoleto Festival

When: May 23 – June 8
Where: Downtown Charleston

A beloved arts tradition, Piccolo Spoleto offers more than two weeks of music, theater, visual arts, and cultural performances across the city. It’s an immersive showcase of Charleston’s creative spirit and local talent.

 Candlelight: Coldplay & Imagine Dragons

When: May 29
Where: Magnolia Plantation Gardens

Set in one of Charleston’s most beautiful historic venues, this candlelit concert transforms hit songs by Coldplay and Imagine Dragons into a moving, classical experience under the stars.

 Wadmalaw Wine Mixer & Blessing of the Vines

When: May 31
Where: Deep Water Vineyard, Wadmalaw Island

Sip local wine, listen to live music, and take part in the traditional “blessing of the vines” at this laid-back, fun-filled vineyard event just outside the city.

 Cast Off Fishing Tournament

When: June 14
Where: Mount Pleasant Pier
More Info ›

A favorite for casual and competitive anglers alike, this tournament offers prizes, a scenic fishing spot, and a great way to enjoy the outdoors with family or friends.

 Independence Day Celebration

When: June 28
Where: Moncks Corner Regional Recreation Complex

Kick off your Fourth of July early with fireworks, food vendors, and live entertainment at this community celebration just outside Charleston. It’s a family-friendly way to celebrate summer and American pride.

 Charleston Caribbean Jerk Festival

When: July 19
Where: Riverfront Park, North Charleston

This lively festival brings the flavors and rhythms of the Caribbean to the Lowcountry with jerk cuisine, reggae music, dance performances, and cultural vendors. Come hungry and ready to dance.

Sunday Brunch Farmers Market

When: Sundays through July (and beyond)
Where: The Pour House, James Island

Every Sunday, locals gather on James Island for live music, locally made goods, and fresh food at this laid-back outdoor market. Pair your shopping with a mimosa and some local tunes.

Discover Life in Charleston

From cultural festivals to local food and outdoor adventures, Charleston has something for everyone — and these summer events are just the beginning. If you’ve been thinking about making a move to the area, our team is here to help.

The Andy Bovender Team at Compass brings expert guidance, local insight, and a personal touch to every home search. Whether you're relocating or upgrading, we’ll help you find a home where you can enjoy everything Charleston has to offer — all year long.

Let’s talk Charleston living — reach out today.