Start with local island places, then explore clearly labeled nearby trips to Mount Pleasant and Charleston.
5 places
Sandpiper is a locally owned gallery with an eclectic selection of artwork on Sullivan’s Island. It makes an art-focused stop alongside the island’s Middle Street shops.
Navigate to Sandpiper on Middle Street; Dare Gallery on Broad Street is the related Charleston location.
2201 C Middle Street
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Visit business website ↗Sealand combines a Sullivan’s Island gear shop with watersports instruction. Choose it when you want equipment advice and a planned lesson rather than an unstructured beach stop.
Confirm lesson availability, meeting point and weather arrangements directly before booking.
2120 Middle Street
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Visit business website ↗A Mount Pleasant brewery operated by the Anderson family, with a rotating range of craft beers. Pair a taproom visit with mainland plans before or after time on Sullivan’s Island.
Choose the Mount Pleasant branch; check food-vendor schedules and current taproom hours.
547 Long Point Road, Suite 101, Mount Pleasant, SC 29464
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Visit business website ↗Wood-fired pizza, pasta and a raw bar in a Middle Street dining room. Choose it for an island meal that can range from a shared pizza to a longer seafood dinner.
Check reservation availability; the pizza menu continues through the afternoon break in the wider kitchen menu.
2063 Middle Street, Sullivan’s Island, SC 29482
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Visit business website ↗Housemade traditional and vegan ice cream in downtown Charleston, with a view into the production kitchen. Plan it as a Charleston excursion rather than an island stop.
Use public parking: the adjacent parking lot does not belong to the ice-cream shop.
6 Beaufain Street, Charleston, SC 29401
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Visit business website ↗No matches. Try another category or clear your search.
The island church hosts its community Halloween fair.
Free entry.
Event information & booking ↗Meet local artists and makers at the outdoor market; separate from the ticketed home tour.
Free entry.
Event information & booking ↗Browse art in private homes and sample local chefs’ food; proceeds support civil legal services.
Paid ticket required.
Event information & booking ↗