Pirate Tales & Pineapple Trails

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Welcome to a family-friendly walk through Charleston's historic streets, with hidden alleys, a famous fountain, and brightly painted houses, plus sweet treats and playful stops along the way.

Along the way

Joe Riley Waterfront Park (Pineapple Fountain)Start your adventure at Charleston's iconic Pineapple Fountain, a perfect spot for kids to splash and cool off.

Joe Riley Waterfront Park PierStroll along the pier, breathe in the fresh harbor air, and look for dolphins or boats passing by.

Rainbow RowMarvel at the vibrant, pastel-colored houses of Rainbow Row!

Philadelphia AlleyStep into the charming and mysterious Philadelphia Alley, a quiet escape perfect for a game of hide-and-seek or just a peaceful stroll through history.

Washington Square ParkEnjoy a relaxing break in Washington Square, a lovely green space with statues and plenty of room for kids to stretch their legs and play a quick game.

Sweet Shop CharlestonNo kids' tour is complete without a sweet treat!

The route

Distance3.4 km

Walking≈ 46 min

Running≈ 21 min

Climb↑ 3 m

RouteCircular

A 3.4 km circular route from Charleston to walk, run or cycle, with 3 m of climbing.

Elevation↑ 3 m in total

Before you go

StartJoe Riley Waterfront Park (Pineapple Fountain), 100 Concord St, Charleston, SC 29401Open the start in Maps →

FinishBack where you started

More near Charleston

Charleston, South Carolina

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Pirate Tales & Pineapple Trails

Amazing stories as you explore.

Along the way

The route

Before you go

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