Accessible only by boat, this 10,000-acre private barrier island is a rare example of a virgin maritime live-oak forest. Jump on a beach cruiser – modified to carry fishing rods – and pedal 40 miles of trails and seven miles of beach; then enjoy a traditional Lowcountry seafood boil [from $550; littlestsimonsisland.com].
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The Adventure Issue
Eight Trips That Take Your Further
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