Best 28 things to do in Southern Pines, NC

Wade private Western North Carolina waters with a full-day trout fly fishing guide

Launch from a private dock and paddle calm waters for 2 hours

Paddle calm impounded waters at your own pace, with gear, instruction, and launch assistance included.

Cruise Surf City with lightweight single-speed bikes equipped with locks, helmets, and handlebar bags.

Fish Western North Carolina lakes and rivers with a licensed bass guide

Drive Highlands back roads to mountain views and the Iron Bridge

Choose a private gem mine or coaster adventure from Highlands, NC

Private hike plus open-air 4x4 ride from Highlands, NC

Ride Raleigh’s Greenway at night for ghost stories, legends, and creepy local history

Customize a private 2-person adventure in Highlands or Cashiers

Towable tubing fun on the sound for up to 6 guests

Cruise the sound at sunset on a skiff with a captain and cooler provided

Ride a custom-built jeep to a 3–4 mile guided hike in Pisgah Forest

Charter the M/V Osprey for a private Cape Fear River cruise

Private rainforest drive with easy walks to waterfalls and mountain views

Build your own private Key West charter with flexible start times

Cruise the Cape Fear River as the sun sets

Boat to shell-only beaches on a private charter

Play your own music on the New River with a Bluetooth speaker rental

Ride the Blue Ridge Parkway in a custom Jeep with overlook stops

Rent an e-bike for 4–8 hours and ride the Monon Trail or explore the city

Ride scenic NC greenway paths with mindfulness check-ins led by a licensed psychologist

Experience a powerful outdoor drama sharing the story of the Cherokee people in a unique amphitheater setting.

Discover lush trails and hidden cascades with certified guides ensuring safety and local insights.