Best 76 things to do in Winter Park, FL

Guided clear kayak tour through Winter Park’s lakes and canals

Private clear kayak tour through Winter Park lakes and Venetian-style canals

Paddle 8.5 miles in 4 hours with all gear and a shuttle back to your vehicle

Paddle 11.5 miles with a shuttle back to your vehicle

Kayak 8 miles on Orlando’s closest wild river with a guide and lunch

Private kayak trip to Blue Spring State Park to look for manatees and other wildlife

Paddle the Wekiva River with a riverside picnic lunch and shuttle back

Learn kayaking basics in a 3-hour class for ages 5+

Paddle Blue Spring State Park and look for manatees on a 2-hour guided kayak tour

Private 4-hour Wekiva River kayak tour with riverside picnic lunch

Paddle secluded Blackwater Creek with expert guides and small groups for an immersive nature escape

Kayak near Blue Spring State Park to look for manatees and local wildlife

Paddle at night and watch bioluminescence glow with each stroke

Learn kayaking basics, then take a short guided paddle in Deltona

Kayak the emerald waters of Rock Springs Run with a certified guide

Practice flatwater kayak rescue skills in a 4-hour class

Build core kayak strokes and rescue skills in a 4-hour class

Paddle Lake Norris on a 3-hour guided kayak tour

Build confidence on flatwater with a 3-hour kayaking skills course

Paddle the Wekiva River with a medically trained guide

Hike Black Bear Wilderness for river views and bear sign

Rent an inflatable paddleboard and explore at your own pace

Paddle the Rainbow River and hike to Rainbow Springs’ man-made waterfalls

Paddle the full 5 miles of the Silver River with a shuttle ride back