Best 201 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 clear spring waters while searching for manatees, monkeys, and more

Paddle Orlando's historic lakes at your own pace

Paddle calm spring waters with clear views and beginner-friendly guidance

Paddle glowing lagoon waters by clear kayak or paddleboard

Paddle Florida's Indian River Lagoon and look for dolphins, manatees, and coastal wildlife

A neon-lit date-night paddle with sparkling wine and city reflections

Explore Lake Ivanhoe at night with LED-lit paddling and Orlando city views

Share a guided paddleboard or clear kayak outing with your dog

Paddle Orlando’s lakes at sunset by clear kayak or board

Paddle Lake Ivanhoe’s clear waters and discover natural scenery near downtown Orlando

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 clear Wekiva River waters with a riverside picnic lunch

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 after dark and see the water glow with bioluminescent dinoflagellates

Paddle a secluded cypress swamp and look for Florida wildlife

Paddle calm Mullet Lake as the evening sky changes color

Paddle Central Florida marshes in search of diverse birdlife