things to do in Winter Park, FL

Private 4-hour island-hopping boat tour for up to 6 guests

Ride an electric cart through downtown landmarks, neighborhoods, and the lakefront

Golden-hour horseback ride with champagne, charcuterie, and campfire s'mores

Paddle the Wekiva River with a medically trained guide

Paddle or kayak Winter Park’s lakes and tropical canals with a guided 2-hour tour

Explore Everglades wildlife and birdlife aboard a covered pontoon

Paddle glowing lagoon waters by clear kayak or paddleboard

Choose a ceramic piece and paint it your way

Explore the Everglades at golden hour, with a relaxed pace and fewer crowds

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

Take off from Lake Dora on a 15-minute seaplane splash-and-dash

Glide through swamps in a small shared airboat with onboard headsets

Private 2-hour dolphin tour with sandbar stops for up to 6 guests

Paddle the Emerald Cut at sunset with a guided kayak tour

Hike the Pine Point Trail with a guided eco-tour

Hike Black Bear Wilderness for river views and bear sign

Paddle after sunset and watch the Banana River glow

See Orlando’s theme parks and lakes on a 50-mile helicopter flight

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

Explore Florida Everglades marshes by airboat with an educational captain-led tour

Your own boat and captain for a private swamp ride

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

Build hands-on Beaver floatplane skills with dual instruction

Private swamp ride with padded seats and two-way headsets