You’ll paddle clear kayaks through Winter Park’s chain of lakes and winding canals with a local guide pointing out wildlife and historic homes. Expect close-up moments with birds and fish, gentle laughter from your group, and glimpses into hidden corners of Florida life. The calm water and shady trees might surprise you — it’s peaceful in ways you can’t plan for.
I didn’t expect the water to be so glassy — or maybe it was just the clear kayak messing with my head. Either way, paddling out onto Lake Virginia in Winter Park felt like floating above an aquarium. Our guide, Jamie, pointed at a heron picking its way along someone’s dock and told us locals call it “the mayor.” I still laugh thinking about that bird looking so serious while we drifted by in these see-through boats.
The Venetian-style canals were narrower than I’d pictured, almost secretive, shaded by tangled oaks and palms. There was this moment where sunlight hit the water just right and everything glowed green — mossy smell, a little cool on my arms even though it was Florida. Jamie told stories about old mansions tucked behind hedges (one belonged to some jazz legend?) and waved at a couple fishing off their porch. I tried not to stare but honestly, those houses are wild.
We saw fish darting below us — bass maybe? — and once a turtle popped up near my paddle. The whole time you could hear birds calling over the hum of distant lawnmowers. It was only two hours but felt longer in that good way where you lose track of time. My arms were tired but not sore; I guess you don’t need to be an athlete for this day trip around the Winter Park Chain of Lakes. Sometimes I still think about how quiet it got under those trees, like the city paused for us.
The guided tour lasts approximately 2 hours on the water.
Yes, clear kayaks, paddles, and life jackets are all included.
No prior experience is needed, but moderate physical fitness is recommended.
The tour explores the Winter Park Chain of Lakes and Venetian-style canals in Florida.
Yes, a knowledgeable local guide leads every group.
Public transportation options are available nearby.
You may spot birds like herons, fish beneath your kayak, turtles, and more local fauna.
No meals are included; only kayaking equipment and guide services are provided.
Your day includes use of a 100% clear kayak (which is honestly half the fun), paddles sized for comfort, a life jacket for safety, and a friendly local guide who shares stories as you glide through lakes and canals together.
Do you need help planning your next activity?