things to do in Winter Park, FL

Choose the right watercraft for your weekend on the water

Choose your ride for a midweek day on the water

Cruise to nearby state parks on a fishing-ready pontoon

Play 18 holes amid Old West waterfalls, caves, and mining scenery

Pair an 18-hole Wild West mini golf game with CiCi's Pizza Buffet

Spread out aboard a well-equipped houseboat with private staterooms and three outdoor decks

Private mini golf for celebrations and corporate events

Choose two Old West courses for 36 holes of mini golf

Taste local bites and discover mural-lined Mills 50 on a relaxed walk

Walk Orlando’s Mills50 and Ivanhoe Village with 8 beer samples and small bites

Taste international bites and local history inside Orlando’s Packing District food hall

Glide through Blue Spring at sunset to see manatees and abundant wildlife

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

Build practical kayak self-rescue and assisted rescue skills

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

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

Learn to paddleboard with a private pro lesson on calm Lake Conway

Ride beneath ancient live oaks and along Lake Jesup floodplains

Ride through oak hammocks and Lake Jesup floodplains with a private guide

Sip your favorite drink while paddling gator-free Lake Ivanhoe at sunset, just minutes from downtown Orlando.

Explore Lake Louisa State Park by off-road Segway with a guide, plus a picnic lunch

Morning horseback ride with barn brunch in Lake Louisa State Park

Build balanced riding skills with a 1-hour private or group lesson (ages 8+)

Paddle beneath the full moon with a guide on Hammond Lake