things to do in Winter Park, FL

Choose a kayak or paddleboard for a flexible day outdoors

Ride at dusk, then enjoy champagne and campfire treats

Explore Wekiwa Spring at your own pace on a self-guided paddleboard outing

Gather for wood-smoked BBQ, lakeside dining, and outdoor games

Interactive pirate theater with a three-course dinner

Search Lake Jesup’s shoreline by spotlight on a private night airboat ride

Reserve an airboat and captain for a private ride around Lake Jesup

Glide across Florida wetlands as the sun sets over the marshes

Private waterside cabana with a grill, picnic table and direct water access

A beginner-friendly river outing with paddling tips and an optional swim break

Explore the St. Johns River on a self-guided paddle

Paddle the St. Johns River at your own pace

Explore shallow backwaters aboard a Carolina Skiff

Tiller-controlled fishing boat with an electric-start engine

Cruise Wekiwa Springs on an adult or kids' beach cruiser

Paddle the Wekiwa River with a guide and look for local wildlife

Unlimited rounds across two Wild West-themed 18-hole courses

Skim Lake Jesup by airboat and look for alligators and native birds

Host your celebration with exclusive access to a mini golf course

Walk the Milk District with 5 tastings and 2 adult beverages

Find your footing on the water with a guide who specializes in first-timers

Gather your coven for a cozy riverside Halloween retreat

Paddle the St. Johns River with a guide and look for local wildlife

Discover wildlife and river history on a narrated cruise