things to do in Winter Park, FL

Private family fishing trip with sandbar swim time for up to 6 guests

Paddle the Emerald Cut at sunrise before the crowds

Rent a kayak, tandem kayak, or stand up paddle board in Clermont

Fly over theme parks for a fireworks-viewing helicopter tour

Paddle Lake Conway’s quiet waterways by board or kayak

See Orlando’s theme parks from above on a 35-mile helicopter flight

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

Ride a 2-hour Everglades airboat tour with US Coast Guard–licensed captains

Your own boat and captain for a private swamp outing

Paddle clear Wekiva River waters with a riverside picnic lunch

See Mount Dora's historic waterfront from the water

Glide through swamps and marshes in a padded, covered-shade airboat

Private 3-hour island-hopping charter with snorkeling and paddle boarding for up to 6

Float Emerald Cut and paddle through Wekiva State Park

Family-friendly bike options for easy hourly rides

See Disney Springs, SeaWorld and Aquatica from the air

Take over three escape rooms for an after-hours puzzle marathon with your team

See Walt Disney World® Resort and Orlando from above on a 15-mile helicopter flight

Share a guided paddleboard or clear kayak outing with your dog

Glide through Everglades waterways with a US Coast Guard-licensed captain

Ride an airboat at night in the Headwaters of the Florida Everglades

Learn kayaking basics in a 3-hour class for ages 5+

Explore cypress-lined waterways and look for native wildlife

Take on tactical missions that build teamwork, competition, and group camaraderie