Best 139 things to do in Kissimmee, FL

Relax, snorkel, and swim from a private yacht built for island days

Paddle 8.5 miles in 4 hours with all gear and a shuttle back to your vehicle

Paddle 11.5 miles with a shuttle back to your vehicle

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

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

Paddle the Wekiva River with a riverside picnic lunch and shuttle back

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

Paddle Blue Spring State Park and look for manatees on a 2-hour guided kayak tour

Private 4-hour Wekiva River kayak tour with riverside picnic lunch

Paddle at night to see bioluminescent "living lights" near Port Canaveral

Paddle a secluded cypress swamp and look for Florida wildlife

Paddle Mullet Lake as evening light settles over the water

Paddle floodplain marshes in search of Central Florida birds

Guided clear kayak tour through Winter Park’s lakes and canals

Private clear kayak tour through Winter Park lakes and Venetian-style canals

Paddle the Indian River Lagoon at your own pace in a stable single kayak

Paddle the Indian River Lagoon at your own pace

Paddle the Indian River Lagoon at your own pace

Paddle calm lagoon waters while learning about Florida’s coastal wildlife

Enjoy a scenic guided trail ride in Lake Louisa State Park, ideal for beginners ages 8+.

Ride Lake Louisa trails with two wranglers, great for first-time riders

Ride Southwest park trails, then enjoy pastries and mimosas at the barn

Hike the Pine Point Trail with a guided eco-tour

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