Best 60 things to do in Kissimmee, FL

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

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

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

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 at sunset, then enjoy champagne, charcuterie, and s'mores by the campfire

Hike the Pine Point Trail with a guided eco-tour

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

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

Rent cruiser or child bikes by the hour for casual rides in Clermont

Paddle Hammond Lake with a guide and quick beginner instruction

Drive your own catamaran on a 2-hour Clermont Chain of Lakes tour

Private 6-hour island-hopping charter for up to 6 guests

Private 4-hour island-hopping boat tour for up to 6 guests

Private 2-hour dolphin tour with sandbar stops for up to 6 guests

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

Island-hop for 4 hours with snorkeling and water toys, tailored for families

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