Best 156 things to do in Casselberry, FL

Paddle after dark through seasonal glowing waters

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

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

Ride beneath ancient live oaks and along Lake Jesup floodplains

Hands-on horse care and riding for young learners

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

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

Gather in a renovated cabana with a summer kitchen and grill

Private riverside cabana with grilling space and a sandy waterfront area

Relax in a renovated covered cabana with a sandy gathering area and gas grill

Relax in a renovated waterfront cabana with direct water access

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

Glide across Lake Jesup while looking for alligators and native birds

Spot Florida wildlife, then enjoy a lakeside lunch and souvenir photo

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

Tactical missions, team competition, and a social lounge in one experience

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