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Discover Kissimmee: 10 Family Adventures for a Magical Weekend

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While many visitors flock to the theme parks, there are so many other fun activities to do in Kissimmee from water parks to mini golf to shows. So make sure you leave a little extra time to take in all that Kissimmee has to offer.

Discover Kissimmee: 10 Family Adventures for a Magical Weekend

Here are 10 must-do activities for your next trip in Kissimmee.

1. Island H2O Water Park

Cool off at this water park featuring high-tech slides, a lazy river, and dedicated splash zones for toddlers. It’s one of the most modern water park experiences in the area, allowing guests to customize their slide experiences with music and lighting through a dedicated app.

  • Address: 3230 Inspiration Dr, Kissimmee, FL 34747
  • Cost: Tickets start at approximately $59.99
  • Link: islandh2owaterpark.com

2. Pirate’s Cove Adventure Golf

Voted best in Florida, this pirate-themed mini-golf course offers a fun course set amongstt among waterfalls and tropical gardens. It is a great way for families to spend an hour or two outdoors..

  • Address: 12545 SR 535, Orlando/Kissimmee, FL 32836
  • Cost: Approx. $16–$19 per adult; FREE for Moms on Sunday, May 10
  • Link: piratescove.net

3. Boggy Creek Airboat Adventures

Get a taste of the Everglades with an airboat tour to see alligators and native birds in their natural habitat. Beyond the airboat tours, the park features a Native American village and a gem mining station that kids love.

  • Address: 2001 E Canoe Creek Rd, Kissimmee, FL 34744
  • Cost: Tours start around $35 for adults and $30 for children
  • Link: bcairboats.com

4. Old Town Entertainment District

Enjoy a classic boardwalk vibe with unique shops, arcade games, and amusement rides. This entertainment district captures the nostalgia of old-school Florida and features the famous Saturday Night Classic Car Show, a long-standing local tradition.

  • Address: 5770 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746
  • Cost: FREE Admission; rides and attractions vary ($5–$25)
  • Link: myoldtownusa.com

5. Fun Spot America (Kissimmee)

Fun Spot America is home to Florida’s only wooden coaster; are you brave enough to try it?  with a 90-degree overbanked turn, It also features two multi-level go-kart tracks, and multiple rides for little kids through adults. One of the great perks is that non-riders can enter for free.

  • Address: 2850 Florida Plaza Blvd, Kissimmee, FL 34746
  • Cost: Single Day Fun Pass is approx. $59.95
  • Link: fun-spot.com

6. Medieval Times Dinner & Tournament

Step back into the 11th century for a dinner show featuring jousting, horse riding, and falconry. Families are seated in colored sections to cheer for their specific knight while enjoying a multi-course meal served in true medieval style (without utensils).

  • Address: 4510 W Vine St, Kissimmee, FL 34746
  • Cost: Approx. $67 for adults and $38 for kids
  • Link: medievaltimes.com

7. Shingle Creek Regional Park

For a slower pace, rent a kayak or paddleboard and explore the cypress forests. Known as the headwaters of the Everglades, this park offers a peaceful escape where you can paddle through quiet waterways and see the “real Florida” away from the crowds.

  • Address: 4266 W Vine St, Kissimmee, FL 34741
  • Cost: Kayak rentals start around $15–$20 per hour
  • Link: paddlingcenter.com

8. Museum of Military History

An educational stop that brings history to life through interactive exhibits and artifacts from various military time periods. It is a great way to introduce school-aged children to the stories of veterans through a local lens.

9. Orlando Tree Trek Adventure Park

Ready to challenge your limits? This aerial adventure park features 97 amazing challenges including swinging logs, Tarzan ropes, and wobbly bridges. With courses ranging from “Kids” to “Adult,” it’s a high-flying way to spend 3 hours navigating the pine trees and soaring down a 425-foot giant zipline.

  • Address: 7625 Sinclair Rd, Kissimmee, FL 34747
  • Cost: Approx. $40 for Kids (6-8), $55 for Juniors (9-11), and $65 for Adults (12+)
  • Link: orlandotreetrek.com

10. Skate Reflections

Lace up your skates for some classic indoor fun! This family-owned roller rink offers a tropical-themed environment where parents and kids can roll together to a great soundtrack. Whether you’re a pro or just learning, the atmosphere is all about creativity and making memories on eight wheels.

  • Address: 1111 Dyer Blvd, Kissimmee, FL 34741
  • Cost: General admission typically ranges from $8–$12 (check site for specific session pricing)
  • Link: skatereflections.com

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