KISS-IM-MEE 5k

KISS-IM-MEE 5k

Sat February 14, 2026

Kissimmee Main Street is proud to present the 18th Annual Kissimmee 5K, celebrating Valentine’s Day and promoting heart health. A portion of the proceeds will benefit a heart-healthy nonprofit, making every step you take part of a greater cause. Enjoy a scenic lakeshore run as the early morning mist drifts over beautiful Lake Tohopekaliga. The route winds past Kissimmee’s charming historic homes and through our vibrant downtown, where unique shops and inviting dining spots line the streets. Along the way, you’ll take in some of the best views our historic city has to offer. This fun, family-friendly event welcomes runners and walkers of all abilities—strollers and leashed pets are encouraged to join the fun!

In the spirit of Valentine’s Day, participants are invited to dress in festive attire and take part in our three lively contests: Cutest Cupid, Prettiest Pair, Care Club Award – for the largest participating group (church, organization, or business).

Join us as we mark 18 years of fitness, community spirit, and giving back—one heart-healthy step at a time.

Events

• Kiss-Im-Mee 5K: Price: $30, Time: 7:30AM EST - 9:30AM EST. Open to ages 5 - 100.
• Kiss-Im-Mee 5k - Student A (Grades K-12 Ages 18 and Under): Price: $20, Time: 7:30AM EST - 9:30AM EST. Registration ends February 14, 2026 at 7:00am EST.
• Kiss-Im-Mee 5K - Virtual Run: Price: $30. Registration ends February 14, 2026 at 7:00am EST.
• Kiss-Im-Mee 5k - Student B (College Ages 18 - 24): Price: $25, Time: 7:30AM EST - 9:30AM EST. Registration ends February 14, 2026 at 7:00am EST.
• Kiss-Im-Mee 5k - Seniors (Ages 65 and Over): Price: $25, Time: 7:30AM EST - 9:30AM EST. Registration ends February 14, 2026 at 7:00am EST.

Place

Kissimmee Lakeshore Park
201 Lakeview Drive
Kissimmee, FL 34741

Packet Pick Up

• Thursday, February 12th, 2025 from 8am-12pm & 1pm-5pm
• Friday, February 13th, 2025 from 8am-12pm & 1pm-6pm
• Location: 421 Broadway Ave., Kissimmee, FL 34741 (Kissimmee Main Street office)
• RACE DAY PACKET PICK UP
  Saturday, February 14th, 2025 from 5:30 am - 7:15 am
• Location: 201 Lakeview Drive, Kissimmee, FL 34741 (Kissimmee Lakefront Park)

T-Shirts

The first 300 participants will receive an event t-shirt at packet pickup. Shirt sizes are not guaranteed.

Awards & Age Divisions

Awards are given to the following categories: Top Three Overall Male & Female, Top Masters Male & Female, Top Three Male & Female Finishers in the following age groups: 10 and under, 11-17, 18-29, 30-39, 40-49, 50-59, 60-69, 70 and over. Couples Race - 2 person Team with fastest time combined. Care Club - team with the largest number of runners. Participants can win an award in only one category and will receive the award with the highest value.

Restrictions

For safety reasons, bicycles, roller skates and in-line skates will be prohibited from the race course. Roadways will reopen at 9 am and anyone still on the course at this time will be instructed to move onto the sidewalk.

Race Website

Additional race information can be found at http://www.kissimmee5k.com.

Couples Race

This year, we will continue the "Couples Race." In addition to your individual time, you can choose to register as a part of a 2 person couples team. Your times will be added and we will be giving awards to the top couples teams. So find your Valentine and sign up today! Winners of the Couples Race are eligible for individual awards.

Beneficiary

A portion of the proceeds will benefit a heart-healthy nonprofit and Kissimmee Main Street making every step you take part of a greater cause.