The Kissimmee, Poinciana, and Davenport areas of Florida are renowned for their vibrant community spirit, showcased through a variety of annual events that cater to residents and visitors alike. As we look ahead from December 20, 2024, through December 31, 2025, here's a curated guide to the must-attend festivities in these locales.

December 2024

Now Snowing Nightly at Celebration Town Center
Dates: November 30 – December 31, 2024
Location: Celebration Town Center
Experience the magic of snow in Florida at the 26th Annual Now Snowing event. This Celebration tradition features nightly snowfall, a synthetic ice rink, and special community performances, making it a winter wonderland for all ages.

Breakfast with Santa in Pajamas
Date: December 21, 2024
Location: Chambers Park Community Center, Kissimmee
Join the 20th Annual Breakfast with Santa for a cozy morning filled with sweet and savory treats. Children can meet Santa Claus, pose for photos, and receive free Christmas presents, all while dressed in their favorite pajamas.

Holinights Celebration at Sunset Walk
Dates: Select Nights through December 25, 2024
Location: Sunset Walk, Kissimmee
Celebrate the holiday season with live entertainment, festive decorations, and special activities suitable for the whole family. The Holinights Celebration offers a joyful atmosphere leading up to Christmas Day.

Santa Hustle Race: Orlando, FL
Date: December 21, 2024
Location: Margaritaville Resort Orlando
Participate in a festive 5K or half-marathon dressed as Santa. The event includes holiday music, cookies, and a Santa hat and beard for each runner, making it a fun and active way to celebrate the season.

Rock & Brews Kissimmee New Year's Bash
Date: December 31, 2024
Location: Rock & Brews, Kissimmee
Ring in the New Year with live music, delicious food, and a lively atmosphere at Rock & Brews. The New Year's Bash promises a memorable night as you welcome 2025.

January 2025

Mecum Kissimmee 2025
Dates: January 7 – 19, 2025
Location: Osceola Heritage Park, Kissimmee
Car enthusiasts can attend the world's largest collector car auction, featuring an estimated 4,500 vehicles, including American muscle cars, classics, Corvettes, exotics, and more. The event also offers food vendors, exhibitors, and thrilling auction action.

Martin Luther King Jr. Unity Celebration
Date: January 11, 2025
Location: Kissimmee Lakefront Park
Celebrate diversity and community at Kissimmee's Martin Luther King Jr. Unity Celebration. The event features live music, delicious food, unique crafts from community vendors, and the KUA Kids Power Zone, fostering a spirit of togetherness.

February 2025

Daddy & Daughter Dance
Date: February 8, 2025
Location: Chambers Park Community Center, Kissimmee
Create unforgettable memories at the special Daddy and Daughter Dance. The evening includes music, dancing, and sweet treats, offering a delightful experience for fathers and their daughters.

Taste of Kissimmee
Date: February 21, 2025
Location: Kissimmee Lakefront Park – Ruby Plaza
Embark on a culinary adventure at the Taste of Kissimmee. Sample a variety of foods and drinks while enjoying live music and cultural performances that highlight the area's diverse heritage.

March 2025

Kowtown Festival
Date: March 22, 2025
Location: Kissimmee Lakefront Park
Join the City of Kissimmee's big birthday bash at the Kowtown Festival. The annual celebration includes live music from local artists, vendors, food trucks, the KUA Kids Power Zone, birthday cake, and more, commemorating the city's rich history.

May 2025

PrideFest Kissimmee
Date: May 31, 2025
Location: Kissimmee Civic Center
Celebrate the impactful contributions of the local LGBTQ community at PrideFest Kissimmee. The event is packed with live performances, activities, and vendors, promoting awareness and inclusivity.

Juneteenth Festival
Date: June 14, 2025
Location: Kissimmee Civic Center
The Kissimmee Juneteenth Festival commemorates the end of slavery in the United States and celebrates African American culture. The family-friendly event includes live music, delicious food, the KUA Kids Power Zone, and craft vendors, fostering community and cultural appreciation.

July 2025

Monumental 4th of July Celebration
Date: July 4, 2025
Location: Kissimmee Lakefront Park
Celebrate Independence Day with one of the largest fireworks displays in the region. The Monumental 4th of July Celebration features live entertainment, food vendors, family activities, and a stunning fireworks show over Lake Tohopekaliga. (kissimmee.gov)

Freedom Fest Davenport
Date: July 4, 2025
Location: Lewis Mathews Complex, Davenport
This patriotic event includes live music, food trucks, a kids' zone, and a fireworks finale. It's a great opportunity for families to enjoy a festive day while honoring the nation’s history. (cityofdavenportfl.com)

October 2025

Poinciana Fall Festival
Date: October 12, 2025
Location: Vance Harmon Park, Poinciana
Ring in the autumn season with a day of family-friendly fun, including hayrides, pumpkin decorating, live music, and food vendors. The festival is a great way to connect with the local community and enjoy the cooler weather. (apvcommunity.com)

Boo! On Broadway
Date: October 31, 2025
Location: Downtown Kissimmee
This Halloween-themed event is perfect for all ages, featuring costume contests, trick-or-treating, live entertainment, and haunted attractions. It’s a safe and fun way to celebrate the spooky season in the heart of the city. (kissimmee.gov)

November 2025

Osceola County Fair & Livestock Show
Dates: November 8–16, 2025
Location: Osceola Heritage Park, Kissimmee
This annual fair showcases agricultural heritage with livestock shows, carnival rides, games, food vendors, and live performances. It’s a must-visit for families and anyone looking for a blend of fun and tradition. (osceolacountyfair.com)

Davenport Harvest Festival
Date: November 23, 2025
Location: Lewis Mathews Complex, Davenport
Kick off the holiday season with a festival featuring local crafts, food trucks, live music, and activities for kids. The Harvest Festival celebrates community spirit and the fall season. (cityofdavenportfl.com)

December 2025

Poinciana Holiday Parade
Date: December 6, 2025
Location: Cypress Parkway, Poinciana
Get into the holiday spirit with a festive parade featuring decorated floats, marching bands, and an appearance by Santa Claus. The event concludes with a tree-lighting ceremony and family activities. (apvcommunity.com)

Festival of Lights at Kissimmee Lakefront Park
Dates: December 1–31, 2025
Location: Kissimmee Lakefront Park
Enjoy the magical sights of holiday light displays illuminating the park. This month-long celebration also includes seasonal performances, food vendors, and opportunities for photos with Santa. (kissimmee.gov)

New Year's Eve Fireworks and Concert
Date: December 31, 2025
Location: Sunset Walk, Kissimmee
Ring in the New Year with live music, food, and a spectacular fireworks display at Sunset Walk. This family-friendly event is a perfect way to end the year on a high note. (sunsetwalk.com)

Conclusion

Whether you’re a resident or a visitor, the Kissimmee, Poinciana, and Davenport areas offer a year-round calendar filled with events that celebrate community, culture, and fun. From holiday celebrations and cultural festivals to food fairs and outdoor concerts, there’s something for everyone to enjoy.

If you’re looking to move to the area or invest in property, these events highlight the vibrant lifestyle and strong sense of community here. As your local real estate expert, I’m here to help you find the perfect home where you can enjoy all that this beautiful region has to offer.

For more information on homes for sale in Kissimmee, Poinciana, Davenport, and beyond, contact me:
Bernard Jackson | REALTOR®️ | LPT Realty
📞 321.443.5582
🌐 www.bernardsellsflhomes.com

Your journey to homeownership and a life filled with unforgettable events starts here. 🎉