October 2024 Events in Kissimmee, Florida: A Guide by Corcoran Connect

October 2024 Events in Kissimmee, Florida: A Guide by Corcoran Connect

Welcome to Kissimmee this October! As the fall season rolls in, Kissimmee, Florida, becomes the perfect playground for events full of fun, laughter, and a touch of spookiness. Whether you’re a local resident or visiting for the first time, there’s something for everyone. From wine tastings and comedy shows to Halloween festivities and cultural celebrations, you’ll be spoiled for choice. Let's dive into the exciting line-up of events Kissimmee has to offer this month.

A Very Spooky Book & Wine Tasting

Date: October 1, 2024
Time: 5:30 pm - 7:00 pm
Location: Vintage Vino Wine Bar, 113 Broadway, Kissimmee, FL 34741

Kick off October with a unique twist on the spooky season! Vintage Vino invites you to a night of book and wine tasting, combining eerie literature with exquisite wines. For just $35, attendees can enjoy five wine samples and a paperback book to add to their collection. Additional wines and books will also be available for purchase. This cozy evening is perfect for those who appreciate a good story paired with a good drink.

Celebration's Fall Porch & Yard Sale

Date: October 5, 2024
Time: 8:00 am - 2:00 pm
Location: 631 Sycamore Street, Celebration, FL 34747

Looking for a bargain or just love the thrill of hunting for hidden treasures? The giant community yard sale in Celebration, Florida, is an event you don’t want to miss! Residents open their porches and yards, and Lakeside Park will be bustling with antiques, clothes, furniture, and more. Remember to be patient while driving through the neighborhood, as it’s going to be busy.

Bonkerz Comedy Club Encore Performance

Date: October 5, 2024
Time: 9:00 pm - 11:00 pm
Location: The Wharf at Sunset Walk, 3274 Margaritaville Blvd., Kissimmee, FL 34747

Ready for some laughter? The Bonkerz Comedy Club is back for an encore performance at The Wharf in Margaritaville Resort Orlando. Join Rauce Padgett, a dynamic entertainer, along with Brad Schutz, a rising Central Florida comic, for a hilarious night. Enjoy the full-service menu and bar, and prepare for an intimate evening where seating is on a first-come, first-served basis.

Best of Challenge: Taco Edition

Date: October 5, 2024
Time: 12:00 pm - 4:00 pm
Location: Promenade at Sunset Walk, 3251 Margaritaville Blvd., Kissimmee, FL 34747

If you love tacos, this event is for you! The 6th Annual “Best of Challenge” – Taco Edition will feature 11 of the best taco venues at Sunset Walk and Margaritaville Resort Orlando. A $20 tasting admission gets you 11 delicious taco samples, and you get to vote for your favorite! If you're just looking to spectate, admission is free. It’s a tasty way to enjoy the weekend.

FUNOWEEN at Fun Spot America

Dates:

  • October 5, 2024: 10:00 am - 9:00 pm
  • October 12, 2024: 10:00 am - 9:00 pm
  • October 19, 2024: 10:00 am - 9:00 pm
  • October 26, 2024: 10:00 am - 9:00 pm

Location: Fun Spot America-Kissimmee, 2850 Florida Plaza Blvd., Kissimmee, FL 34746

FUNOWEEN is the perfect family-friendly Halloween event for every Saturday in October! Come dressed in your Halloween best and experience the park's spooky but fun Trick or Treat Trail for kids under 12. Stay for the FUNOWEEN Dance Party from 6:00 pm - 9:00 pm with a monster-iffic emcee and DJ playing seasonal favorites. Plus, each weekend brings a new themed activity—such as a scavenger hunt, game night, costume contest, or pumpkin decorating—so there’s always a new reason to join in!

Empanada Smackdown: Hispanic Heritage Celebration

Date: October 5, 2024
Time: 12:00 pm - 5:00 pm
Location: 2117 Mabbette Street, Kissimmee, FL 34741

Celebrate Hispanic Heritage with the 3rd Annual Taste of Latino Festival! This year’s Empanada Smackdown will feature empanada and paella contests, a Latino Lideres Awards ceremony, and live music and dance. Professional and student chefs will also showcase dishes representing various Latin American cultures. Don’t miss out on the food, culture, and community celebration!

Barktoberfest - Dog Swim Event

Date: October 12, 2024
Time: 1:00 pm - 4:00 pm
Location: Bob Makinson Aquatic Center, 2204 Denn John Lane, Kissimmee, FL 34741
Cost: $5 per dog

Your furry friend needs a spooky splash too! Barktoberfest at Bob Makinson Aquatic Center is a great way for your dog to cool off and have fun in the water. Owners can accompany their dogs, but they aren’t allowed to swim themselves. Proof of rabies vaccination is required, and all dogs will be screened for aggression before entry. Get ready for a wet and waggy good time!

Breast Cancer Awareness Car & Truck Show

Date: October 12, 2024
Time: 2:00 pm - 8:00 pm
Location: Promenade at Sunset Walk, 3251 Margaritaville Blvd., Kissimmee, FL 34747

Join the Promenade at Sunset Walk for the 4th Annual Breast Cancer Awareness Car & Truck Show. The event benefits the Don Shula Foundation at Moffitt Cancer Center, featuring a variety of show car models, live entertainment, and unique vendors. It's free to attend, and there’s a $30 show car entry fee for those wishing to participate. All proceeds go directly towards breast cancer research—so come support a great cause.

Boo Skate at The Ice Factory

Date: October 25, 2024
Time: 7:00 pm - 10:00 pm
Location: The Ice Factory, 2221 Partin Settlement Rd, Kissimmee, FL 34744

Get your skates on for the “Boo Skate”! This Halloween-themed ice skating event features a spooky DJ, games, and trick-or-treat stations around the rink. Show off your best costume in the contest and enjoy a night of icy fun with a chilling twist.

Trunk or Treat Car Show at Sunset Walk

Date: October 26, 2024
Time: 4:00 pm - 8:00 pm
Location: Promenade at Sunset Walk, 3251 Margaritaville Blvd., Kissimmee, FL 34747

The 5th Annual Trunk or Treat Car Show is a free, family-friendly Halloween event that takes trick-or-treating to the next level. Kids can gather treats from over two dozen candy locations and view over 100 themed cars and trucks distributing goodies. With live music, street performers, and access to over 30 unique dining and entertainment options, this event is the perfect way to celebrate Halloween in style.

Scare Fair at Lake Underhill

Date: October 28, 2024
Time: 5:00 pm - 9:00 pm
Location: Lake Underhill Park, 4355 S. Semoran Blvd., Orlando, FL 32822

The Scare Fair is back for another spooky evening at Lake Underhill Park! Expect a night full of haunted attractions, vendor booths, and carnival games. This event features a haunted maze and costume contest, along with candy stations for the little ones. Admission is free, and all ages are welcome, making it a spook-tacular outing for the entire family!

Halloween at Old Town Kissimmee

Dates: October 27 - October 31, 2024
Location: 5770 W. Irlo Bronson Memorial Hwy, Kissimmee, FL 34746

Halloween is the perfect time to visit Old Town Kissimmee, with spooky decorations, trick-or-treating, and special entertainment. There’s also the “Frights and Lights Car Cruise,” where classic cars parade down Main Street, decked out for the holiday. This multi-day celebration is ideal for anyone looking to get into the Halloween spirit with a retro twist.

Conclusion

Kissimmee in October transforms into a vibrant hub of exciting events, from cultural celebrations to family-friendly spooky fun. Whether you’re up for an evening of wine and books, testing out the best tacos, or getting into the Halloween spirit with your pet, there’s no shortage of adventures waiting for you. Come out and enjoy all that Kissimmee has to offer this fall!

FAQs

1. Is parking available at all events?

Yes, most events in Kissimmee have nearby parking facilities. However, it’s always best to arrive early, especially during busy weekends.

2. Are the events kid-friendly?

Most events are family-friendly, but some, like the Bonkerz Comedy Club, might be best for adults.

3. What should I bring to these events?

It’s a good idea to bring cash, sunscreen, comfortable shoes, and a reusable water bottle. For pet events, bring proof of vaccinations.

Corcoran Connect, your trusted real estate company in Florida, hopes you make unforgettable memories at these wonderful events! Stay tuned for more updates and explore the vibrant community of Kissimmee this October.