56 upcoming listings — live music, theater, markets, drag, comedy and more, each with a time, a venue and a street address.
What's coming up
Promenade - Sunset Walk Halloween Costume Contest $1000's in Cash & Prizes! Sat 31 Oct 2026, 6:00 PM — Live music Promenade at Sunset Walk · 3251 Margaritaville Boulevard, Kissimmee, FL 34747
Biggest Halloween Party in Kissimmee Sat 31 Oct 2026, 10:00 PM — Live music The Amador Gallery · 2533 Old Vineland Road, Kissimmee, FL 34746 · 21+
Kooky Kissimmee Scavenger Hunt Sun 1 Nov 2026, 11:00 AM — Meetup Buchito · 131 Broadway, Kissimmee, FL 34741
Random Acts of Kindness Spree in Kissimmee Sun 1 Nov 2026, 11:00 AM — Meetup Buchito · 131 Broadway, Kissimmee, FL 34741
Sunday Worship Service – Solid Rock Community Church Kissimmee Sun 1 Nov 2026, 11:00 AM — Meetup 1904 Michigan Ave · 1904 Michigan Avenue, Kissimmee, FL 34744
Krush Braus Annual Oktoberfest Sun 1 Nov 2026, 12:00 PM — Festival Krush Brau Park Portal Immersion Center · 2198 Four Winds Blvd, Kissimmee, FL 34746
Promenade "Sunday-Latin-Sunday" Every Sunday Evening / Free Admission - 6pm Sun 1 Nov 2026, 6:00 PM — Live music Promenade at Sunset Walk · 3251 Margaritaville Boulevard, Kissimmee, FL 34747
Black Forest Haunt — The Octoberfest Haunt - From Beer to Fear! Sun 1 Nov 2026, 7:00 PM — Festival Krush Brau Park · 4580 West Irlo Bronson Memorial Highway, Kissimmee, FL 34746
"Sunday Latin Sunday" Presents Free Classes with "Salsa Heat Dance Studios" Sun 1 Nov 2026, 7:00 PM — class Promenade at Sunset Walk · 3251 Margaritaville Boulevard, Kissimmee, FL 34747
Evening Sacrament Meeting Sun 1 Nov 2026, 8:00 PM — Meetup The Church of Jesus Christ of Latter-day Saints · 1900 North John Young Parkway, Kissimmee, FL 34741
Osceola :CIT (Robotics, Electronic Assembly, Optics, Mechatronics- CMA) Tue 3 Nov 2026, 1:00 PM — class 1800 Denn John Ln · 1800 Denn John Lane, Kissimmee, FL 34744
Poker Night Tue 3 Nov 2026, 6:00 PM — Sports 7840 W Irlo Bronson Memorial Hwy · 7840 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
Valencia College: Residential/ Commercial Electrician Tour Wed 4 Nov 2026, 2:30 PM — Meetup 3255 Pleasant Hill Rd · 3255 Pleasant Hill Road, Kissimmee, FL 34746
The Rock Church Food Pantry Wed 4 Nov 2026, 7:00 PM — Meetup 5515 W Irlo Bronson Memorial Hwy · 5515 West Irlo Bronson Memorial Highway, Kissimmee, FL 34746
Trivia Night Wed 4 Nov 2026, 7:00 PM — Game night Crush Yard - Pickleball Bar & Lounge · 7840 West Irlo Bronson Memorial Highway, Kissimmee, FL 34747
Advanced Manufacturing Training Center Tour Thu 5 Nov 2026, 9:30 AM — class 1099 Cross Prairie Pkwy · 1099 Cross Prairie Parkway, Kissimmee, FL 34744
Adult-Senior Community Events Thu 5 Nov 2026, 12:00 PM — class 2563 E Irlo Bronson Memorial Hwy · 2563 East Irlo Bronson Memorial Highway, Kissimmee, FL 34744
Board Game Night at Violet's Garage Thu 5 Nov 2026, 6:00 PM — Game night Violet's Venom Brewery · 413 Broadway, Kissimmee, FL 34741
Bike Night at Violet's Garage Fri 6 Nov 2026, 5:00 PM — Meetup Violet's Venom Brewery · 413 Broadway, Kissimmee, FL 34741
Promenade Racing Car & Truck Show - Friday Nights at 5PM Fri 6 Nov 2026, 5:00 PM — Live music Promenade at Sunset Walk · 3251 Margaritaville Blvd, Kissimmee, FL 34747
"Dockside Dueling Pianos" at "The Wharf" Every Friday Night Fri 6 Nov 2026, 7:00 PM — Live music 3274 Margaritaville Blvd · 3274 Margaritaville Boulevard, Kissimmee, FL 34747
12 Step Support Group Fri 6 Nov 2026, 7:00 PM — Support group 5515 W Irlo Bronson Memorial Hwy · 5515 West Irlo Bronson Memorial Highway, Kissimmee, FL 34746
European Brunch Sat 7 Nov 2026, 11:00 AM — Meetup Krush Brau Park Portal Immersion Center · 2198 4 Winds Boulevard, Kissimmee, FL 34746
"Fall" in Love with Girl Scouts! Sat 7 Nov 2026, 12:00 PM — class Kissimmee Lakefront Park · 317 East Monument Avenue, Kissimmee, FL 34741
Saturday Games - Inside & outside Sat 7 Nov 2026, 12:00 PM — Meetup Violet's Venom Brewery · 413 Broadway, Kissimmee, FL 34741
Show Car Saturday Nights Sat 7 Nov 2026, 4:00 PM — Live music Promenade at Sunset Walk · 3251 Margaritaville Boulevard, Kissimmee, FL 34747
The Wine & Cheese Experience Sat 7 Nov 2026, 7:00 PM — Meetup Formosa Winery | Island Grove Wine Company · 3011 Formosa Gardens Boulevard, Kissimmee, FL 34747
Murder Mystery Dinner Theater Show at Falcon's Fire in Metro Orlando Sat 7 Nov 2026, 7:00 PM — Comedy Falcon's Fire Golf Course · 3200 Seralago Boulevard #Suite 1, Kissimmee, FL 34746
Promenade Second Sunday Car & Truck Show - FREE Admission & Top 3 Trophies Sun 8 Nov 2026, 11:00 AM — Meetup Promenade at Sunset Walk · 3251 Margaritaville Boulevard, Kissimmee, FL 34747
Fruit Trees for your Garden Thu 12 Nov 2026, 1:00 PM — class Hart Memorial Library · 211 E. Dakin St, Kissimmee, FL 34741
Mujer Audaz - Intensas Sat 14 Nov 2026, 9:00 AM — Meetup Ramada by Wyndham Kissimmee Gateway · 7470 W Irlo Bronson Memorial HWY 192, Kissimmee, FL 34747
15th Annual Help Keep Kids off the Street Charity Walk Sat 14 Nov 2026, 10:00 AM — Meetup Kissimmee Lakefront Park (Registration and check-in will take place under the Panther Pavilion in the middle of the Park · 201 Lakeview Drive, Kissimmee, FL 34741
UNO Kissimmee - Deep Dish Pizza Cooking Class and Lunch Sat 14 Nov 2026, 12:00 PM — class UNO Pizzeria & Grill · 5350 West Irlo Bronson Memorial Highway, Kissimmee, FL 34746
Citizenship Class Tue 17 Nov 2026, 5:30 PM — class Hart Memorial Central Library · 211 E Dakin Ave, Kissimmee, FL 34741 · Free · 18+
Community Garden Classes - Florida Friendly Landscaping™ – Part II Thu 19 Nov 2026, 11:00 AM — class Kissimmee City Chambers Park Community Center · 2380 Smith Street, Kissimmee, FL 34744
The Tribute to "ABBA" at The Wharf! November 19th! On Sale Now! Thu 19 Nov 2026, 5:00 PM — Live music 3274 Margaritaville Blvd · 3274 Margaritaville Boulevard, Kissimmee, FL 34747
"Holiday Nights" Celebration at the Promenade w/ Santa & Nightly Snow Falls Thu 19 Nov 2026, 6:00 PM — Live music Promenade at Sunset Walk · 3251 Margaritaville Boulevard, Kissimmee, FL 34747
Food Truck Expo Fri 20 Nov 2026, 11:00 AM — Festival Holiday Inn Resort Kissimmee by the Parks by IHG · 3011 Maingate Lane, Kissimmee, FL 34747
European Christmas Market - Christkindlesmarkt - Kissimmee Sat 21 Nov 2026, 12:00 PM — Market Krush Brau Park Portal Immersion Center · 2198 4 Winds Boulevard, Kissimmee, FL 34746
Table 26: Kissimmee | Dinner with New Friends Thu 26 Nov 2026, 7:00 PM — Meetup Restaurant of the Week · Margaritaville Boulevard, Kissimmee, FL 34747
Foodies + New Friends: Kissimmee Dinner Meet | Giving Back Edition Sat 28 Nov 2026, 7:00 PM — Meetup Eskina Brazilian Restaurant · 5749 West Irlo Bronson Memorial Highway, Kissimmee, FL 34746
Interested in Becoming a Master Gardener Volunteer? Tue 1 Dec 2026, 12:00 PM — class UF IFAS Extension Osceola County · 1921 Kissimmee Valley Ln, Kissimmee, FL 34744
Krush Brau Kakes with Krampus Sat 5 Dec 2026, 9:00 AM — Festival Krush Brau Park · 2198 4 Winds Boulevard, Kissimmee, FL 34746
Sorrel and Pigeon Peas Caribbean Festival Sat 5 Dec 2026, 1:00 PM — Festival EcoLove Nursery and Farm LLC · 4229 Reaves Road, Kissimmee, FL 34746
Krush Brau Krampus Haunt Sat 5 Dec 2026, 4:00 PM — Spooky Krush Brau Park Portal Immersion Center · 2198 4 Winds Boulevard, Kissimmee, FL 34746
Krampus Con Kick Off / Art Show / Krampus March Sat 5 Dec 2026, 5:00 PM — Art show Krush Brau Park Portal Immersion Center · 2198 4 Winds Boulevard, Kissimmee, FL 34746
Krush Brau's Kocktails with Krampus Sat 5 Dec 2026, 7:00 PM — Live music 2198 4 Winds Blvd · 2198 4 Winds Boulevard, Kissimmee, FL 34746
Krampus Haunted Trail Sat 5 Dec 2026, 7:00 PM — Festival Krush Brau Park · 4580 West Irlo Bronson Memorial Highway, Kissimmee, FL 34746
The Premier Tribute to "Fleetwood Mac" Returns to The Wharf Live - Dec 10th Thu 10 Dec 2026, 5:00 PM — Live music 3274 Margaritaville Blvd · 3274 Margaritaville Boulevard, Kissimmee, FL 34747
Computer Basics: Windows 11 Wed 16 Dec 2026, 10:00 AM — class Hart Memorial Central Library · 211 E Dakin Ave, Kissimmee, FL 34741 · Free · 18+
3D Print Basics Thu 17 Dec 2026, 3:00 PM — class Hart Memorial Central Library · 211 E Dakin Ave, Kissimmee, FL 34741 · Free
Krush Brau New Years Eve Party - Free Admission - Reserve Now! Thu 31 Dec 2026, 6:00 PM — Live music Krush Brau Park Portal Immersion Center · 2198 4 Winds Boulevard, Kissimmee, FL 34746
"Rocking New Year" - 2027 Concert, Street Party & Fireworks Spectacular! Thu 31 Dec 2026, 7:00 PM — Live music Promenade at Sunset Walk · 3251 Margaritaville Blvd, Kissimmee, FL 34747
Live Unreal Summit 2027 Mon 18 Jan 2027, 9:00 AM — Meetup Gaylord Palms Resort & Convention Center · 6000 Osceola Parkway, Kissimmee, FL 34746
2027 C4UHC Symposium Mon 8 Mar 2027, 6:00 PM — Meetup Margaritaville Resort Orlando · 8000 Fins Up Circle, Kissimmee, FL 34747
Listings are seeded from venue and organiser calendars. See them on the map.