Whether you're a tattoo aficionado or just looking for some inspiration, the 5th edition of the popular event is the perfect place to explore various styles, trends, and techniques. Experience Central Florida's premier tattoo event featuring artists, vendors, competitions, entertainment, and more. The Orlando Tattoo Show returns for its 5th edition from September 11 - 13, 2026, at Osceola Heritage Park in Kissimmee. Over three days of tattoo artists, vendors, and brands from

Celebrate the long weekend with live music, outdoor fun & festive vibes at The Promenade at Sunset Walk. Looking for something fun to do this Labor Day Weekend? Celebrate the unofficial end of summer at the Promenade at Sunset Walk's Labor Day Weekend Celebration! Join the Promenade at Sunset Walk for 4 fun-packed days of live music, entertainment, bands, DJs, street performers, car shows, artisan markets, amazing restaurants, shopping, experiences, and so much more. The cel

The influential indie rock band Dinosaur Jr.are hitting the road next year in support of their latest album, including s stop in Orlando on Feb. 23. The pioneering indie rock trio Dinosaur Jr. have just released their latest album, There Near - the bands first new release in five year's and their 13th studio album in what is an impressive and solid 40 plus years together. To support the new music, which has received solid reviews, the trio are hiting the road next spring, ext

Buy your 2027 Season Pass early and start enjoying unlimited visits now through December 31, 2027. If you love roller coasters, multi-level go kart tracks, arcade games, and spending quality time with family without emptying your savings account, a Fun Spot Season Pass is hard to beat, especially if you take advantage of a new offer just launched by the Central Florida attraction. Fun Spot America with parks in Orlando and Kissimmee has just launched their 2027 Season Pass an

Raise a glass to Jimmy Buffett at Margaritaville Resort Orlando with complimentary margaritas, island entertainment, family fun, and charitable giving benefiting Give Kids The World Village. Margaritaville Orlando Resort is inviting guests to celebrate Jimmy Buffett Day on Friday, September 4, 2026, with the third annual Day of Service, a brand-wide initiative bringing together Margaritaville destinations, team members, and communities through service, connection, and shared

The festival will feature over 200 exhibitors, costume contests, and more. Florida Renaissance Fair season is no longer only in the winter! Escape from reality and the blazing heat this weekend, ss Prometheus Esoterica brings all the fun of a renaissance festival indoors to Kissimmee this weekend. The Magik and Mythk Festival will take place within the 56,000 square foot air conditioned Osceola Heritage Park Events Center and will celebrate all things mystical, medieval, and

Slingshot is a three-wheeled, two-seat vehicle that allows you to feel the rush of the road while sitting barely 5 inches above the ground! Experience something brand-new and exciting in the Old Town Entertainment District by renting a Polaris Slingshot and exploring Central Florida in an incredible open-air ride. Central Florida Slingshots is now located at the front of Old Town with its brand new 2026 fleet with unlimited miles. Explore Central Florida on your own or choo

The Jonas Brothers are taking it to the Kia Center. The Burning It Up Tour All Over Again with special guest, Magnus Ferrell will celebrate the songs that started it all and everything that’s happened since. The Jonas Brothers has announced their most ambitious outing to date, a 45-city North American slate of "The Burning Up Tour All Over Again." The tour comes on the heels of a milestone stretch for the group as Kevin, Joe and Nick Jonas were recently named Disney Legends a

Downtown Kissimmee CRA approves incentive to revitalize the historic former bank building at 30 Broadway into Nosso Quintal Brazilian Bar & Grill. Nosso Quintal Brazilian Bar & Grill is a new culturally immersive bar and restaurant coming to downtown Kissimmee, designed to bring the spirit of Brazil to life through music, art, and shared social experiences. Set to open in the historic former bank building at 30 Broadway in downtown Kissimmee, the new restaurant is Inspired by

Join the City of Kissimmee for a night full of live music, beautiful food, and a spectacular fireworks finale. Celebrate Independence Day in a monumental way at Kissimmee Lakefront Park! The City of Kissimmee is inviting the community to join them on July 4 for what is the cities biggest event of the year and it's packed with live entertainment, activities for all ages, and of course a fireworks grand finale. Taking place from 7 pm - 9.30 pm, highlights of Kissimmee's Monumen

Gather your family and friends for a star-spangled celebration, and celebrate America's 250th Birthday with fun and fireworks at Fun Spot America! This 4th of July, trade the backyard chair for a coaster seat! The Independence Day celebrations at Orlando’s favorite hometown theme park, Fun Spot America, are going to be huge! America is celebrating 250 years of independence, marking a milestone that only comes once in a lifetime. For two and a half centuries, generations of fa

Customers will find a one-of-a-kind design featuring local memorabilia, photos and theme park-inspired touches that celebrate Kissimmee’s role as the gateway to Central Florida’s iconic attractions. Raising Cane’s opens the doors to its newest Orlando area Restaurant today, Monday, June 29 at 1200 W. Osceola Pkwy., featuring a festive grand opening packed with excitement and Community spirit. Raising Cane’s ONE LOVE – Craveable Chicken Finger Meals – begin with premium chi

Enjoy a day filled with live entertainment, drag performances, family-friendly activities, community resources, vendors, food, music, and so much more. Get ready for Osceola Pride, happening this weekend at Osceola Heritage Park, and it's bigger and better than ever! Kissimmee PrideFest and Proud in the Cloud have officially joined forces to create Osceola Pride — a unified vision for the future of LGBTQ+ celebration, visibility, and advocacy throughout Osceola County. For ye

If you enjoy the weird, bizarre and creepy then the Orlando Oddities and Curiosities Market is the place for you, featuring over 200 curated vendors, live performances, workshops and more. The often imitated, never duplicated Orlando Oddities & Curiosities Market is back, returning to Osceola Heritage Park in Kissimmee on Saturday June 27 from 11 am- 6pm. Hosted and curated by Orlando oddities shop, Prometheus Esoterica, the event features taxidermy, morbid antiques, wet spe

Old Town Entertainment District in Kissimmee is hosting the 7th Annual Fourth of July Celebration with free fun and fireworks for the whole family. Celebrating the Fourth of July is an all-day affair at the Old Town Entertainment District. Old Town’s 7th Annual All-American Fourth of July Celebration ignites with a high-energy showcase of American horsepower, live entertainment and a patriotic fireworks spectacular presented by Old Town and Fun Spot America. The All-America