Trip Ideas for Your Kissimmee Vacation

Find inspiration for your trip to Central Florida with articles, lists and itineraries featuring things to do and places to explore.

Located minutes from Orlando, Kissimmee is your gateway to Central Florida’s must-do adventures: thrilling airboat rides, vibrant local festivals, family-friendly theme parks, and all the shopping and dining options you could dream of. The hard part is deciding where to start, but that’s where we come in.

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1 - 10 of 90 results

1 - 10 of 90 results

Playground at Kissimmee Lakefront Park

Todo lo que puedes hacer en Lakefront Park en Kissimmee

¡Vive la experiencia del Lakefront Park en Kissimmee! Sumérgete en la belleza de Lake Toho mientras disfrutas de pesca, paseos escénicos, y momentos inolvidables en familia. Además, descubre los sabores locales en este pintoresco refugio al aire libre.

What Holiday Cookie Are You?

Toasting with white wine in Kissimmee — Enjoy delicious wine and culinary experiences in Kissimmee

What Wine and Chocolate Pairing Are You?

Take this quiz to find your ideal wine-and-chocolate pairing and discover what Kissimmee experiences will delight your palate.

Anisa Benitez joins the cast of The Kissimmee Experience.

Anisa Benitez: Reconnect With Yourself In Kissimmee

Creative wellness advocate and content creator Anisa Benitez, known for her No Starving Artist podcast and mindful storytelling, explores Kissimmee’s relaxing side in The Kissimmee Experience — from goat yoga and spa days to sustainable wine tastings and quiet moments of reflection.

Jeff Musial holds an albino alligator in front of the trees at Wild Florida. — Check out the exotic animals in Jeff's episode of The Kissimmee Experience.

Jeff Musial: Animals Adventures in Kissimmee

Kissimmee is full of unforgettable animal encounters, from safari parks and Gatorland icons to classic Florida attractions with plenty of personality. In this episode of The Kissimmee Experience, wildlife expert Jeff Musial — known to audiences from The Tonight Show Starring Jimmy Fallon, iCarly, and beyond — dives into some of the region’s most exciting ways to meet creatures big and small. Follow along for inspiration for your own wild adventure.

Carla Rhodes and Jen Bonner birdwatch with a long-lens camera at Omni Resort. — Tag along with Carla Rhodes in the sixth episode of The Kissimmee Experience.

Carla Rhodes: Eco Adventures and Birding in Kissimmee

From airboat rides through the Everglades to birdwatching across pristine conservation areas, explore the wild side of Kissimmee featured in The Kissimmee Experience.

Kyla Kenedy sits to eat a plate of tacos while two cameramen film the shot. — Behind the scenes of the personal chef experience at Kyla's vacation home.

Kyla Kenedy: Top Luxury Experiences Around Kissimmee

Discover some of the most luxurious ways to unwind, indulge, and elevate your getaway in Kissimmee. Episode two of The Kissimmee Experience highlights several standout experiences that showcase the destination’s upscale side.

A taco platter on a table — La Mexicana Restaurant, Kissimmee

La Mexicana: A Kissimmee Institution

How Odilia Alvarado and her family brought the flavors of Mexico’s mountains to the big, bold heart of Florida.

Family walking down sidewalk at the Promenade at Sunset Walk — Enjoy shopping, dining, and entertainment at Promenade at Sunset Walk

The Ultimate Guide to Promenade at Sunset Walk

Savor, shop, and stroll at Promenade at Sunset Walk! From top-tier dining and boutique shopping to live entertainment and special events, our ultimate guide covers everything you need for an unforgettable experience.

Two young children sit outside on bright turquoise chairs, enjoying ice cream at a table in front of a shop in Downtown St. Cloud, Florida. One child licks a waffle cone while the other eats with a spoon. — Sweet moments outside Pops Waffle & Ice Cream Shoppe in Downtown St. Cloud, where every cone comes with a smile.

Best Sweet Treats in Downtown St. Cloud

Craving something sweet? Discover the best dessert spots in Downtown St. Cloud, Florida, from colorful snowballs and waffle sundaes to chocolate-covered strawberries and more family-friendly treats.