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.

61 - 70 of 388 results

Red mocktail in a nest-like arrangement from the ette hotel.

Explore Kissimmee’s Best Zero-Proof Drinks and Alcohol-Free Experiences

Discover refreshing zero-proof drinks and alcohol-free experiences throughout Kissimmee’s vibrant culinary and entertainment scene. From handcrafted mocktails to family-friendly hangouts, you’ll find plenty of flavorful ways to sip, savor, and celebrate. No alcohol required.

Welcome sign for Downtown Kissimmee, Florida

Map of Kissimmee

Download Map

Download a Map of Osceola County and Its surrounding areas

One & Only at Reunion-Inside

United States

10 Affordable Spring Break Destinations in the U.S. and Mexico

Travel + Leisure

Three women take a selfie at Boardwalk Plaza in Kissimmee

See, Eat, and Explore Downtown Kissimmee for Less Than $30

Explore Downtown Kissimmee without spending a fortune. A full day of adventure, food, and family fun is waiting — all for less than $30!

A woman walking her small brown dog on a sunny day at Dan Tarrell Memorial Point in St. Cloud, Florida, with trees lining the paved path. — A calm day by the lake with tails wagging and sunshine shining at Lakefront Park.

Your Dog-Friendly Adventure in St. Cloud

Discover the best dog-friendly activities in St. Cloud, Florida! From scenic parks and pet-friendly cafés to off-leash play areas, explore top spots to enjoy with your furry friend.

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.

Melia — Meliã Orlando Celebration

Discover a New Level of Wellness at Meliã Orlando Celebration

Indulge in The Level at Meliã Orlando Celebration — an exclusive wellness experience offering deluxe suites, premium amenities, and personalized service. Enjoy spa-inspired rooms, personal concierge service, private lounge access, and health-conscious dining, all just minutes from Florida’s top attractions.

Epic Universe

The Ultimate Guide to Universal Epic Universe

Get ready to explore the astonishing new Universal Epic Universe theme park at Universal Orlando Resort. Explore the lush gardens of Celestial Park and step through incredible portals that transport you to mind-blowing worlds: The Wizarding World of Harry Potter™ - Ministry of Magic™, SUPER NINTENDO WORLD™, How to Train Your Dragon - Isle of Berk, and Dark Universe.

Boggy Creek — Boggy Creek Airboat Adventures

Experience Florida Nature at Boggy Creek Airboat Adventures

Discover Florida at Boggy Creek Airboat Adventures — airboat rides, gator encounters, gem mining, and Lily’s Butterfly Garden – all near Florida’s theme parks.

Susana, owner of Susana’s Café, stands smiling in front of her café’s sign and a large oak tree, wearing a burgundy apron that reads “Susana’s Café Specialty Coffee.” — Susana, owner of Susana’s Café in downtown Kissimmee, welcomes guests with warmth and award-winning coffee — all served with a smile under the shade of a historic oak tree.

Slow Down and Sip: Discover Susana’s Café in Downtown Kissimmee

Tucked inside a beautifully preserved 100-year-old Craftsman house, Susana’s Café brings Costa Rican coffee culture to downtown Kissimmee. With fresh beans, a rare brewing method, and Latin breakfast favorites, this cozy café was even named Best Breakfast in Orlando — and yes, it’s proudly located right here in Kissimmee.