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 38 results

1 - 10 of 38 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.

Corporate Meetings and other Special Event Services

Kissimmee's grandest home rentals are event-ready spaces that easily accommodate special occasions and corporate gatherings.

Group of friends celebrating the holidays with sparklers and wine around a festive dinner table decorated with candles and Christmas lights. — Ring in the holidays with good food, bright lights, and even brighter smiles during your stay in Kissimmee.

Host Your Next Meeting in Kissimmee and Experience Holiday Magic

Combine productive meetings with the festive spirit of Central Florida’s top attractions and local holiday events.

Top Restaurants in Celebration

From freshly baked biscuits to gourmet charcuterie plates to refreshing ice cream, Celebration's restaurants are sure to please.

Woman relaxing in pool

Relax and Recharge: Your Guide to Wellness in Kissimmee

Unwind and rejuvenate in Kissimmee with top resorts, serene outdoor experiences, and mindful activities. Discover the perfect balance of relaxation and adventure in Central Florida.

A family enjoying an outdoor meal together at a restaurant patio, smiling and talking over drinks and plates of food on a sunny day. — Good food, good laughs, and that laid-back Florida patio glow. Moments like this taste even better than the barbecue.

Get a Taste of the World at These Downtown Kissimmee Restaurants

From American favorites to cuisines found around the world, these Downtown Kissimmee restaurants are sure to satisfy cravings during your visit.

1881 Restaurant and Bar

How Makinson Hardware Became the 1881 Restaurant & Bar

Explore the transformation of Makinson Hardware into the chic 1881 Restaurant & Bar, blending history with modern dining in Downtown Kissimmee.

Group of 3 girlfriends walking down the sidewalk in downtown Kissimmee examining their shopping bags — Score the find of a lifetime shopping in Downtown Kissimmee

Stay Chill in Downtown Kissimmee: Your Guide to Indoor Activities

Discover the top indoor activities in Downtown Kissimmee, from unwinding at the library to dining at local hotspots. Get your guide to the perfect day of relaxation.

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.

A family enjoys an airboat ride through the wetlands at Wild Florida, smiling and pointing at wildlife in the distance. — A family sets out on an exciting airboat adventure at Wild Florida, gliding across the headwaters of the Everglades to spot native wildlife and soak in Kissimmee’s natural beauty.

Unwrap the Joy of Kissimmee This Holiday Season

Discover how to make this holiday season memorable with unique gift ideas and unforgettable experiences in Kissimmee. Celebrate Small Business Saturday, explore charming shops, indulge in local flavors, and create lasting memories with your loved ones!