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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31 - 40 of 87 results

31 - 40 of 87 results

A smiling woman in a wetsuit gently hugs a dolphin while swimming in the clear waters at Discovery Cove in Orlando, Florida. — Share an unforgettable moment with a dolphin at Discovery Cove, where guests can swim, play, and connect with marine life in a tropical paradise just minutes from Kissimmee.

Find Paradise at Discovery Cove®

At this all-inclusive day resort, you’ll be in harmony with the natural world. Learn why it's a little piece of paradise, just a short drive from Kissimmee, Florida, where big memories are made.

A stylish entertainment venue with pool tables, a bowling alley, and large-screen TVs glowing under red and blue lights in Kissimmee, Florida. — Enjoy a night of friendly competition with bowling, billiards, and big-screen entertainment at this vibrant venue in Kissimmee.

Food, Fun & Games at Kings Dining & Entertainment

With good food, creative cocktails, and a range of games with a high-end spin, Kings Dining & Entertainment in Orlando makes for a fun afternoon or night out.

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 couple enjoys a meal at Gaylord Palms

Your Guide to Gluten-Free Dining in Central Florida

From local and regional cuisine to international eats, discover some of the area's top restaurants for delicious, gluten-free dining.

A family is excited about holiday treats. — Enjoy sweet holiday treats at LEGOLAND

Best Places at the Theme Parks and Kissimmee for Holiday Treats

Looking to create special memories this holiday season? We suggest sampling some of the holiday treats at the theme parks and throughout Kissimmee has to offer.

Santa's Little Helper cocktail

Holiday Cocktail Recipes from Kissimmee’s Best Mixologists

Warm up the holidays with festive drink recipes straight from Kissimmee’s top bars and restaurants!

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!

A man and woman toast to their accommodations in Kissimmee — Cheers to good times in Kissimmee

Accommodations That Go Above and Beyond

Lazy rivers, multilevel pools, in-house theaters, private spas, personal concierge service, and more. These accommodations take your vacation to the next level.