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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11 - 20 of 33 results

11 - 20 of 33 results

Instagram @tinkerbellethedog lounging by the pool in Kissimmee — Ensure your pup has everything he or she needs for a safe, healthy, and fun vacation

Pet-Friendly Places to Stay in Kissimmee

Find pet-friendly accommodations that your furry family will love in Kissimmee, Florida.

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 group of five people practice their swings on a green driving range at Reunion Resort, with a tall resort building and a bright blue sky with scattered clouds in the background. — On these fairways, every swing comes with a side of sunshine and a whole lot of Florida charm.

Reunion Resort & Golf Club: Stay & Play in Luxury

From morning golf sessions to evening fine dining and everything in between, it’s easy to live the luxe life at Reunion Resort & Golf Club in Kissimmee.

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 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.

Playground at Kissimmee Lakefront Park

Day of Wellness and Relaxation Across Downtown Kissimmee & St. Cloud

Discover a day of relaxation in Downtown Kissimmee and St. Cloud, Florida. From lakeside strolls to yoga, tasty bites, and self-care, unwind in style.

Group of friends carrying pool floaties walking along a sidewalk in the sunshine. — Spend some time at the pool when you stay at Margaritaville Resort Orlando.

Savor Island Time at Margaritaville Resort Orlando

Feel transported to the tropics with a stay at Margaritaville Resort Orlando. Swim, sip, and shop your way through this island-inspired resort and soak up all the great amenities.

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

Kissimmee Shopping Guide

From outlet malls to specialty boutiques to local favorites and national brands, there's a shopping experience for everyone in Kissimmee. Find out everything you need to know in this handy guide.

Scenic view of a calm waterway surrounded by tall grasses and lily pads at a nature preserve in Kissimmee, Florida. — Peaceful wetlands filled with lily pads and native Florida vegetation offer a glimpse of Kissimmee’s natural beauty and thriving ecosystems.

Celebrate Earth Day in Kissimmee

Looking for ways to celebrate Earth Day in Florida? Head to Kissimmee for family-friendly eco adventures, outdoor fun, and nature experiences that make every moment a little greener.