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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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.

Tasty Gluten-Free and Vegan Options in Kissimmee Restaurants

Explore Kissimmee's best gluten-free and vegan dining! From cozy cafes to family-friendly spots, enjoy a variety of tasty, inclusive options for everyone.

A couple enjoys drinks and conversation at a stylish café inside the ette hotel in Kissimmee, Florida, seated together on a modern tan sofa under soft ambient lighting. — Savor the moment in Kissimmee, where cozy cafés and stylish lounges set the scene for unforgettable conversations and connections.

Romance & Adventure: A 4-Day Kissimmee Getaway Itinerary

Discover how to plan a romantic and adventure-filled 4-day getaway in Kissimmee, featuring top date spots, outdoor activities, dining, and must-try attractions across Central Florida.

Aseky Family Images

Spring Break Like a Local Itinerary

If you’ve ever been to Florida (or you’re lucky enough to live here), you know just how beautiful and fun it is in spring — not to mention year-round! Read on to discover memorable local favorites and hidden gems for families.

A couple enjoys drinks and conversation at a stylish café inside the ette hotel in Kissimmee, Florida, seated together on a modern tan sofa under soft ambient lighting. — Savor the moment in Kissimmee, where cozy cafés and stylish lounges set the scene for unforgettable conversations and connections.

Romantic Kissimmee Weekend Getaway Guide

Planning a long weekend getaway in Kissimmee for just the two of you? Leave the daily grind (and the kids) behind and check out our vacation ideas for couples that make planning a romantic retreat effortless.

A couple poses in front of two large pieces of artwork in a resort. — Explore all the amenities when you stay at an area resort

1-Day Valentine's Day Couples Itinerary

Take the day to enjoy the entertainment and cuisine Kissimmee has to offer with your favorite person.

Family in a white SUV observes a herd of wildebeest up close during a drive-thru safari experience at Wild Florida in Kenansville, Florida. — Buckle up for an awe-inspiring animal adventure at Wild Florida's Drive-thru Safari Park.

3-Day Accessible-Friendly Itinerary

From shopping to zip lining and more, everyone can enjoy these accessibility-focused activities in Kissimmee!

Ultimate Relaxation Weekend Itinerary

If you’re craving more me time, this itinerary will let you experience a slice of paradise right here in Kissimmee.

Woman in tube on water — Relaxing in the pool

Your Itinerary for Vacation Nirvana

This two-day itinerary full of thrills and relaxation is just one example of how you can achieve vacation nirvana in Kissimmee, Florida.

Two people exploring Shingle Creek on yellow kayaks — Kayaking on Shingle Creek

A Local’s 3-Day Guide to a Romantic Getaway in Kissimmee

Join Orlando local Aliya Burshan as she shares her favorite ways for couples to relax, reconnect, and rediscover the magic of Kissimmee in just three unforgettable days.