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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A couple walks hand in hand along the dock outside The BOATHOUSE at Disney Springs, smiling under a bright, partly cloudy sky with the restaurant’s tower and outdoor umbrellas in the background. — Strolling into golden-hour bliss at The BOATHOUSE in Disney Springs, where waterfront dining and warm-weather daydreams pair perfectly.

The Ultimate Valentine's Day Guide to Kissimmee

Whether you’re a couple of old-fashioned romantics or looking for a memorable day of fun, Kissimmee is the perfect place to spend this special holiday. Here are a few suggestions to make sure your Valentine’s Day is one to remember forever.

Family enjoying a casual meal together at a restaurant, sharing burgers, fries, and milkshakes while smiling and talking around a wooden table. — Good food tastes better when it’s shared. From fries to milkshakes and everything in between, these are the moments that turn a meal into a memory.

Worry-Free Vacation Planning Tips

When you come to Kissimmee, we want to make sure you have the best vacation ever—exploring world-famous rides and attractions, embarking on awesome outdoor adventures, and feasting like a foodie. That’s why we’re sharing our top travel tips and giving you the inside scoop on all things Kissimmee, Florida!

What Holiday Cookie Are You?

Pouring red wine into a flute from a bottle next a to a flute of white wine

Top Date Night Restaurants in Kissimmee

Add global flair to your date night and let your taste buds lead you on a delicious journey at these romantic restaurants in and around Kissimmee.

A woman's hand holding a cocktail

Your Happy-Hour Guide: Outdoor Dining in Central Florida

Sip margaritas to craft beer and enjoy savory light bites at these top outdoor spots for happy hour.

Toasting with white wine in Kissimmee — Enjoy delicious wine and culinary experiences in Kissimmee

What Wine and Chocolate Pairing Are You?

Take this quiz to find your ideal wine-and-chocolate pairing and discover what Kissimmee experiences will delight your palate.

Knights in Tunnel

Kissimmee Dinner Show Roundup

Dinner is never a bore when there’s a high-seas pirate escapade, aerial artistry, or swordplay involved. See top spots in Kissimmee for a deliciously entertaining dinner show.

A man squeezing lime into a jar to prepare Sangria

Savor the Flavors: Discover Global Cuisine in Kissimmee

Craving something bold, comforting, or delightfully unexpected? From Latin American street eats to Southern comfort food and international fine dining, Kissimmee, Florida, serves up a world of flavor in one delicious destination.

Young boy smiling while eating fried shrimp at an outdoor table at Crabby Bill’s in Kissimmee, Florida. — Every bite is a taste of Kissimmee sunshine at Crabby Bill’s.

Central Florida Local Foodie Favorites

Ready to eat like a local? These hometown eateries are some of our favorites in Kissimmee and the surrounding areas.

A father and daughter smile and point at assorted chocolates and sweets inside a glass display case at a candy shop. — A sweet decision unfolds as a father and daughter choose their treats together at a classic candy counter.

Where to Find the Best Ice Cream and Frozen Treats in Kissimmee

There’s no sweeter way to cool off from Florida’s sunshine than with a scoop of ice cream or a frosty dessert. Here are six must-try spots for frozen treats in and around Kissimmee.