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 32 results

1 - 10 of 32 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.

Two young children sit outside on bright turquoise chairs, enjoying ice cream at a table in front of a shop in Downtown St. Cloud, Florida. One child licks a waffle cone while the other eats with a spoon. — Sweet moments outside Pops Waffle & Ice Cream Shoppe in Downtown St. Cloud, where every cone comes with a smile.

Best Sweet Treats in Downtown St. Cloud

Craving something sweet? Discover the best dessert spots in Downtown St. Cloud, Florida, from colorful snowballs and waffle sundaes to chocolate-covered strawberries and more family-friendly treats.

Two young children sit outside on bright turquoise chairs, enjoying ice cream at a table in front of a shop in Downtown St. Cloud, Florida. One child licks a waffle cone while the other eats with a spoon. — Sweet moments outside Pops Waffle & Ice Cream Shoppe in Downtown St. Cloud, where every cone comes with a smile.

Top Dessert Spots in Downtown St. Cloud

From ice cream to chocolate-covered strawberries, find your next favorite sweet treat at a local bakery or dessert shop.

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.

Two drinks in plastic cups are on a white table with a greenery background. The ube drink on the left is light purple with darker purple swirls and is topped with a glazed ube doughtnut and white icing. The peanut butter drink on the right is light brown with chocolate swirls and is topped with a glazed doughnut covered with crumbled peanut butter cups and a straw. — Ube and peanut butter cup beverages at Everglazed Donuts and Cold Brew.

Everglazed Donuts and Cold Brew in Kissimmee for the Perfect Sweet and Bold Experience

Indulge in the perfect combination of fresh doughnuts and smooth cold brew at Everglazed Donuts and Cold Brew in Disney Springs. Enjoy unique flavors, local ingredients, and an unforgettable experience.

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.

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.