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 woman walking her small brown dog on a sunny day at Dan Tarrell Memorial Point in St. Cloud, Florida, with trees lining the paved path. — A calm day by the lake with tails wagging and sunshine shining at Lakefront Park.

Your Dog-Friendly Adventure in St. Cloud

Discover the best dog-friendly activities in St. Cloud, Florida! From scenic parks and pet-friendly cafés to off-leash play areas, explore top spots to enjoy with your furry friend.

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.

Melia — Meliã Orlando Celebration

Discover a New Level of Wellness at Meliã Orlando Celebration

Indulge in The Level at Meliã Orlando Celebration — an exclusive wellness experience offering deluxe suites, premium amenities, and personalized service. Enjoy spa-inspired rooms, personal concierge service, private lounge access, and health-conscious dining, all just minutes from Florida’s top attractions.

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 baristas at Piccolo Coffee Co.’s mobile espresso bar, smiling and preparing drinks during an outdoor event in Central Florida, with a full setup including syrups, coffee grinder, and custom cups. — From espresso shots to unforgettable moments, Piccolo Coffee Co. is all smiles—and all flavor—at events throughout Kissimmee and Central Florida.

Piccolo Coffee Co.: The Specialty Coffee Cart That Comes to You

Piccolo Coffee Co. brings handcrafted coffee and heartfelt hospitality to Kissimmee and beyond. With a mobile coffee bar and a passion for creating meaningful moments, they serve specialty drinks and cozy vibes that elevate any event or everyday escape across Central Florida.

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.

Top Restaurants in Celebration

From freshly baked biscuits to gourmet charcuterie plates to refreshing ice cream, Celebration's restaurants are sure to please.

A man and a woman eating in a restaurant — Old Town Entertainment District

Discover the Best Restaurants and Flavors at Old Town Entertainment District

From all-American classics to global favorites, Old Town Entertainment District offers a wide array of restaurants serving up satisfying dining experiences both savory and sweet.

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.

Entrance to EPCOT on a beautiful, sunny day.

EPCOT International Food & Wine Festival

It’s here! EPCOT International Food & Wine Festival 2025 is now happening Aug. 28 through Nov. 22, 2025.