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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 36 results

Kristen Lanier, owner of Madilynn’s Craft Coffee Shop in St. Cloud, Florida, standing behind the counter of her cozy, fall-themed café.

Kristen Lanier, owner of Madilynn’s Craft Coffee Shop in Downtown St. Cloud, shares her passion for locally roasted blends and community connection in every cup.

Article

Quality Brews & Local Charm Meet at Madilynns Craft Coffee Shop

Discover Madilynns Craft Coffee Shop, a cozy gem in Kissimmee where small-town charm meets exceptional coffee. From freshly roasted beans to locally made pastries, this family-owned spot delivers a one-of-a-kind experience that keeps locals and visitors coming back for more.
Playground at Kissimmee Lakefront Park
Article

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.
Three women take a selfie at Boardwalk Plaza in Kissimmee
Article

See, Eat, and Explore Downtown Kissimmee for Less Than $30

Explore Downtown Kissimmee without spending a fortune. A full day of adventure, food, and family fun is waiting — all for less than $30!
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.

Article

Your Dog-Friendly Guide to 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
Article

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.
1881 Restaurant and Bar

1881 Restaurant and Bar

Article

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.
Two knights sword-fighting on the backs of horses at Medieval Times Dinner & Tournament

Catch a showtime of Medieval Times Dinner & Tournament

Article

Epic Feasts & Battles at Medieval Times Dinner & Tournament

Step into the castle, feast like royalty, and watch an epic battle of gallant knights and old-world chivalry at Medieval Times Dinner & Tournament.
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.

Article

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.
A woman smiles at her companion as they sit around a communal table to enjoy a delicious meal.
Article

Top Restaurants in Celebration

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

Article

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.

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Experience Kissimmee recognizes the fundamental equality of all individuals and does not support the discriminatory or prejudicial treatment of any person, whether a resident or visitor to our destination. As the official tourism authority for Osceola County, FL, our goal is to always provide a welcoming environment and a positive experience for everyone. We embrace visitors from all backgrounds and cultures and do not discriminate against anyone based on race, color, creed, religion, sex, national origin, disability, sexual orientation, or gender identity.

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