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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41 - 50 of 72 results

41 - 50 of 72 results

Musician performing live acoustic guitar and vocals at Crabby Bill’s in St. Cloud, Florida, with colorful seafood-themed posters in the background. — Enjoy live tunes and local flavor at Crabby Bill’s in St. Cloud.

Downtown St. Cloud’s Live Music Guide

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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.

Colorful frozen margaritas lined up on an outdoor patio bar, garnished with lime and surrounded by cactus and flowers on a sunny day. — A vibrant lineup of frozen margaritas adds a splash of color to a sunny afternoon in Kissimmee’s lively dining scene.

Savor Mexican Flavors in Kissimmee

From authentic cuisine and salty margaritas to the local activities, you'll find a taste of Mexico in Kissimmee, Florida!

Three women take a selfie at Boardwalk Plaza in Kissimmee

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!

Cake pops covered in sprinkles. — Crave-worthy candied apples make a delightful fall treat / Event Octoberfest

Six Instagram-Worthy Kissimmee Treats

When it comes to Instagrammable sweets, these are just a few of the fabulous desserts you'll find on the menu in and around Kissimmee.

Spooky & Sweet: Kissimmee-Inspired Halloween Recipes to Make at Home

Can’t make it to Kissimmee for Halloween? No problem! These easy, Florida-inspired Halloween recipes bring the spirit of Central Florida straight to your kitchen.

Plated meal of egg tacos and potato wedges on a black plate at Loading...Gastrobrunch. — Tacos for breakfast at Loading...Gastrobrunch

Start Your Day at These Downtown St. Cloud Brunch Spots

Discover cafés, bistros, and diners serving up a brunch menu that can't be beat in St. Cloud.

A diner sits with a bowl of posole and a glass of sangria on the table before her — Sajoma Latin Fusion, Kissimmee

Taste the Freshness at Sajoma Latin Fusion

After growing up on a Dominican farm, Pedro Rodriquez, the owner of Sajoma Latin Fusion, strives for good ingredients, innovative cooking, and warm service.

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.

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.