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 32 results

11 - 20 of 32 results

Santa's Little Helper cocktail

Holiday Cocktail Recipes from Kissimmee’s Best Mixologists

Warm up the holidays with festive drink recipes straight from Kissimmee’s top bars and restaurants!

Tinkerbelle arrives in Kissimmee and sits outside the Celebration Hotel

Tinkerbelle's 12 Days of Christmas

Follow Tinkerbelle the Dog on a pet-friendly holiday adventure in Kissimmee. Discover top attractions, restaurants, and places to stay where dogs are welcomed with open arms.

Fake snow falls on a festively-decorated Celebration Town Center at night. — Christmas in Celebration Town Center is full of lights, "snow," and holiday treats

Where to Watch the Most Amazing Holiday Lights in Central Florida

If you're looking for the best holiday lights in Central Florida, look no further. Check out the top spots for holiday displays, events, and more!

Playground at Kissimmee Lakefront Park

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.

Pottery at shops in Downtown Kissimmee

Discover the Heart of Puerto Rican Artistry in Downtown Kissimmee

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A smiling family poses for a selfie in front of a vintage-style mural in Downtown St. Cloud, Florida, depicting a historic scene with a woman in a car and the old Hotel St. Cloud. — Capturing memories in front of the historic Seminole Land Investment Company mural, one of many colorful, free-to-see murals in Downtown St. Cloud.

Downtown St. Cloud’s Most Captivating Murals

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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!

St. Cloud Lake Toho

Celebrate Earth Day in Kissimmee

Looking for ways to celebrate Earth Day in Florida? Head to Kissimmee for family-friendly eco adventures, outdoor fun, and nature experiences that make every moment a little greener.

Friends enjoying St. Patrick's Day

Where to Celebrate St. Patrick's Day in Kissimmee

Celebrate St. Patrick's Day in a sun-filled, fun-filled destination that'll make your friends and family green with envy!

A white ceramic coffee mug with a black circle and the words, XO Coffee in white letters in the center, on a wooden tabletop. In the background, there is a faint outline of a neon sign. — Enjoy a coffee while watching tattoo artists at work at XO Coffee Shop.

XO Coffee Shop: Fresh Brews & Tattoos

XO Coffee Shop in Kissimmee blends great coffee with creative tattoo art, offering a welcoming space for everyone. Experience the perfect mix of caffeine, creativity, and community.