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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Luxury vacation home in Kissimmee featuring a spacious patio, infinity pool with fountains, and a cozy fire pit surrounded by lounge chairs at sunset. — Unwind in style at a Kissimmee vacation home, complete with all the comforts of luxury living in the Vacation Home Capital of the World®.

Brazil

Kissimmee: Brasil é top 2, com mais pernoites e gastos no destino

Panrotas

Meetings Asset Shoot

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Receive the latest updates, resources, and insights on meeting planning in Kissimmee.

A family enjoys a sunny afternoon at a Kissimmee vacation home pool, with a father and son jumping in while two women relax on inflatable floats. — Making a splash! Enjoy poolside fun and relaxation at a spacious Kissimmee vacation home.

Experience Kissimmee Destination Guide

Kissimmee Travel Trade Resources

Be a vacation-planning hero and bring your clients to Kissimmee, Florida for the family-friendly holid

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 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: Sip, Smile, and Get Inked in the Heart of Kissimmee

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.

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.

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.

Two anglers ride across the calm waters of Lake Tohopekaliga in a fishing boat during sunrise in Kissimmee, Florida. — Anglers head out at sunrise on Lake Toho, ready for another perfect day of bass fishing in Kissimmee, Florida.

Splashing Without Spending: Affordable Water Activities in St. Cloud

Dive into water-filled excitement in Downtown St. Cloud! For family fun and adventure, enjoy water sports, boat tours, and splash pads on East Lake Toho.

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.

Backlit silhouettes of fans cheering at a basketball game. — Cheer on the Orlando Magic at the Kia Center in Orlando.

Where to Watch the Game: Top Kissimmee Sports Bars & More

Cheer on your team and be part of the action or just enjoy a good meal while keeping a close eye on the score. Here’s a round-up of great game-viewing spots in Kissimmee.