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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61 - 70 of 166 results

61 - 70 of 166 results

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.

Three children smile and make playful faces while standing in front of a bright, colorful fish mural in Kissimmee. — Kissimmee’s vibrant murals make every family outing picture-perfect.

Instagram-Worthy Murals in Downtown Kissimmee You Can’t Miss

Discover downtown Kissimmee murals that are colorful, cultural, and Instagram-worthy. Perfect backdrops for your next shareable moment.

Kissimmee Lakefront Park

Stroll the Scenic Splendor: Best Walking Trails in Kissimmee, Florida

Kissimmee, Florida, is not only a gateway to world-famous theme parks and attractions, but also a paradise for nature enthusiasts seeking outdoor adventures.

White building with historic sign outside in St. Cloud.

The History Behind Downtown St. Cloud: The Soldier City

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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.

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.

A bartender pours a beer at Celebration Brewing Co. — Enjoy a crisp beer at Celebration Brewing Co. in Celebration, Florida.

Local Spots in Downtown Kissimmee & St. Cloud

Explore downtown Kissimmee and St. Cloud for local boutiques, elevated bars, and entertaining nightlife in Central Florida.

Love is what makes the world go round at ICON Park, near Kissimmee, Florida.

The Ultimate Guide to ICON Park

Soar to new heights at ICON Park! Our ultimate guide showcases thrilling attractions, great dining, and must-see experiences, including The Orlando Eye — offering unbeatable views of Orlando’s skyline.

Family walking down sidewalk at the Promenade at Sunset Walk — Enjoy shopping, dining, and entertainment at Promenade at Sunset Walk

The Ultimate Guide to Promenade at Sunset Walk

Savor, shop, and stroll at Promenade at Sunset Walk! From top-tier dining and boutique shopping to live entertainment and special events, our ultimate guide covers everything you need for an unforgettable experience.