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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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31 - 40 of 57 results

Girl in yellow dress takes photo in front of Monument of States in Downtown Kissimmee.

The Monument of States in Kissimmee, Florida, a colorful, tiered structure made of stones, plaques, and items representing all American states.

Article

A Local’s Guide to Historic Downtown Kissimmee

See Downtown Kissimmee's top historical buildings and sites during your visit.
Wild Florida Drive Through Safari
Article

Visit Wild Florida Adventure Park for Florida’s Best Wildlife Adventures

See the natural side of the Sunshine State at Wild Florida Adventure Park, an outdoor adventure park in Kissimmee. Ride an airboat, stroll around to see animals, or take a drive through the Safari Park.
Hand holding freshly picked strawberries beside rows of strawberry plants in a u-pick field.

Fresh from the field and still warm from the Florida sun, these hand-picked strawberries capture the simple joy of slowing down and savoring the season.

Article

U-Pick Farms Near Kissimmee: Where to Pick Strawberries, Citrus, and Flowers in Central Florida

Step into harvest season at these Central Florida u-pick farms near Kissimmee, where visitors can gather strawberries, blueberries, citrus, and flowers straight from the field.
Wooden boardwalk winding through a peaceful cypress swamp surrounded by tall trees at Gatorland near Kissimmee, Florida.

Explore the natural side of Gatorland along its scenic boardwalk, where towering cypress trees and still waters showcase the beauty of Florida’s wetlands.

Itinerary

Influencer Itinerary: 4 Days of Outdoor Adventure & Indoor Leisure

Discover how Florida Instagrammer Angela Jones and her husband, Matthew Lewis, embraced the best of Kissimmee—from serene vacation-home downtime to standout moments in nature, dining, and after-dark fun. Their trip showcases just how effortlessly a Kissimmee getaway can balance relaxation with adventure.
Woman relaxing on a massage table wrapped in a white towel, surrounded by soft lighting, flowers, and candles in a tranquil spa setting.

Unwind and recharge with a soothing spa experience in Kissimmee.

Itinerary

Bump Up the Fun with a Blissful Three-Day Babymoon in Kissimmee

Calling all moms-to-be! Plan the ultimate babymoon in Kissimmee with this three-day itinerary filled with relaxation, pampering, and gentle adventures. From spa treatments to scenic nature spots, discover why Kissimmee is the perfect destination for a blissful pre-baby escape.
A woman smiles while gently feeding a sloth that hangs upside down from a branch in a lush, outdoor habitat.

Sharing a slow and sweet moment with one of Wild Florida’s most lovable residents.

List

9 Ways to See Wildlife in Kissimmee

Giant gators, beautiful birds, elusive panthers—oh my! The local wildlife around Kissimmee is definitely diverse, and there are so many fun-filled ways to experience it.
albino alligator at Gatorland

See an albino alligator at Gatorland 

List

Top 4 Places to Experience Kissimmee by Air, Land, or Water

Kissimmee, Florida, has so many outdoor adventures that you can explore by air, land, or water. At some spots, you can even do all three! Experience these amazing activities just waiting for you and your entire family.
A bald eagle soars low over grassy wetlands, wings spread wide against a backdrop of dense green trees.

A bald eagle sweeps across the wetlands, turning a quiet Kissimmee morning into a front-row wildlife moment.

List

Top 5 Things You’ll Learn About Florida at Boggy Creek Airboat Adventures

Boggy Creek Airboat Adventures features over 32 acres of nearly pristine Florida nature that includes many unique activities such as a Butterfly Garden, Fossil & Gem Mine, a restaurant, and much more just a short drive from Kissimmee.
two fruity drinks being enjoyed poolside

Enjoy a fruity poolside drink at the Meliã Orlando Celebration

List

Top 5 Resorts with the Best Pool Bars

Sunny Kissimmee wouldn’t be complete without plenty of pool bar options; here are a few of the most amazing pool bars in the area.
Woman golfer lines up a putt on a sunny day at the Omni Orlando Resort at ChampionsGate in Kissimmee, Florida, with the resort’s luxury hotel visible in the background.

Focus meets finesse at the Omni Orlando Resort at ChampionsGate, where scenic greens and world-class hospitality set the stage for a perfect game.

List

Fore Incredible Kissimmee Golf Vacation Ideas

Planning a golf getaway in Kissimmee? Here are a few must-tee courses we think are a real hole-in-one.

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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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