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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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.

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.

A family enjoying an outdoor meal together at a restaurant patio, smiling and talking over drinks and plates of food on a sunny day. — Good food, good laughs, and that laid-back Florida patio glow. Moments like this taste even better than the barbecue.

3 Spots with the Best Live Entertainment in Downtown Kissimmee

Downtown Kissimmee is not just a destination; it's an experience waiting to be explored.

Gaylord Palms Christmas Snow Tubing

5 Spots to Experience Snow During the Holidays in Kissimmee

Experience the holiday season in Kissimmee with enchanting snow-filled activities. From nightly snowfall to ice sculptures and festive ice skating, discover the best spots for winter magic right in Central Florida.

Three women take a selfie at Boardwalk Plaza in Kissimmee

Savor & Stroll: A Historic Walking Tour of Downtown Kissimmee

Explore Downtown Kissimmee’s rich history and food scene on a walking tour. From iconic landmarks to delicious local bites, there’s always more to discover in the heart of Florida!

A close-up of a restaurant table setting featuring a dish of fried calamari topped with peppers and herbs, accompanied by drinks including water, a cocktail, and a glass of sparkling wine. — When the flavors are bold and the company’s good, the meal becomes its own little celebration.

Top 9 On-Site Restaurants in Kissimmee Resorts

Whether you love to dine in a casual setting with the whole family or enjoy dressing up for a romantic dinner, the resorts in Kissimmee, Florida, have it all.

Father and son at the park.

9 Things to Do with Dad in Kissimmee

Celebrate Father's Day the Kissimmee way!

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.

7 Fun Kissimmee Facts

From wildlife to accommodations, Kissimmee is full of surprises you may not know.

Sasheer Zamata sits and smiles warmly at the camera during a portrait session in Kissimmee. — All charm, all smiles. Sasheer brings her signature sparkle to Kissimmee.

Sasheer Zamata Finds the Fun in Florida

Sasheer Zamata brings her sharp wit and sense of wonder to Kissimmee, exploring the quirky, the classic, and the sky-high sides of the destination.

Chelsea Green dressed as a pirate on stage at Pirates Dinner Adventure in Kissimmee, proudly holding two WWE championship belts. — Chelsea Green trades the ring for the high seas at Pirates Dinner Adventure.

Chelsea Green Unwinds with Pirates, Pints & Purring Cats

Wrestling icon Chelsea Green brings her bold spirit to Kissimmee, where she finds high-flying stunts, self-care, and the perfect balance of fun and chill.

Emily Kinney wears sunglasses and smiles while gently greeting a horse at First Nature Ranch in Kissimmee. — New friends and sunny skies. Emily Kinney gets acquainted with her equine co-star at First Nature Ranch.

Emily Kinney’s Kissimmee Soundtrack

Actress and musician Emily Kinney explores Kissimmee in search of quiet moments, creative sparks, and a little rhythm along the way.