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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Brightine

Everything You Need to Know About Brightline Orlando

Brightline makes it easier than ever to explore Florida with modern, eco-friendly trains connecting top destinations in the state. With convenient service between Orlando and major cities like Miami, West Palm Beach, and Fort Lauderdale, Brightline is a stress-free alternative to driving or flying — perfect for visitors looking to experience more of the Sunshine State.

Three friends enjoy lunch and cocktails at MOOR restaurant inside Gaylord Palms Resort in Kissimmee, Florida, surrounded by lush greenery and serene water views. — Relax and reconnect over fresh coastal flavors at MOOR, the signature restaurant inside Gaylord Palms Resort in Kissimmee, where every meal comes with a side of sunshine and good company.

The Perfect Night Out at Gaylord Palms Resort

Imagine you’re planning the perfect night out in Kissimmee.

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.

Melia — Meliã Orlando Celebration

Discover a New Level of Wellness at Meliã Orlando Celebration

Indulge in The Level at Meliã Orlando Celebration — an exclusive wellness experience offering deluxe suites, premium amenities, and personalized service. Enjoy spa-inspired rooms, personal concierge service, private lounge access, and health-conscious dining, all just minutes from Florida’s top attractions.

A smiling woman in a wetsuit gently hugs a dolphin while swimming in the clear waters at Discovery Cove in Orlando, Florida. — Share an unforgettable moment with a dolphin at Discovery Cove, where guests can swim, play, and connect with marine life in a tropical paradise just minutes from Kissimmee.

Find Paradise at Discovery Cove®

At this all-inclusive day resort, you’ll be in harmony with the natural world. Learn why it's a little piece of paradise, just a short drive from Kissimmee, Florida, where big memories are made.

A group of five people practice their swings on a green driving range at Reunion Resort, with a tall resort building and a bright blue sky with scattered clouds in the background. — On these fairways, every swing comes with a side of sunshine and a whole lot of Florida charm.

Reunion Resort & Golf Club: Stay & Play in Luxury

From morning golf sessions to evening fine dining and everything in between, it’s easy to live the luxe life at Reunion Resort & Golf Club in Kissimmee.

Group of friends carrying pool floaties walking along a sidewalk in the sunshine. — Spend some time at the pool when you stay at Margaritaville Resort Orlando.

Savor Island Time at Margaritaville Resort Orlando

Feel transported to the tropics with a stay at Margaritaville Resort Orlando. Swim, sip, and shop your way through this island-inspired resort and soak up all the great amenities.

Beautiful exterior of Gaylord Palms Resort at dusk with clear reflection in the water below. — Enjoy a luxurious stay at Gaylord Palms Resort in Kissimmee, Florida.

An Unforgettable Retreat at the Gaylord Palms Resort

With its great dining options, fun-filled water park, cool animal encounters, and incredible events, the Gaylord Palms Resort is much more than a place to stay.

A mother and child run toward the swimming pool

How to Experience Kissimmee’s Resort Pools with a Day Pass

Looking for a way to unwind poolside at a Kissimmee resort? Discover top spots offering day passes so you can enjoy the luxurious amenities Kissimmee resorts have to offer.

A bright vintage car drives past the colorful Old Town entrance arches in Kissimmee, with the Ferris wheel and visitors in the background. — Rolling into Old Town style, where classic cars and classic Florida fun cruise side by side.

Top Car Shows and Automotive Experiences in Kissimmee

Kissimmee is a dream destination for car lovers. From weekly meetups and classic-car cruises to world-famous auctions and auto attractions, the area is full of experiences that get engines — and enthusiasts — fired up.