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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A family enjoys an airboat ride through the wetlands at Wild Florida, smiling and pointing at wildlife in the distance. — A family sets out on an exciting airboat adventure at Wild Florida, gliding across the headwaters of the Everglades to spot native wildlife and soak in Kissimmee’s natural beauty.

Unwrap the Joy of Kissimmee This Holiday Season

Discover how to make this holiday season memorable with unique gift ideas and unforgettable experiences in Kissimmee. Celebrate Small Business Saturday, explore charming shops, indulge in local flavors, and create lasting memories with your loved ones!

Two children dressed in Halloween costumes pose playfully with a LEGO® mummy character during Brick-or-Treat at LEGOLAND® Florida Resort. — Spooky fun for the whole family! Kids can show off their costumes alongside a LEGO® mummy at Brick-or-Treat at LEGOLAND® Florida Resort.

Fall Events, Halloween Fun & Things to Do in Kissimmee

Celebrate the season with unforgettable fall events in Kissimmee, from family-friendly festivals and foodie favorites to haunted houses and Halloween thrills at top theme parks.

Nighttime scene at Old Town Kissimmee with visitors walking past the illuminated Mortem Manor haunted attraction and a glowing purple fountain in the foreground. — Evenings in Old Town come alive around the illuminated fountain and the haunting façade of Mortem Manor.

Haunted Attractions & Spooky Experiences in Kissimmee

Looking for a fright-filled Florida adventure? Explore Kissimmee’s haunted houses, ghost tours, historic cemeteries, and eerie after-dark experiences — perfect for Halloween season or spine-tingling fun year-round.

A multi-generational family arrives at a luxury vacation home in Kissimmee, Florida, smiling as they unpack luggage from their car on a sunny day. — A family begins their getaway at a spacious Kissimmee vacation home, perfect for creating memories together in the Vacation Home Capital of the World®.

Find Your Kissimmee Home Base: Stay, Work & Play

Grab your laptop, pack up the kids, and head to Central Florida, where you can stay, work, and play all in one spot.

Friends and family toast to a meal in Kissimmee

Alternatives to Cooking Thanksgiving Dinner

Thinking of doing something a little different this year? Here are a few ways to make this year's Thanksgiving unforgettable, rather than predictable!

A large family gathers around the Christmas tree in Kissimmee

Vacation Home for the Holidays

Explore the many vacation home rentals available in Kissimmee to find the perfect spot for you and your entire family to celebrate this holiday season!

Beautifully decorated Christmas tree with red poinsettias, silver and gold ornaments, and twinkling lights inside a festive Kissimmee vacation home dining area. — Celebrate the holidays in style in a Kissimmee vacation home with sparkle, festive décor, and where the warmth of the season fills every room.

Creative Ways to "Wrap" a Vacation for Under the Tree

So you’ve decided to surprise the family with an unforgettable vacation to Kissimmee, Florida. Congratulations on winning the holidays! Your gift is sure to be a hit.

Tinkerbelle arrives in Kissimmee and sits outside the Celebration Hotel

Tinkerbelle's 12 Days of Christmas

Follow Tinkerbelle the Dog on a pet-friendly holiday adventure in Kissimmee. Discover top attractions, restaurants, and places to stay where dogs are welcomed with open arms.

A couple walks hand in hand along the dock outside The BOATHOUSE at Disney Springs, smiling under a bright, partly cloudy sky with the restaurant’s tower and outdoor umbrellas in the background. — Strolling into golden-hour bliss at The BOATHOUSE in Disney Springs, where waterfront dining and warm-weather daydreams pair perfectly.

The Ultimate Valentine's Day Guide to Kissimmee

Whether you’re a couple of old-fashioned romantics or looking for a memorable day of fun, Kissimmee is the perfect place to spend this special holiday. Here are a few suggestions to make sure your Valentine’s Day is one to remember forever.

A young boy joyfully jumps into a private vacation home pool while a woman relaxes on a yellow float, smiling toward him. The luxury home’s patio and outdoor seating area sit in the background. — Cannonballs, sunshine, and your own private pool. This is vacation freedom, Kissimmee-style.

Your Guide to Hosting the Ultimate Florida Pool Party

Take a dip with your closest friends in an awesome Kissimmee pool. Before splish-splashing the day away, here are a few tips for hosting an unforgettable pool party when you’re vacationing in the Sunshine State.