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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1 - 10 of 25 results

1 - 10 of 25 results

Group of friends celebrating the holidays with sparklers and wine around a festive dinner table decorated with candles and Christmas lights. — Ring in the holidays with good food, bright lights, and even brighter smiles during your stay in Kissimmee.

Host Your Next Meeting in Kissimmee and Experience Holiday Magic

Combine productive meetings with the festive spirit of Central Florida’s top attractions and local holiday events.

Christmas tree in the Gaylord Palms Resort

Christmas at Gaylord Palms 2026: The Polar Express™ and More Holiday Fun

From Nov. 13, 2026, to Jan. 3, 2027, Christmas at Gaylord Palms transforms the resort into a holiday wonderland featuring The Polar Express™, dazzling lights, and family fun.

Santa's Little Helper cocktail

Holiday Cocktail Recipes from Kissimmee’s Best Mixologists

Warm up the holidays with festive drink recipes straight from Kissimmee’s top bars and restaurants!

Fake snow falls on a festively-decorated Celebration Town Center at night. — Christmas in Celebration Town Center is full of lights, "snow," and holiday treats

Where to Watch the Most Amazing Holiday Lights in Central Florida

If you're looking for the best holiday lights in Central Florida, look no further. Check out the top spots for holiday displays, events, and more!

Friends enjoying St. Patrick's Day

Where to Celebrate St. Patrick's Day in Kissimmee

Celebrate St. Patrick's Day in a sun-filled, fun-filled destination that'll make your friends and family green with envy!

St. Cloud Lake Toho

Celebrate Earth Day in Kissimmee

Looking for ways to celebrate Earth Day in Florida? Head to Kissimmee for family-friendly eco adventures, outdoor fun, and nature experiences that make every moment a little greener.

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 in Kissimmee unforgettable, rather than predictable!

A large family gathers around the Christmas tree in Kissimmee

Kissimmee Vacation Homes for the Holidays

Explore the vacation home rentals available in Central Florida to find the perfect spot 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.