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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11 - 15 of 15 results

11 - 15 of 15 results

Scenic view of a calm waterway surrounded by tall grasses and lily pads at a nature preserve in Kissimmee, Florida. — Peaceful wetlands filled with lily pads and native Florida vegetation offer a glimpse of Kissimmee’s natural beauty and thriving ecosystems.

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 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!

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.

Valentine's Day Guide to Kissimmee

Whether you’re longtime romantic partners or a new couple looking for a fun, memorable day, Kissimmee is the perfect place to spend the day with your Valentine.

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.

Celebrate Mother’s Day Weekend: 48 Hours of Family Fun in Kissimmee

Treat the special mom, mother figure, or loved one in your life to an unforgettable Mother’s Day weekend in Kissimmee. From relaxing spa moments to thrilling adventures, discover two days of exciting activities, delicious dining, and memorable experiences for the whole family.