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.

61 - 70 of 179 results

Friends crossing a palm-lined street in Celebration, Florida, surrounded by colorful pastel buildings, parked cars, and clear blue skies. — Strolling through Celebration feels like stepping into a postcard. Pastel streets, palm-shaded sidewalks, and nowhere to rush except the next good moment.

Things to See & Do at Celebration Town Center

Horse-drawn carriage rides, family-friendly cooking classes, and authentic French macarons are just the beginning of the things to do in Celebration, Florida.

Top Restaurants in Celebration

From freshly baked biscuits to gourmet charcuterie plates to refreshing ice cream, Celebration's restaurants are sure to please.

Families enjoying outdoor entertainment at Promenade at Sunset Walk in Kissimmee, Florida, with a woman and young girl hula-hooping under palm trees on a sunny afternoon. — Fun and sunshine go hand in hand at Promenade at Sunset Walk in Kissimmee, where live entertainment, dining, and family-friendly vibes create the perfect Florida day out.

Top Things to Do at Promenade at Sunset Walk

Shop, dine, indulge. This entertainment hub in Kissimmee, just down the street from Margaritaville Resort Orlando, is ideal for a day of shopping and dining or a fun night out. See what's on tap.

Beach Vibes in Kissimmee: Sandy Escapes Without the Coastline

Discover sandy spots in Kissimmee where you can relax, play, and soak up the sun.

Oranges, cucumbers, and other earthly items for a spa day — Relax with a spa day in Central Florida

Time to Relax: Spas & Retreats in Kissimmee

Complete your Kissimmee vacation with lavish retreats and delightful days of indulgence at one of these soothing spas.

Colorful frozen margaritas lined up on an outdoor patio bar, garnished with lime and surrounded by cactus and flowers on a sunny day. — A vibrant lineup of frozen margaritas adds a splash of color to a sunny afternoon in Kissimmee’s lively dining scene.

Savor Mexican Flavors in Kissimmee

From authentic cuisine and salty margaritas to the local activities, you'll find a taste of Mexico in Kissimmee, Florida!

Angela Jones holding a glass and wearing a hat

A Kissimmee Staycation: A Local’s Guide to Outdoor Fun and Flavor

Join Central Florida local Angela Jones as she explores Kissimmee’s perfect mix of sunshine, adventure, and flavor, from kayaking and ziplining to tapas and tropical wine.

Couple walks through Universal Orlando Resort, smiling and waving near the iconic globe entrance. — Enjoy a sunny day exploring Universal Orlando Resort, one of the most thrilling and unforgettable attractions near Kissimmee, Florida.

A to Z in Kissimmee

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.

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.