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 47 results

1 - 10 of 47 results

Playground at Kissimmee Lakefront Park

Todo lo que puedes hacer en Lakefront Park en Kissimmee

¡Vive la experiencia del Lakefront Park en Kissimmee! Sumérgete en la belleza de Lake Toho mientras disfrutas de pesca, paseos escénicos, y momentos inolvidables en familia. Además, descubre los sabores locales en este pintoresco refugio al aire libre.

Dr. Laura and her family on an airboat at golden hour

A Family Road Trip to Kissimmee

Join Dr. Laura Scott and her family on a road trip to Kissimmee, Florida, where family fun meets relaxation, local flavor, and the kind of sunshine that makes every moment brighter.

A smiling woman wearing a wetsuit and turquoise life vest interacts joyfully with a dolphin in the clear waters of Discovery Cove. — Experience pure joy and unforgettable moments swimming with dolphins at Discovery Cove, a tropical paradise near Kissimmee where adventure meets serenity.

Lolo Spencer: Accessible Travel and Inclusive Experiences in Kissimmee

Explore the inclusive attractions, activities, and vacation experiences that make Kissimmee a welcoming destination for travelers of all abilities featured in The Kissimmee Experience.

Red Mustang on display during a car show at Old Town Kissimmee — Catch a car show at Old Town Kissimmee

Car Shows at Old Town Entertainment District

Experience the best Kissimmee car shows at Old Town Entertainment District, where classic cars, hot rods, muscle cars, and vintage vehicles shine every week with free admission — alongside family-friendly attractions, dining, and live music.

Sandy Escapes Without the Coastline in Kissimmee

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

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.

Top Restaurants in Celebration

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

Two people hold hands outdoors, with a diamond engagement ring visible against a softly blurred green background. — A quiet moment of connection, where love takes center stage before the journey ahead.

Why Kissimmee is the Perfect Pre-Honeymoon Destination

Wedding planning can be stressful, which is why many couples are escaping for a pre-honeymoon getaway. Discover why Kissimmee, Florida, is the perfect destination for romance, relaxation, and adventure before the big day.

The Surf Pool at Disney's Typhoon Lagoon Water Park — Cool off in the Surf Pool at Disney's Typhoon Lagoon

An Oasis of Fun at Disney's Typhoon Lagoon Water Park

There’s no shortage of sandy beaches, gentle waves, and thrilling water adventures to enjoy at Typhoon Lagoon water park. Let the fun flow!

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.