The Ultimate Weekend in Kissimmee, Florida: How to Make the Most of 48 Hours

Imagine stepping into a sun-kissed realm where thrills and relaxation blend seamlessly for the ultimate weekend escape. Kissimmee, Florida, is that enchanting spot, a stone’s throw away from the world-renowned theme parks yet brimming with its own unique charms. With just 48 hours to soak it all in, let’s dive into how you can squeeze every ounce of joy from a weekend in Kissimmee.

Day 1: Thrills and Spills

Start your weekend with a bang at one of the many theme parks that have put Kissimmee on the map. Whether it’s the magic of Walt Disney World Resort or the cinematic spectacle of Universal Orlando Resort, you’re in for an unforgettable day. To beat the crowds, arrive early and prioritize your must-see attractions. Fast passes are your friend here, helping you maximize your time.

After an adrenaline-fueled morning, slow down with a leisurely lunch at Disney Springs or Universal CityWalk. Both offer a plethora of dining options to refuel and refresh. I’m partial to the eclectic mix of eateries at Disney Springs, where you can indulge in everything from gourmet burgers to sushi.

As the sun begins to dip, consider capping off the day with a hot air balloon ride. It’s a breathtaking way to witness Florida’s natural beauty from above. Trust me, the views are worth every penny!

Day 1 Evening: A Taste of Local Life

Evenings in Kissimmee are for savoring the local vibe. Old Town Kissimmee is a delightful blend of classic Florida and modern entertainment. Stroll through the vintage car shows or test your courage on a free-fall ride. The Ferris wheel offers a more sedate way to take in the sights.

Dinner options abound, but I recommend a spot with live music to keep the energy up. Check out Sunset Walk at Margaritaville Resort Orlando for a selection of restaurants and entertainment venues. A hearty meal and some foot-tapping tunes? Yes, please!

Wrap up your night with a walk by Lake Tohopekaliga. The Lakeside views and gentle breezes make for a perfect end to a day packed with excitement.

Day 2: Nature and Nurture

After yesterday’s thrills, let’s switch gears. Kissimmee is surrounded by natural wonders, and a morning exploring them is time well spent. A guided tour through the headwaters of the Everglades on an airboat is exhilarating. Keep your eyes peeled for alligators and bald eagles!

Post-adventure, brunch is in order. Kissimmee has some quaint spots that offer a delicious start to the day. I’m a fan of the local cafes where you can savor a stack of pancakes or a hearty omelet.

Next up, a visit to Gatorland provides an up-close look at some of Florida’s most famous residents. The Gator Jumparoo Show is a must-see, showcasing the power and grace of these ancient creatures.

Day 2 Afternoon: Retail Therapy and Relaxation

What’s a weekend getaway without a little shopping? The Loop and The Loop West are open-air shopping and entertainment complexes that cater to every taste. From big-name brands to unique boutiques, it’s a shopper’s paradise.

After you’ve shopped to your heart’s content, unwind with a spa treatment at one of Kissimmee’s luxurious resorts. A massage or facial is the perfect way to rejuvenate before the journey home.

For your final evening, a dinner show offers a blend of entertainment and dining. Medieval Times and Capone’s Dinner & Show are local favorites. They provide a fun, immersive experience that’s great for all ages.


  • What’s the best way to get around Kissimmee?

    Renting a car is the most convenient option for getting around Kissimmee, especially if you plan to visit multiple attractions.

  • Are there any hidden gems in Kissimmee I shouldn’t miss?

    Absolutely! The Shingle Creek Regional Park is a peaceful retreat for nature lovers, and the Kissimmee Lakefront Park offers stunning sunset views.

  • Can I fit in a visit to the theme parks during a weekend trip?

    Yes, but it’s best to choose one park to focus on. This way, you can fully enjoy the experience without feeling rushed.


In just 48 hours, Kissimmee can offer a whirlwind of excitement and serenity. From the thrill of theme parks to the tranquility of natural landscapes, this Florida gem has it all. By following this guide, you’ll experience the best of Kissimmee, creating memories that will last a lifetime. Whether you’re soaring above the treetops in a hot air balloon or cheering on knights at a dinner show, every moment is an opportunity for adventure. So, pack your bags and get ready for the ultimate weekend in Kissimmee!

Remember, the key to making the most of your time is to plan ahead but also leave room for spontaneity. Kissimmee is full of surprises, and sometimes the best moments are the ones you don’t plan for. Here’s to a weekend that’s as magical as the destination itself!

Kurby Team

The Kurby Content Team is a diverse group of seasoned real estate experts dedicated to providing insightful, reliable information for homebuyers, real estate investors, and real estate agents. With backgrounds ranging from real estate brokerage, property investment, and residential home buying, our team combines decades of experience with a passion for demystifying the real estate world. We at Kurby are committed to helping you make informed, successful real estate decisions. Whether you're a first-time homebuyer, a seasoned investor, or a real estate professional, count on the Kurby Content Team to deliver the most relevant, actionable real estate content you need.