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Unwrap the Joy of Kissimmee This Holiday Season

Discover how to make this holiday season memorable with unique gift ideas and unforgettable experiences in Kissimmee. Celebrate Small Business Saturday, explore charming shops, indulge in local flavors, and create lasting memories with your loved ones!

Family riding an airboat at Wild Florida.

Take the kids on an airboat ride at Wild Florida

As the holiday season approaches, it’s time to think about gift-giving in a way that truly makes a difference. Enter Small Business Saturday, a nationwide event that encourages consumers to shop locally and support small businesses in their communities. Celebrated on the Saturday after Thanksgiving, this day not only boosts the local economy but also helps preserve the unique charm and character of each destination. 

In Kissimmee, the diverse array of small businesses and local attractions offers visitors and locals alike the chance to discover thoughtful, one-of-a-kind gifts and unforgettable experiences. When you shop locally, you’re not just giving a gift — you’re giving back to the community. It’s a win-win! 

Make Yourself at Home in a Kissimmee Vacation Rental 

Known as the Vacation Home Capital of the World®, Kissimmee is known for its iconic vacation homes, complete with amenities like themed rooms, pools, game room, fully equipped kitchens, and more.  

Enjoy the amenities of your vacation home, which serves as not only a great home base but also a fun part of the experience. Take a refreshing dip in the pool or unwind with a movie night — cozy blankets and popcorn are highly encouraged! If you’re feeling competitive, dive into some arcade games or challenge your loved ones to a round of laser tag.  

As a delightful surprise, consider preparing a welcome basket filled with snacks, local goodies, and personalized touches — it's like a warm hug waiting for your loved ones upon arrival! Stop by Vintage Vino Wine Bar, a locally owned boutique wine shop that specializes in carefully curated wines, cheeses, and wine accessories. Grab some artisan wine gift baskets or unique wine accessories to share during your holiday celebrations. It’s like giving a gift that keeps on giving — wine and cheese never disappoint! 

Bask in the Beauty of Florida's Fall Sunsets 

Take a leisurely evening stroll around Kissimmee Lakefront Park. The scenic views of Lake Tohopekaliga (or Lake Toho for short) and the breathtaking sunset will provide a perfect backdrop for those holiday Instagram posts. Bring along a picnic dinner or have one set up by The Luxury Pop Up Picnic Company to make it extra special. 

Seek Adventure in the Heart of Kissimmee 

For a taste of adventure, spend a few hours at Wild Florida. Hop on an airboat ride through the headwaters of the Everglades, and keep your eyes peeled for native birds and gators — you never know what you'll spot! You can also stroll through the gator park or take a drive-thru safari to see exotic animals up close. For an unforgettable experience, book a special encounter, like painting with Leroy the Giraffe. Yes, you read that right — painting with a giraffe. It’s bound to be a hit! 

Discover Unique Treasures at Celebration Town Center 

No holiday getaway is complete without some shopping, and Celebration Town Center is the perfect place to explore charming shops and boutiques. Encourage your loved ones to pick out something special to remember their trip — perhaps a handcrafted ornament or a piece of local art. After all, what’s better than a gift that doubles as a keepsake? For a true seasonal experience, hop on a leisurely bike ride offered by Celebration Bike Rentals, and take in the festive holiday decor — the residents of Celebration take their decorations seriously! It’s the perfect way to enjoy the mild fall weather and soak in the holiday spirit. Plus, as the sun sets, you’ll want to stay late to see the charming town come to life with its nightly artificial snow. Just because you're in Florida doesn't mean you can't experience the magic of snow! 

Indulge in Brunch and Relaxation in Kissimmee 

Treat your loved ones to a leisurely brunch at a local café, savoring the flavors of Kissimmee. Head over to Formosa Winery Tasting House at Formosa Gardens for a delightful brunch or visit Salt & The Cellar within the ette hotel for a high tea experience that will elevate your gathering. Afterward, continue the indulgence with a relaxing spa treatment at the ette and top it all off by enjoying one of their signature mocktails, adding a refreshing touch to your wellness experience. It’s the perfect way to unwind and recharge while enjoying each other’s company.