Kissimmee, Florida, offers so much more than just a gateway to famous theme parks. It's a vibrant community full of activities that cater specifically to senior travellers. If you're contemplating a permanent stay at one of Kissimmee's lovely resorts or planning an annual visit as a snowbird, this guide will illuminate the exciting options available for shopping, dining, entertainment, and more.
Shopping in Kissimmee
Kissimmee's shopping scene is lively and diverse, providing unique finds and fantastic deals, especially for seniors looking to add some fun to their day.
The Loop
Just a quick drive from central Kissimmee, The Loop is an expansive shopping centre packed with a variety of shops, restaurants, and entertainment venues. Seniors can enjoy a leisurely stroll while exploring national retailers like Target and Kohl's, alongside quaint boutiques. With over 80 shops, there's a little something for everyone, ensuring a fulfilling day of shopping.
Old Town
If vintage charm catches your interest, Old Town is a must-see. This pedestrian-friendly enclave is home to unique shops, classic car shows, and live entertainment. Every Saturday night, enjoy thrilling car shows featuring over 200 classic vehicles. Make sure to check the schedule for live music and dance performances, perfect for a delightful evening out!
Kissimmee Farmers Market
Every Saturday, the Kissimmee Farmers Market comes alive with the sights and smells of fresh produce, local crafts, and homemade delicacies. Seniors often enjoy mingling with local vendors and sampling fresh fruits and vegetables. With an average of 50 vendors each week, it's a fantastic place to pick up ingredients for a home-cooked meal or simply stock up on snacks.
Events Year-Round
Kissimmee is renowned for its engaging community events throughout the year. From seasonal festivals to special gatherings, there are plentiful opportunities to get involved.
Osceola Heritage Park
This extensive venue hosts various events, including concerts, craft fairs, and cultural celebrations. For instance, the annual Kissimmee Music Festival attracts over 5,000 attendees and features performances from local and national acts. A fantastic place for seniors to socialize and enjoy lively entertainment!
Gatorland - Get Your Crocs On
Gatorland is a great place to bring your visiting grand children. This attraction specializes in alligators, but also offers entertaining educational programs for all ages. Families can enjoy shows where trained animals perform tricks, learn about wildlife conservation, and even participate in special behind-the-scenes experiences for a unique adventure. Grandma and Grandpa get your Crocs on!
Local Craft Festivals
Keep an eye on community boards for craft festivals, farmers' markets, and art shows. These events often showcase the work of local artisans, presenting the opportunity to purchase handmade goods while supporting the community.
Transportation
Exploring Kissimmee is straightforward, thanks to efficient transportation choices designed for senior convenience.
Public Transport
The LYNX bus service covers the Orlando area, including Kissimmee, with affordable routes tailored for seniors. With stops near shopping centres, attractions, and dining spots, it simplifies getting around without the hassle of driving.
Shuttle Services
Many Kissimmee resorts offer shuttle services to major attractions, making it effortless for seniors to visit theme parks like Walt Disney World and Universal Studios without worrying about parking.
Ride-Sharing Options
Ride-sharing services like Uber and Lyft are widely available, providing a convenient way to get around. This flexibility allows seniors to attend evening events or enjoy dining out with ease.
Entertainment Options
Kissimmee is overflowing with entertainment for seniors, offering everything from live performances to cozy movie nights.
Dinner Theaters
For an unforgettable experience, try one of the local dinner theatres. You can savor a delicious meal while enjoying engaging shows, with many venues offering a variety of performances—from musicals to comedies. This combination of dining and entertainment makes for a wonderful evening social outing.
Movie Theatres
Kissimmee features several cinemas with dedicated senior discount days. For instance, theatres like Regal Cinemas provide discounted tickets on Tuesdays. Whether you fancy the latest blockbusters or independent films, catching a movie can be a delightful way to spend an afternoon or evening.
Dining Delights
Kissimmee offers a remarkable range of dining options to satisfy all tastes and budgets.
Local Favorites
Savor everything from southern-style barbecue to fresh seafood in Kissimmee. A well-loved local diner, the Old Town Grill, serves hearty meals while also being affordable, often with discounts for seniors. For an upscale experience, check out places like The Glass Knife, known for its delightful desserts and vibrant atmosphere.
Food Festivals
Discover food festivals showcasing local cuisine, like the Epcot International Food & Wine Festival typically held for approximately 3 months from late August through to the end of November - note: the 2025 dates have yet to be announced as of the publication date of this article. This highly anticipated months-long event features local restaurants, international chefs, unique food experiences, and tempting wines allowing you to sample a huge variety of delectable dishes and vintages —from savoury bites, to trending mouthwatering menu items, to sweet delights and fine international wines, spirits and brews —creating an unrivalled culinary adventure right in the heart of Kissimmee at Disney's Epcot Center.
Ethnic Cuisine
Kissimmee’s diverse community brings a world of flavors. Sample authentic Cuban sandwiches from local spots or enjoy Italian pasta at the famous Capone's Dinner & Show. Don't miss the delightful Asian bistros offering everything from sushi to Thai curry, guaranteed to take your taste buds on an enjoyable journey.
55+ Communities and Snowbird Resorts
Kissimmee is known as a popular destination for seniors, thanks to its numerous retirement communities and snowbird resorts designed specifically for the 55+ crowd.
Kissimmee 55+ Condos
For those seeking a home away from home, there are many 55+ condos available. These communities come equipped with amenities like swimming pools, clubhouses, and social activities, providing seniors with ample opportunities to make new friends and enjoy a fulfilling lifestyle.
Snowbird Resorts
Several 55+ resorts in Kissimmee, such as Solivita Living, the largest retirement community in the USA, cater to snowbirds and retirees mostly from across the US and Canada, looking for warmer weather during winter months. These resorts are abundant in recreational activities, organized events, and transportation services, making them an appealing option for your snowbird home search.
RV Parks
For more adventurous travellers, Kissimmee's RV parks offer an excellent way to enjoy the great outdoors. Equipped with amenities like Wi-Fi, laundry, and recreational rooms, these parks often host events, fostering connections among residents and creating a strong sense of community.
Experience the Best of Kissimmee
Kissimmee, Florida, is a vibrant destination that offers much for snowbird travellers. With a range of shopping venues, exciting events, delicious dining, and welcoming retirement options, it’s no wonder that so many seniors choose Kissimmee as their preferred location.
Whether you stay in a Kissimmee resort, explore local attractions, or bask in the warm Florida sun, you’ll find something special at every turn. Prepare for your next visit and uncover all that this charming destination has in store for you!
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