35 Things To Do in Kissimmee

Caroline Alden

By Caroline Alden | Updated 3 Days Ago

Exploring Kissimmee, Florida, offers a chance to uncover thrilling adventures and serene experiences that cater to everyone. This charming city, nestled close to Orlando’s iconic theme parks, provides more than just proximity to famous attractions.

From enchanting natural landscapes and fascinating historical sites to lively entertainment options, Kissimmee delivers diverse activities for visitors of all ages. Whether you’re drawn by the allure of outdoor escapades or the excitement of cultural venues, Kissimmee invites you to discover its multifaceted charm.

Old Town Kissimmee

Our Rating: 8.5/10

Old Town Kissimmee brings the charm of a classic Florida town to life. Situated just five miles from Disney World, the 18-acre area offers plenty of fun. Visitors can stroll through unique shops offering local crafts and souvenirs.

The iconic Ferris Wheel, made in Italy, provides stunning views of Kissimmee from 85 feet up. For thrill-seekers, the Hurricane roller coaster delivers a rush of excitement that can’t be missed.

Sun On the Beach

Our Rating: 8.3/10

Sun On the Beach is a vibrant spot where fun knows no bounds. Every night offers something unique, from lively Latin dance on Sunday to nostalgic beats on Friday 80’s Night. Visitors can grab a drink at the full bar or enjoy the music on a spacious dance floor.

This venue is open until 2:00 a.m., perfect for night owls. It also features a VIP room for those wishing to celebrate in style. Whether dancing the salsa or just soaking in the rhythms, it promises unforgettable evenings.

Susana’s Cafe

Our Rating: 8.5/10

In the heart of Downtown Kissimmee, Susana’s Cafe offers a cozy retreat. Nestled near the courthouse, it has been a gathering spot for over 20 years.

Visitors can savor rich coffee and fresh pastries while enjoying the cafe’s warm, inviting atmosphere. It’s a perfect spot for a leisurely brunch. Friendly service and a diverse menu make it a favorite among locals and tourists.

Shingle Creek Regional Park

Our Rating: 8.9/10

Shingle Creek Regional Park is a beautiful escape. Visitors can rent kayaks and paddle through serene waters to explore the lush landscapes that flow into the Florida Everglades. Scenic trails offer the perfect path for adventure and exercise for those who enjoy biking. They weave through shaded areas, providing a pleasant ride even on warmer days.

The park also features historic cabins and exhibits that tell the tale of early settlers. These displays give a peek into life from the past, making every visit educational and fun. Tranquil walking trails invite visitors to immerse themselves in nature, surrounded by the song of birds and the whisper of the breeze through the trees.

Fun Spot America Theme Parks

Our Rating: 9.0/10

Fun Spot America offers a playground of thrills for everyone. With its two unique multi-level go-kart tracks, visitors can experience the joy of racing like never before. The wooden roller coaster, Mine Blower, is a standout attraction with its daring 360-degree inversion.

Reaching 300 feet into the sky, the SkyCoaster promises heart-pounding excitement for adrenaline seekers. There are also plenty of classic family favorites like bumper cars and a carousel. The arcade is packed with games that will entertain all ages, making Fun Spot America a lively destination for groups of all kinds. Accessibility and variety are essential here, with pay-per-ride and day pass options ensuring fun for everyone.

Kissimmee Produce

Our Rating: 8.5/10

Kissimmee is a haven for those who enjoy fresh and local produce. The city offers vibrant farmers’ markets where you can find juicy oranges, ripe tomatoes, and sweet strawberries straight from the fields. Visitors can stroll through stalls brimming with colorful fruits and vegetables, enjoying the scents and tastes of the region.

Local farms invite guests to pick their berries for a hands-on experience. It’s a lovely activity for families and friends, letting them gather sun-ripened treats while enjoying the beautiful Florida countryside. Exploring Kissimmee’s produce scene gives an authentic taste of Florida’s agricultural bounty, connecting visitors to the region’s freshness and flavors.

Osceola County Stadium

Our Rating: 8.3/10

Osceola County Stadium is a vibrant hub for sports enthusiasts. Originally a baseball park, it has transformed into a soccer-specific venue hosting Orlando City B matches. Fans can engross themselves in the thrill of live games, cheering for their favorite teams.

Visitors find various activities to enhance their experience around the stadium. A short distance away, savory delights await at nearby eateries, offering a taste of Caribbean, Latin, and Spanish cuisines. The lively atmosphere and the thrill of sports action make Osceola County Stadium a must-visit destination for locals and tourists alike.

Hart Memorial Central Library

Our Rating: 7.5/10

Hart Memorial Central Library is a vibrant hub for readers and learners. Visitors can dive into a collection of books, comics, and magazines. The shelves brim with stories waiting to whisk them away to different worlds.

The library offers more than just reading. It’s a place where people connect, learn, and discover new interests. Noteworthy collections, like the Genealogy Collection, offer unique insights into family histories. It’s a charming destination for anyone eager to explore more than just the pages of a book. With its welcoming atmosphere, Hart Memorial is a remarkable spot for locals and tourists to unwind and explore.

Kissimmee Lakefront Park

Our Rating: 8.5/10

Kissimmee Lakefront Park is a delightful spot on the shores of Lake Tohopekaliga. Visitors can delight in a quiet stroll along the scenic walking paths while enjoying stunning lake views. Iconic landmarks such as the Monument of States and the park’s lighthouse provide perfect photo opportunities.

Families will love the spacious playgrounds and splash pads, ideal for kids’ fun. Fishing enthusiasts can test their luck along the park’s piers or join a pontoon fishing charter for a memorable day on the water. Whether planning a picnic or just relaxing in the grassy areas, Kissimmee Lakefront Park offers a refreshing escape in the city’s heart.

El Cilantrillo Restaurant

Our Rating: 8.5/10

El Cilantrillo Restaurant is a gem for those craving authentic Puerto Rican flavors. This family-owned spot is located on West Vine Street and is renowned for its vibrant and welcoming atmosphere. The restaurant is known for its generous portions, making it a great place to gather with family and friends.

Diners can enjoy a variety of traditional Puerto Rican dishes bursting with rich Creole flavors. Whether a savory mofongo or tender pernil, each dish promises a taste of the Caribbean. The ambiance, filled with the sounds and aromas of the island, adds to the immersive dining experience. Whether stopping by for lunch or dinner, El Cilantrillo offers a delightful journey into Puerto Rican culture and cuisine.

Museum of Military History

Our Rating: 8.6/10

Kissimmee’s Museum of Military History offers a unique opportunity to explore military artifacts from the Civil War to modern times. Visitors can wander through interactive exhibits that make history come alive.

Engage with displays that vividly tell the stories of soldiers and wars. The museum is owned by veterans, adding an authentic layer to the experience. It is perfect for history buffs, families, or anyone curious about military heritage in an educational and engaging setting.

Doldrick’s Escape Room

Our Rating: 8.5/10

Doldrick’s Escape Room offers an exhilarating experience unlike any other. Visitors can dive into fully immersive games where each room tells a unique story. With themes ranging from mystery to adventure, it invites guests to solve puzzles and unlock secrets to escape within a set time.

This attraction is known for its private-only games, ensuring an exclusive adventure without strangers. Players have their private game host to guide them, creating a personalized experience. Doldrick’s provides unlimited clues and help, making it fun and friendly for all ages. Whether you’re a beginner or a skilled escape artist, Doldrick’s guarantees a heart-pounding, brain-engaging adventure.

Rock & Brews

Our Rating: 8.7/10

Rock & Brews hits all the right notes for music lovers and foodies alike. This lively restaurant serves classic American comfort food crafted from scratch using fresh, locally sourced ingredients. Expect a vibrant atmosphere where rock and roll memorabilia line the walls, offering a feast for the senses.

Diners can enjoy meals while classic rock tunes set the mood. This spot is suitable for families, friends, or anyone wanting to add rock flair to their mealtime. There’s something for everyone, from hearty burgers to flavorful tacos and locally brewed beers. It’s a dining experience that promises more than just great food.

Green Lakes Farm

Our Rating: 8.7/10

Green Lakes Farm offers a unique opportunity to explore nature on horseback. Riders can enjoy guided trail rides through the lush forests of Central Florida. The peaceful landscape provides a serene backdrop as you connect with the horse and nature.

The trails are designed for both beginners and experienced riders. Guides ensure a risk-free and enjoyable experience for all guests. Whether looking for a relaxing ride or an adventure, Green Lakes Farm delivers a memorable day outdoors.

Medieval Times Dinner & Tournament

Our Rating: 8.5/10

Step into a European-style castle and embark on a time-traveling adventure back to the 11th century. At Medieval Times, guests can enjoy a feast fit for royalty while watching a grand tournament unfold. Dine on a four-course meal with no utensils to feel the medieval charm. Animated knights on horseback clash with lances in thrilling jousting matches, creating a spectacle not to be missed.

Cheer for your assigned knight as his fate unfolds before you. The immersive atmosphere, from the detailed costumes to the vibrant battles, will transport you to an era of valor and chivalry, promising an unforgettable experience.

Kissimmee Bakery

Our Rating: 8.5/10

Kissimmee’s vibrant bakery scene offers a delightful journey through flavors and traditions. Start your day at Melao Bakery, where freshly baked bread’s rich aroma fills the air. Here, travelers can savor a cup of Puerto Rican coffee and pastries that melt in the mouth.

For those with a sweet tooth, Cupcake Hearts surprises with its artistic creations. Each cupcake is a small masterpiece, offering bursts of flavor in every bite. A visit to Fortuna Bakery & Cafe means indulging in Latin American sweets. From traditional favorites to new inventions, each treat is crafted with care and passion, creating an unforgettable experience.

Brinson Park

Our Rating: 8.6/10

Brinson Park offers a charming escape by the water. Nestled along Lake Tohopekaliga, this park is perfect for those who enjoy outdoor activities. Visitors can cast a line from the fishing pier or spend the afternoon wildlife watching. The park’s scenic views make it an ideal spot for picnics, with tables and grills available.

A nearby bike trail connects Brinson Park to Kissimmee Lakefront Park, providing a smooth path for cyclists. The relaxing atmosphere invites families to gather and enjoy the beautiful Florida landscape.

The Loop Shopping Center

Our Rating: 8.4/10

The Loop Shopping Center offers an exciting experience for those seeking diverse shopping and entertainment options. Visitors will find a mix of over 40 stores and restaurants perfect for families and solo travelers alike. Shoppers can explore a variety of popular retail chains as well as unique local shops. Food lovers have plenty to enjoy, with numerous dining options ranging from casual eateries to more upscale restaurants.

The center also features a Regal Cinema, providing a great spot for movie enthusiasts to unwind and catch the latest films. With its pedestrian-friendly design, guests can easily wander through this vibrant outdoor complex, soaking up the lively atmosphere.

Congo River Golf

Our Rating: 8.5/10

Congo River Golf offers a thrilling mini-golf experience. Players can enjoy 36 holes of award-winning courses winding through lush landscapes. Each turn presents new challenges, ensuring fun for families and groups alike. Beyond golf, visitors can discover Adventure Golf, where live alligators await. Feed them or marvel at their unique beauty. For those craving more, scavenger hunts and arcade games add extra fun.

Adding to the excitement, paddleboat rides provide a relaxing break with a scenic view. Gem mining activities let children discover hidden treasures. Congo River Golf is more than just mini-golf; it’s a vibrant adventure waiting to be explored.

BJ’s Restaurant & Brewhouse

Our Rating: 8.6/10

BJ’s Restaurant & Brewhouse offers a unique dining experience. Visitors can enjoy a wide range of craft beers crafted to perfection, appealing to casual sippers and beer enthusiasts alike. The menu features a delightful mix of delicious dishes, from savory deep-dish pizzas to refreshing seared ahi salads. The vibrant, inviting atmosphere makes it perfect for family gatherings and a night out with friends.

Situated in the heart of Kissimmee, this brewhouse combines excellent food and exceptional service, making it a must-visit spot for anyone exploring the area. Its location adds convenience to charm, making it a top destination for both locals and tourists.

Silver Spurs Arena

Our Rating: 9.1/10

Silver Spurs Arena is a vibrant hub of entertainment. Nestled in Osceola Heritage Park, it promises a dynamic array of events. From adrenaline-pumping rodeo shows to thrilling sports and live concerts, there’s always something captivating to enjoy.

Visitors can also catch comedy acts and cheerleading competitions here. The arena’s lively atmosphere and exciting line-up make it a must-visit spot for locals and tourists. Whether you’re a music or sports fan, Silver Spurs Arena delivers an unforgettable experience every time.

Plaza Del Sol

Our Rating: 8.7/10

Plaza Del Sol is a vibrant indoor shopping destination that offers a delightful mix of experiences. Visitors can explore various stores, from unique boutiques to well-known brands, all under one roof. The mall’s architecture draws inspiration from traditional Latin American plazas, adding a warm and inviting atmosphere.

The food court at Plaza Del Sol caters to a wide variety of tastes. With numerous dining options, patrons can savor everything from sizzling Latin dishes to family-friendly fast food. It’s the perfect spot to take a break and enjoy flavorful meals. For those looking for entertainment, the mall frequently hosts events and live performances, offering a lively, fun, and engaging atmosphere.

The Amador Gallery Event Venue

Our Rating: 8.3/10

The Amador Gallery offers a top-notch setting for various events. Its charm and elegance make it ideal for weddings, gala dinners, and corporate events. This venue can cater to various gatherings, providing both style and comfort.

Visitors will be impressed by the venue’s luxurious features, including ten lavish bathroom stalls ensuring comfort for guests throughout any event. It’s not just about appearances—every detail is designed to deliver a high-quality experience. From hosting fashion shows to private parties, the Amador Gallery stands out as a premier venue, blending class with culture.

Brownie Wise Park

Our Rating: 8.3/10

Brownie Wise Park is in the Tupperware Island Conservation Area near Kissimmee’s scenic Lake Tohopekaliga. Locals affectionately know it as Lake Toho. This park is a tranquil escape from the city’s hustle and bustle. Visitors can enjoy the calm surroundings and beautiful views.

Perfect for picnics, the park has several spots where families and friends can gather for a relaxing afternoon. Able to rent picturesque pavilions, they often host celebrations against a backdrop of natural beauty. For those interested in wildlife, the park provides a unique opportunity to observe local animals, including a pair of American bald eagles. Brownie Wise Park is a refreshing retreat into nature’s embrace.

Books-A-Million

Our Rating: 8.5/10

Books-A-Million is a haven for book lovers. Nestled in a bustling area, it offers a treasure trove of literary finds. Visitors can spend hours exploring shelves packed with bestsellers, classics, and hidden gems.

Beyond books, the store offers quirky gifts, unique stationery, and educational toys. A cozy cafe invites guests to sip coffee while reading a new book. It’s an ideal spot for quiet reading or a friendly chat. The store often hosts events, including author signings and storytime for kids, making it a vibrant part of the community.

Osceola Performing Arts Center

Our Rating: 8.5/10

In the heart of Central Florida, the Osceola Performing Arts Center offers an exciting destination for entertainment lovers. With its spacious 2,000-seat theater, visitors can enjoy a variety of captivating live performances, from music concerts to theatrical productions. Each show promises a memorable experience with incredible sound and stunning stage design.

Guests can also explore the 22,000-square-foot exhibit hall, perfect for hosting grand events like corporate meetings and banquets. The modern facilities provide an ideal backdrop for unforgettable moments. Whether attending a concert or mingling at an event, guests will find the vibrant atmosphere at Osceola Performing Arts Center both inspiring and enjoyable.

Regal The Loop

Our Rating: 8.5/10

Regal The Loop in Kissimmee is a movie lover’s haven. Nestled along John Young Parkway, this cinema offers an array of the latest films in a comfortable setting. Visitors can revel in the magic of cinema with high-quality screens and sound that make every scene pop.

Pair your movie experience with tasty treats from the concession stand for a perfect night out. From classic popcorn to candy, there’s something to satisfy every craving. Enjoy a seamless ticket-buying process and a rewards program that adds to the fun. Regal The Loop is about watching movies and experiencing them in style.

Café Barista

Our Rating: 8.5/10

Café Barista is a charming spot right in the heart of downtown, perfect for coffee and comfort enthusiasts. This café greets visitors with a warm atmosphere, making it an ideal place to relax and enjoy a quality brew. Visitors can indulge in various delightful drinks and meals, each with a unique, quirky touch inspired by its location next to the courthouse.

The café’s cozy seating and lush greenery provide a serene backdrop for a leisurely afternoon. With a menu crafted to cater to the local tastes and ever-evolving to include seasonal delights, Café Barista is a must-visit for residents and travelers exploring the vibrant Kissimmee scene.

Monument of States

Our Rating: 8.2/10

The Monument of States is a unique symbol of unity and pride. Standing over 50 feet tall, this colorful monument features stones from all 50 states and other countries. Each rock tells its story and adds a piece to the patriotic mosaic. Visitors can stroll around the monument, which is perfect for snapping photos and appreciating history and artistry.

Located at Lakefront Park, the monument is just a short walk from the Kissimmee Amtrak Station, making it an easy stop on your itinerary. It’s a must-see for anyone exploring Kissimmee, offering a delightful blend of education and fun.

Charley’s Steak House

Our Rating: 8.7/10

Charley’s Steak House is a must-visit for food enthusiasts. It offers a memorable dining experience with its succulent steaks and fresh seafood. The chefs use custom-built pits and cook dishes over wood, which gives the food a unique smoky flavor.

Guests can enjoy a cozy ambiance that makes any meal feel special. With hormone-free, aged USDA Prime steaks, every bite is a delight. Don’t miss out on their hand-crafted cocktails and fine wines to complement your meal. Whether celebrating a special occasion or just looking to indulge, Charley’s delivers a dining experience that truly stands out.

Miller’s Ale House

Our Rating: 8.3/10

Miller’s Ale House is a lively spot perfect for sports fans and food lovers. The bar buzzes with excitement, especially during game nights. Visitors can catch the latest games on large screens while enjoying many beers. The atmosphere is both welcoming and energetic.

This locale is located on W. Irlo Bronson Memorial Highway and offers more than just drinks. Guests can dig into delicious meals like juicy steaks, flavorful seafood, and classic American fare. Miller’s Ale House is renowned for its zesty chicken wings and tasty burgers that are sure to satisfy any craving. It’s not just about eating and drinking; it’s about the experience.

Pioneer Village at Shingle Creek

Our Rating: 8.5/10

Step back at the Pioneer Village at Shingle Creek, where history comes alive. This open-air museum is a must-see for those curious about Osceola County’s past. Wander through carefully restored homes from the late 1800s and explore a variety of buildings, such as a schoolhouse, church, and general store. The village offers a glimpse into the daily lives of early settlers and features unique structures.

For more insights, visit the Seminole Settlement to experience how Florida’s natives lived off the land. Enjoy a vivid journey through history with a touch of genuine Florida heritage.

Bahama Breeze

Our Rating: 8.5/10

Bahama Breeze is a tropical escape that offers a taste of the islands right in Florida. This vibrant spot is known for its relaxed vibe and Caribbean-inspired dishes. Visitors can enjoy the lively atmosphere and savor signature dishes like jerk chicken pasta or seafood paella.

Aside from the food, Bahama Breeze hosts live music that enhances the island feel. It’s a great place to kick back with a refreshing cocktail like the Bahamarita. Whether a family outing or a fun night with friends, this place adds a splash of island life to any Kissimmee adventure.

The Big Blue Pool

Our Rating: 8.5/10

The Big Blue Pool is a must-experience attraction. Known for its size and vibrant color, it is the largest pool at Disney’s Art of Animation Resort. Visitors will be thrilled to find underwater speakers, adding a unique spin to their swimming adventure.

Families flock to this pool, which offers zero-entry access, perfect for young children. Guests can relax in the cozy poolside chairs while watching the kids splash around in the water play area. Nearby, The Drop Off Pool Bar serves up refreshing drinks and snacks. Guests can enjoy a quick bite before diving back into the fun. It’s a lively spot that’s sure to make memorable vacation moments.

Mr. & Mrs. Crab

Our Rating: 8.5/10

Mr. & Mrs. Crab offers an exciting culinary adventure for seafood lovers. Visitors can dive into the flavors of their signature seafood boils, which combine fresh seafood with American and Szechuan spices.

The restaurant’s lively atmosphere and friendly service create a welcoming environment for families and groups. Guests can enjoy a variety of offerings, from mussels to shrimp, with a choice of seasonings and spice levels. The customizable seafood experience promises a memorable dining outing for all who visit.

Kissimmee offers activities catering to every type of adventurer, from thrill-seekers to those searching for a quiet retreat. With its rich attractions, every visitor will undoubtedly leave with memorable experiences and stories to share.