Romantic Things To Do in Kissimmee
smiling couple leaning back on a wooden pier with boat and sun flare

Kissimmee is known for its access to theme parks and family fun, but there’s also plenty of romantic hot spots to explore. Whether you’re planning a first date or celebrating an anniversary, Kissimmee offers a delightful mix of activities to make your time together special. A popular option is paddling through serene waterways on a kayaking adventure, where nature sets the mood for romance. Afterward, indulge in themed dining that transports you to another world with its unique decor and mouthwatering cuisine. For those who crave excitement, Kissimmee has an array of theme parks with thrill rides to keep the energy high, followed by captivating shows that promise to leave you both entertained. Read on to find many different options to make your Kissimmee date an unforgettable one.

 

Romantic Eco-Tours

Kissimmee offers a vast array of romantic eco-tours that are perfect for adventurous couples. Take a kayak or catboat together across serene, scenic waterways, where you can share quiet moments surrounded by nature’s beauty. For those seeking a thrill, zip lining through lush canopies gives you a chance to enjoy the forest together, creating unforgettable memories. The excitement doesn’t stop there – airboat tours can whisk you across the pristine wetlands, offering a unique perspective on Florida’s vibrant ecosystems. Each of these activities not only brings you closer to nature but also strengthens your bond, making your time in Kissimmee both romantic and adventurous.

The Paddling Center at Shingle Creek

Tucked away amid lush greenery, The Paddling Center at Steffee Landing on Shingle Creek offers couples a romantic escape into nature’s most serene settings. Picture gliding together across mirror-like waters, surrounded by towering cypress trees draped in moss, where the only sounds are the gentle splash of your paddles and birdsong floating through the air. This eco-tour provides not just an intimate connection to stunning wildlife but also an ideal chance to reconnect with one another, away from the rush of daily life. Whether spotting sunbathing turtles or marveling at the golden hues of the sun’s rays reflecting on the creek, every moment feels like a scene painted for romance. It’s an unforgettable Kissimmee retreat for anyone seeking the perfect blend of tranquility, natural beauty, and togetherness.

Wild Florida

Escape to Wild Florida in nearby Kenansville for a romantic and eco-friendly adventure immersed in natural beauty. Couples can explore the magic of the mid-Florida Everglades with private airboat rides, gliding through pristine waters while spotting wildlife like alligators and exotic birds. You and your date can wander hand in hand along serene nature trails or share a quiet moment overlooking the pristine wetlands. For an unforgettable experience, book a sunset airboat tour and watch the sky transform into a canvas of vibrant colors. With its untouched landscapes, intimate settings, and unique wildlife encounters, Wild Florida offers the perfect backdrop for a romantic getaway that combines a love for each other and a love for nature.

man and woman on log ropes course in forest area at orlando tree trek

Kissimmee Lakefront Park

Kissimmee Lakefront Park is a dreamy spot for couples looking to enjoy a romantic escape after dining or shopping in historic downtown Kissimmee. With its serene walking trails that wind along the edge of glistening Lake Tohopekaliga (Lake Toho for locals), it creates the perfect setting for heartfelt moments and quiet conversations. The park’s picturesque picnic areas, shaded by swaying palms, invite you to share a meal while soaking in the gentle breezes. As the sun dips below the horizon, the enchanting sunset views over the water cast a golden glow, making it a truly magical backdrop for a memorable evening. Whether strolling hand-in-hand past the charming lighthouse or simply sitting together by the lakeside, Kissimmee Lakefront Park is a haven for romance.

Catboat Escapes

Catboat Escapes in nearby Clermont offers a one-of-a-kind eco-tour experience perfect for a romantic and adventurous date. Imagine cruising across stunning scenic lakes in your very own catboat, with the freedom and thrill of steering the vessel yourself. Couples will love the mix of fun and exploration as they glide through calm waters, surrounded by lush natural beauty and vibrant wildlife. Along the way, you’ll learn about the local ecosystems and fascinating creatures that call this area home, adding an educational twist to the adventure. Whether you’re spotting birds in the distance or enjoying the serene sunset over the lake, this unforgettable outing is sure to bring you closer while creating lasting memories.

Orlando Tree Trek

Nestled in Kissimmee’s scenic forest canopies, Orlando Tree Trek offers couples the perfect blend of romance, adventure, and eco-friendly fun. This thrilling aerial adventure park invites you to experience nature from new heights while tackling its challenging courses together. From swaying suspension bridges to adrenaline-pumping zip lines, every obstacle is designed to test your limits and bring out a sense of teamwork. The park features courses with varying levels of difficulty, making it ideal for any couple looking to bond through exciting shared experiences. With the serenity of the lush surroundings and the exhilaration of adventure, Orlando Tree Trek is a unique opportunity to connect with nature and each other.

Boggy Creek Airboat Adventures

Boggy Creek Airboat Adventures offers a truly romantic escape into the heart of Kissimmee’s breathtaking wetlands. Glide across the shimmering waters on an intimate airboat ride, where the serene surroundings set the perfect tone for couples looking to connect with nature. The quiet moments are punctuated by thrilling sightings of wildlife like alligators, egrets, and herons up close, providing unforgettable shared experiences. Whether it’s the gentle rustling of reeds in the breeze or the golden hues of a setting sun painting the sky, every detail adds to the enchanting atmosphere. It’s a blend of tranquility and excitement that makes for an unforgettable, one-of-a-kind romantic adventure.

dining area with volcano and pyramid at san angel inn restaurante in mexico pavilion epcot world showcase disney

Romantic Dining

Kissimmee sets the stage for unforgettable romantic dining experiences with its diverse international culinary scene and uniquely themed settings. From candlelit tables adorned with fresh flowers, to charming notes of live music, these venues create the perfect backdrop for heartfelt conversations. Many Kissimmee restaurants go above and beyond, offering thoughtful touches like private dining areas for extra seclusion or tasting menus that allow you to share a symphony of flavors together. Whether it’s a date night or a celebration of love, these world-inspired cuisines and enchanting locations promise to make your evening one to cherish.

Epcot’s World Showcase

The World Showcase at Disney World’s Epcot offers an enchanting setting for a romantic dining experience, with its array of international cuisines and immersive atmospheres. Couples can savor French elegance at Monsieur Paul, where upscale dishes and a refined ambiance set the stage for intimacy. For those drawn to the charm of Italy, Tutto Italia Ristorante delights with classic Italian flavors served under warm, inviting lighting. If a serene waterfront view is what you’re after, Spice Road Table in the Morocco Pavilion provides beautiful lagoon views paired with Mediterranean-inspired delicacies. Each pavilion’s decor and cuisine transport you to a different part of the world, creating a sense of exploration and romance that’s perfect for date night. With its blend of global flavors and unforgettable settings, Epcot’s World Showcase promises a magical evening for two.

Perico Ripaio

Perico Ripaio, nestled in the heart of Kissimmee, is a beloved hidden gem that offers couples an unforgettable romantic dining experience. The cozy, intimate atmosphere is enhanced by soft lighting, elegant decor, and just the right touch of rustic charm, making it an ideal spot for a date night. The menu is a masterpiece, with thoughtfully crafted dishes like their signature sancocho or melt-in-your-mouth seared scallops, each bursting with flavor and artfully presented. To make the evening even more magical, their charming outdoor patio offers a warm and secluded setting where twinkling string lights and the gentle hum of conversation create a perfect backdrop for romance. Whether celebrating a special occasion or simply indulging in a night of connection, Perico Ripaio is the ultimate choice for a memorable dining experience.

Celebration Town Tavern

Celebration Town Tavern is one of Kissimmee’s most popular dining destinations, offering couples a perfect setting for a romantic evening. Nestled in the charming, storybook-like community of Celebration, the restaurant boasts a warm and inviting ambiance with its cozy interior and picturesque outdoor seating overlooking the lake. Known for its New England-inspired menu, highlights include the fresh seafood dishes and the rich, buttery lobster rolls, which pair beautifully with an extensive wine selection to complete the dining experience. The soft lighting, friendly service, and serene lakeside views create an atmosphere that feels intimate and special, making it an ideal spot for couples looking to share a heartfelt meal in a relaxed yet elegant environment.

senior couple toasting wine over elegant dinners at restaurant table

World Food Trucks

Tucked away behind a bustling flea market, World Food Trucks in Kissimmee offers couples a truly unique and romantic dining experience. With over 50 international vendors, this hidden gem invites you to embark on a flavorful adventure, tasting dishes from across the globe – all in one vibrant location. The warm glow of string lights and the diverse aromas filling the air create an intimate atmosphere perfect for strolling hand in hand, sampling everything from savory empanadas to sweet crepes. Whether you’re trying a new cuisine together or sharing your favorite flavors, the eclectic charm and shared sense of discovery make World Food Trucks an unforgettable spot for a cozy, culinary date night.

Villaggio

Nestled within the Magic Village Yards resort, Villaggio Restaurant offers an enchanting setting perfect for a romantic evening. With its intimate atmosphere, warm lighting, and elegant decor that blends modern charm with rustic touches, the restaurant creates the perfect backdrop for a special night. Specializing in Brazilian Italian fusion cuisine, Villaggio delights diners with inventive flavors and signature dishes like creamy risottos infused with Brazilian spices and freshly grilled meats kissed with Italian herbs. Pair your meal with a fine wine or one of their expertly crafted cocktails to complement the culinary experience. Whether dining indoors or on the terrace under the stars, Villaggio promises a date full of flavor, love, and lasting memories.

‘Ohana

At ‘Ohana, set within Disney’s Polynesian Village Resort, romance thrives in a tropical paradise. With its warm, tiki-inspired ambiance, flickering torchlight, and sweeping views of the Seven Seas Lagoon, the restaurant sets the stage for an unforgettable evening. Couples can share a savory feast served family-style, featuring tender skewers of grilled meats, buttery noodles, and signature honey-coriander wings. As the night deepens, the magic intensifies when the lights dim and you’re treated to a breathtaking view of the Magic Kingdom fireworks, perfectly choreographed with music piped into the restaurant. Pair the evening with a tropical cocktail like the Lapu Lapu, served in a fresh pineapple, and you have the perfect ingredients for an enchanting and intimate escape.

Abracadabra Ice Cream Factory

Located in the heart of historic downtown Kissimmee, Abracadabra Ice Cream Factory offers couples a magical and memorable date night experience. The charm begins with the mesmerizing process of making their ice cream – as liquid nitrogen swirls and puffs like a spell in motion, transforming fresh ingredients into creamy perfection right before your eyes. With a wide variety of flavors and toppings to choose from, you can craft your own sweet creation, perfect for sharing. The cozy and playful atmosphere invites laughter and connection, making it an ideal setting for a romantic treat. Whether it’s your first date or a cherished evening with your partner, Abracadabra’s enchanting ambiance and delectable desserts ensure a moment of joy you’ll both savor.

young couple laughing while riding train ride at outdoor street area with five mph sign at old town kissimmee

Romantic Fun

For couples seeking a mix of adrenaline and romance, Kissimmee is the perfect destination. Start your day in a theme park, where you can challenge each other with classic carnival games before soaring together on a roller coaster, sharing heart-racing laughs and shouts. Take an aerial tour to see Kissimmee from above, giving you the perfect excuse to hold each other tight. For a unique bonding experience, team up to solve an escape room challenge. Whether you’re testing your skills, conquering your fears, or just enjoying the rush together, these adventures in Kissimmee are sure to deepen your connection while filling your day with excitement.

Magic Kingdom

Magic Kingdom sets the stage for romance with its enchanting atmosphere and endless opportunities for couples to create magical memories together. For a bit of whimsy, take a cozy ride on It’s a Small World or create your own fairytale by spinning together on the Prince Charming Regal Carrousel. Enjoy an intimate dinner at romantic spots like Be Our Guest, where candlelit tables and French-inspired cuisine transport you to another world. Share a sweet moment under the glittering night sky as you watch the iconic Happily Ever After fireworks, hand in hand, with Cinderella Castle as your backdrop. From leisurely strolls down Main Street, U.S.A., to immersive attractions and special photo opportunities, Magic Kingdom is a dreamlike setting for a couples’ fun date.

Old Town

Old Town in Kissimmee offers a wonderfully romantic escape for couples, with its charming atmosphere and nostalgic appeal. You can stroll hand-in-hand through the picturesque streets, taking in the quaint architecture and vibrant energy. Share a moment on one of the vintage rides, like the classic Ferris wheel, where you can enjoy sweeping views together. Explore the unique shops, filled with one-of-a-kind finds and treasures, or pause to listen to live music that fills the air on many evenings. End your outing at one of the cozy restaurants, savoring a delicious meal in a warm, intimate setting. A blend of timeless charm and lively entertainment makes Old Town a perfect destination for a romantic date.

Buena Vista Watersports

Escape into a world of romance and exciting adventure on jet skis at Buena Vista Watersports. Tucked away on the serene shores of Lake Bryan, this hidden gem near Kissimmee offers couples the perfect blend of thrilling fun and natural beauty. Speeding across the shimmering water, you’ll feel the rush of adrenaline as the wind whips through your hair, all while surrounded by lush tropical scenery. It’s more than just a ride – it’s a chance to connect, share laughter, and cheer each other on as you take turns navigating the waves. Whether it’s your first date or a spontaneous outing with your partner, this exhilarating experience is bound to make sparks fly and leave you with unforgettable memories.

couple riding splashy green jet ski on florida lake

Island H2O Water Park

Island H2O Water Park is a perfect spot for couples to enjoy a romantic day of fun and relaxation. Drifting together along the lazy river or letting the rhythm of the wave pool sway you both creates a carefree and intimate vibe. You can share refreshing drinks or tasty snacks at the park’s cozy eateries, adding a delicious touch to your experience. The vibrant atmosphere, filled with laughter and playful energy, makes every moment feel exciting and special. Whether you’re splashing around or simply soaking in the sun together, Island H2O offers endless opportunities to create unforgettable memories with the one you love.

MaxFlight Helicopter Tours

Experience romance like never before with MaxFlight Helicopter Tours in Kissimmee, where you and your partner can soar above the city in an intimate setting, taking in breathtaking views of lush landscapes, shimmering lakes, and Kissimmee’s stunning scenery. The quiet hum of the helicopter and the awe-inspiring perspective make it a perfect backdrop for meaningful moments, whether you’re planning a unique date or celebrating a special occasion. There’s something undeniably magical about sharing the thrill of flying while gazing out over the beautiful theme parks, creating memories you and your loved one will cherish forever.

Escapology at Sunset Walk

For a romantic and fun date, Escapology at Sunset Walk in Kissimmee offers an unforgettable experience for couples. Imagine stepping into an intimate, immersive escape room, where the two of you must work together to crack clever puzzles, decode mysteries, and race against the clock. Whether you’re joining a daring heist, exploring an ancient tomb, or unraveling a gripping spy mission, the variety of themed rooms provides something exciting for everyone. The shared thrill of piecing clues together deepens your connection and creates memories you’ll both treasure. It’s a unique and playful way to bond, spark chemistry, and enjoy a date night full of adventure.

Gatorland

For couples seeking a unique and adventurous date, Gatorland offers an unforgettable blend of thrill and charm. Stroll hand-in-hand through lush boardwalks, where you can marvel at the beauty of nature and the awe-inspiring sight of alligators basking in the sun. For an extra spark of excitement, try the Screamin’ Gator Zip Line, soaring above the park’s iconic alligator breeding marsh – it’s a perfect way to bond through an adrenaline rush! For a more tranquil moment, enjoy the scenic views from the swamp walk or snap a cute photo together at the park’s iconic gator mouth entrance. Whether feeding a giant tortoise or sharing a laugh at one of the thrilling shows, Gatorland is filled with quirky, romantic opportunities to create long-lasting memories with your special someone.

colorful knight on horseback jousting with arena crowd in background at medieval times kissimmee

Romantic Shows

Kissimmee offers plenty of romantic entertainment options for couples looking to enjoy a memorable night out. For a cozy evening, catch the latest blockbuster at a movie theater, where the intimate ambiance of a romantic comedy helps you relax and connect with your partner. Those seeking a more vibrant experience can indulge in dynamic music revues that feature stunning performances and toe-tapping tunes, perfect for creating lasting memories. Themed dinner shows combine action-packed storytelling, costumes, and hearty meals in settings that transport you to another country or period in time. Whatever you choose, these Kissimmee shows ensure an unforgettable date night for every couple.

Medieval Times

Step into a world of chivalry and romance with a date night at Medieval Times in Kissimmee, where every detail is designed to transport you back to the age of knights and kings. From the moment you enter the grand castle-like venue, complete with stone walls and flickering torches, you’re immersed in a medieval fantasy. The evening comes to life with thrilling performances featuring jousting knights, sword fights, and displays of horsemanship, all performed in authentic period costume. As you cheer for your champion, you’ll enjoy a hearty four-course meal served in true old-world fashion – no utensils needed! An enchanting atmosphere, paired with the perfect mix of excitement and intimacy, makes this a one-of-a-kind experience for couples seeking a romantic and adventurous night to remember.

Regal at The Loop

For a romantic and enjoyable date night, Regal at The Loop in Kissimmee offers the perfect setting to share memorable moments. With its cozy, reclining seats, you’ll feel right at home as you relax next to your partner, enjoying the latest blockbuster or an acclaimed indie film from their diverse movie selection. The theater adds to the experience with crystal-clear picture quality and immersive sound, making every scene come alive. Treat yourselves to a variety of cinema snacks, from classic popcorn to sweet indulgences, and create a night filled with fun and connection. Whether it’s your first date or a cherished night out together, Regal at The Loop sets the stage for a truly special evening.

Drawn to Life by Cirque de Soleil

For a date night that’s nothing short of enchanting, Drawn to Life by Cirque du Soleil offers an unforgettable blend of artistry and romance. This awe-inspiring show weaves mesmerizing acrobatics with heartfelt storytelling, all brought to life through the timeless magic of Disney animation. The intimate atmosphere draws you in, as performers take the stage with gravity-defying acts and stunning visuals that evoke wonder and nostalgia. Located in Disney Springs, it’s a perfect escape for couples wishing to explore the bountiful shopping and dining before or after the show. Whether it’s your first date or a special celebration, this dazzling performance creates a magical evening you’ll both cherish.

dancer with green dress on stage with diners in green hats around at raglan road disney springs

Silver Spurs Arena

For a date night packed with excitement and charm, Silver Spurs Arena in Kissimmee offers unforgettable entertainment. Whether you’re cheering together during a thrilling rodeo event – with heart-pounding bull riding, skillful barrel racing, and the electric energy of the crowd – or swaying side by side to live music from popular artists, the arena delivers a truly unique experience. The adventurous spirit of the rodeo pairs perfectly with the vibrant, shared atmosphere of a concert, creating a mix of romance and exhilaration. It’s the perfect setting to spark connection and make memories that last long after the night ends.

Raglan Road

Raglan Road in Disney Springs sets the stage for a truly romantic evening with its captivating on-stage shows that blend traditional Irish music and mesmerizing dance performances. The enchanting atmosphere, with warm lighting and the rhythmic harmony of fiddles, flutes, and Irish vocals, creates an intimate setting perfect for couples. The lively yet heartfelt shows transport you to Ireland, where you can share a unique cultural experience that feels both passionate and magical. Whether you’re holding hands at your table or swaying to the beat together, the charm of Raglan Road’s performances makes it an unforgettable date night destination.

 

As you can see, Kissimmee is truly a destination that caters to every couple’s idea of romance. Whether you’re gliding through tranquil waters on an eco-tour kayak adventure, indulging in a dinner for two at one of the local dining spots, enjoying the enchantment of a live show, or laughing together on thrilling theme park rides, every moment here can feel like a love story in the making. No matter how you choose to spend your time, Kissimmee offers countless ways to create unforgettable memories with the one you love.

To plan your perfect romantic escape, be sure to check out our Kissimmee Vacation Guide. It’s packed with tips, ideas, and inspiration to help you craft a getaway filled with adventure, romance, and relaxation.