5-Day Baby-Friendly Kissimmee Vacation: The Ultimate Family Getaway

Start your Kissimmee stay in style by checking into the luxurious Omni Orlando Resort. With a wave pool, an 850-foot lazy river, waterslides, basketball and tennis courts, and more, Omni Orlando Resort is a destination in itself for families with older kids who are bound for adventure. For families with babies and toddlers like the Looneys — the zero-entry family pool and private poolside cabanas are game changers.

See Central Florida like never before — from 400-feet in the air! A ride on The Orlando Eye at ICON Park is an essential start to a Kissimmee vacation. With spanning views of Central Florida’s bright city lights and lush natural beauty, a 20-minute trip on The Orlando Eye is an excellent introduction to the area.

After working up an appetite catching breathtaking views, visit Vines Grille & Wine Bar, a locally owned and operated restaurant that focuses on fresh, quality ingredients and creative wine pairings. Serving dishes using wild-caught seafood, local product, and heritage meats, Vines Grille and Wine Bar is an unforgettable dining experience.

A perfect Kissimmee vacation is equal parts thrill and chill, and on day two, it’s all about the chill. Spend the morning in a private poolside cabana at Omni Orlando Resort, splashing in the pool and enjoying some good old-fashioned relaxation. Lay back in a chaise lounge and totally unwind. This is what vacation is all about!

A stroll through Bok Tower Gardens is a dreamy way to follow up a private family day by the pool. Ripe with natural beauty, this National Historic Landmark is a light-hearted, serene family-friendly experience. Discover rare flora and grab lunch at the Blue Palmetto Café. 

Wrap up your day at Celebration Town Center, enjoying a meal at one of the area’s delicious dinner options. From casual Mexican options like Avocado Mexican Grill to traditional sit-down dining like Celebration Town Tavern, it’s a versatile place to enjoy a meal after a day of exploration.

The look on a child’s face the first time they lay eyes on new animals and experience new adventures — it’s one of life’s magic moments! Home to over 200 native exotic animals and their famous everglades airboat tours, Wild Florida is an essential experience for an adventure-seeking family. From bird watching and meeting sloths to cruising the drive-through Safari Park, there’s no shortage of jaw-dropping wonder here.

Discover the picturesque, pastel-painted town of Celebration in a leisurely fashion: by bike! Spend the afternoon cruising around Celebration and taking in the area’s top treats. Explore the year-round Christmas shop, dog bakery, and pedal around the lake for picture-perfect views. Celebration Bike Rental bike rentals for everyone in your family no matter the age! That means there’s an option for everyone who wants to experience the magic of Celebration.

Dinner at City Works at Disney Springs is a laid-back way to end a day of discovery. An eatery and pour house-style restaurant serving up traditional American cuisine with a twist, City Works takes care of you with their warm hospitality while you recount your day. 

No Kissimmee vacation is complete without a visit to Universal Studios Orlando. Hop on the resort shuttle and prepare yourself for a day of adventure alongside all your favorite characters. And while you’re here, be sure to sample some Butterbeer at The Wizarding World of Harry Potter™.

The rhythm is gonna get you at Estefan Kitchen! This classic Cuban-inspired restaurant guarantees an evening of vibrant music, dancing, and delicious eats at Promenade at Sunset Walk. Experience the bold flavor and flair of Estefan Kitchen before retreating back to the resort and relaxing on your last night of vacation.

Wake up and cap off a memorable trip in Kissimmee with breakfast at Maple Street Biscuit Company. They’re all about fast and casual service with a Southern-inspired comfort food menu here. Indulge in biscuits, gravy, grits, waffles, and freshly squeezed orange juice before heading home to reminisce about your trip (and start planning your next.)