Itinerary

A Local’s 3-Day Guide to a Romantic Getaway in Kissimmee

Join Orlando local Aliya Burshan as she shares her favorite ways for couples to relax, reconnect, and rediscover the magic of Kissimmee in just three unforgettable days.

Two people exploring Shingle Creek on yellow kayaks — Kayaking on Shingle Creek

Looking to plan a romantic escape that’s equal parts adventure and relaxation? Let Orlando local and lifestyle creator Aliya Burshan be your guide. With her insider’s perspective, she takes couples beyond the theme parks to uncover Kissimmee’s most charming date spots, scenic outdoor experiences, and luxurious stays. From kayaking through serene waterways to indulging in sunset dinners and resort-style pampering, this three-day itinerary is all about slowing down, savoring the moment, and falling in love with each other and with Kissimmee.

Exterior of white building with red awnings called Inn at Celebration. — Enjoy a stay at the Inn at Celebration.

Celebration Hotel

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Think of a picturesque and romantic boutique hotel, that’s the Inn at Celebration in the quaint town of Celebration. Aliya and her boyfriend spent their unique two-night romantic getaway at this cozy and luxurious hotel with their sweet pawed friend, Archie. Yes! The hotel is pet-friendly, so your dear fur baby can tag along with you during your splendid vacation.

Fogo de Chão

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Dining at Fogo de Chão is always a blast. Here you will feel like a VIP from the moment you walk in. The all-you-can-eat Brazilian steakhouse offers a delicious variety of lunch and dinner options, as well as traditional cocktails, top-grade seafood, and a grandiose salad bar. And of course, dessert at this churrascaria never disappoints.

Cirque du Soleil’s Drawn to Life

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Immerse yourself in the magic of Disney animation at Cirque du Soleil’s Drawn to Life show at Disney Springs. If you are a Disney fan and love all the classic films, you will feel like you are daydreaming. Cirque du Soleil’s will blow your mind with their incredible performances, innovative designs and acrobatics, and of course, adored Disney music.

Orlando Tree Trek Adventure Park

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Start your day with fresh action and adrenaline at Orlando Tree Trek Adventure Park. This obstacle course is packed with Tarzan swings, challenging bridges, zip lines, and climbs. This adventure park has trails for all levels, so no matter your expertise, you are your partner will have a fantastic time.

A plated salmon entrée topped with fresh greens, served over sliced potatoes, edamame, and a creamy sauce. — A little lakeside luxury on a plate. Every bite feels like a quiet toast to good taste.

The Lunch at Lakeside Bar + Grill

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Head back to your romantic hotel for a delicious and "Instagrammable” dining experience at at The Lakeside Bar + Grill in the Inn at Celebration. With luxurious lakeside dining and an indulgent menu, this restaurant is perfect for a delicious lunch at the comfort of the place you are staying at. So just a couple of steps from your room, you will have a delicious meal.

Formosa Gardens Meetings — Island Grove Wine Company at Formosa Gardens is the perfect place for brunch

Formosa Winery Tasting House

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Did you know there is a beautiful winery in Central Florida? Formosa Winery Tasting House is a unique and romantic winery perfect for any dining experience. With their brunch, lunch, happy hour, and dinner, you will be falling in love with this venue. And, of course, they have vast wine and microbrewing options.

Altitude Trampoline Park

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Bring your inner child out by jumping all around Altitude Trampoline Park. This 35,000-square-foot indoor trampoline and obstacle park will fill your Kissimmee getaway with exhilarating fun.

Boxi Park

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Head over to Lake Nona to experience Boxi Park, an outdoor food-truck-like dining venue. Located in the heart of Lake Nona Town Center, this is the perfect spot to enjoy Central Florida’s outdoor vibes along with delectable bites. On certain nights, they have delightful live entertainment and dynamic activities.