In Orlando, every night is a great night for a romantic date night.  

If you’re really looking for romance, don’t choose just any restaurant. Instead, treat your special someone to dinner at one of Orlando’s best.  

Here’s our roundup of the most romantic restaurants in Orlando.  

Jack’s Place

Nothing says romance quite like an elegant steakhouse.  

Located in one of our sister properties, Rosen Plaza, Jack’s Place Restaurant & Lounge is the perfect place for a romantic meal.  

Amber lighting and intimate seating create an atmosphere of sophistication ideal for date night.

The menu features classic steakhouse items like a robust wedge salad and tender filet mignon, as well as other signature dishes including a succulent Tomahawk pork chop and fresh seafood.  

The restaurant is adorned with dozens of vintage caricatures of celebrities and world leaders drawn by the father of Harris Rosen, founder of Rosen Hotels & Resorts.  

Dine with us on Fridays and Saturdays to have your own caricatures drawn by our in-house artist for a romantic souvenir of your evening together.  

Hillstone

Hillstone in Winter Park is a restaurant that truly prioritizes an intimate dining experience.  

Set on Lake Killarney, you can dine indoors in their chic dining room or enjoy watching the sun set on the lake with a drink sitting on an outdoor Adirondack chair.  

Hillstone is known for specialties like their grilled heirloom artichokes (available seasonally) and burgers made from steak ground in-house every morning.  

The sophisticated setting is romantic without feeling stuffy. With beautiful views, warm architecture, and friendly service, Hillstone is a reliably romantic date night spot.  

Ava MediterrAgean

On the idyllic Park Avenue of Winter Park, Ava MediterrAgean is a chic, modern restaurant offering a multi-sensory dining experience.  

Inspired by the Mediterranean and Cycladic Islands, their menu infuses colorful ingredients, traditional techniques, and the philosophies of healthy and balanced eating.  

Dine on fresh seafood like red snapper and branzino, indulge in rich steaks and rack of lamb, and take everything to the next level with specialty caviar and truffles.  

Their signature seasonal cocktails range from opulent to refreshing, pairing perfectly with your meal.  

Inside, their restaurant is adorned with rustic furniture, simplistic greenery, and flowering pink bougainvillea that will transport you to a Mediterranean island getaway.  

The Boathouse

Disney Springs is a wonderful destination for a romantic evening.  

In addition to sitting down for a delicious dinner, you can spend some time walking hand in hand and admiring the shops, sights, and entertainment Disney Springs has to offer.  

The Boathouse offers a waterfront experience overlooking Lake Buena Vista with upscale coastal vibes and a menu to match.  

Their menu features fresh seafood like oysters on the half shell and yellowfin tuna poke, as well as indulgences like Maine lobster tail Oscar.  

Choose from a variety of Gibsons Heritage Steaks, cooked to absolute perfection.  

Juicy burgers, grilled mahi sandwiches, and jumbo lump crab cakes are also ideal for enjoying dinner with a beautiful waterfront view.  

Check out their collection of fully restored boats from the 30s, 40s, and 50s, or take a tour on Lake Buena Vista in a vintage amphicar for a special way to end the evening.  

Better Than Sex

Skip savory and go straight to dessert at Better Than Sex.  

This dessert-for-dinner restaurant has the perfect atmosphere for an intimate, romantic date night or a fun night out with friends.  

Their menu is full of extravagant desserts with cheeky names that might make you blush.  

Try the Blueberry Birthday Suit, a griddled sandwich made with French toast and a creamy filling of white chocolate, fresh blueberries, and creamy brie cheese.  

Go even sweeter with the Peanut Butter Perversion, a silky-smooth peanut butter silk pie with a chocolate chip cookie crust and drizzled with port wine dessert sauce.  

Pair your dessert with a signature cocktail or a glass of wine with a sultry chocolate or caramel rim.  

Rome’s Flavours

Rome’s Flavours brings authentic Italian cooking and a romantic atmosphere to Central Florida.  

Owners Pino and Emilia came to the United States from Italy eight years ago and brought with them recipes and culinary traditions passed down through their families for generations.  

The menu at Rome’s Flavours showcases fresh pasta and doughs made fresh every day with organic flour, natural yeast, and San Benadetto water imported from Italy.  

Beautiful pasta dishes, flavorful pizzas, and delicious bruschettas bring the taste of Italy to Winter Park.  

Dine indoors for a cozy, romantic aesthetic, or enjoy your meal al fresco on the patio out front for a true bistro experience.  

Enjoy a Romantic Stay at a Rosen Inn Hotel  

When you stay at a Rosen Inn hotel, you’ll be central to all of Orlando’s most romantic restaurants.  

Cozy up with your special someone in our comfortable rooms or spend the day unwinding by one of our seasonally heated pools.  

We love our guests, and you’ll love our affordable prices and convenient amenities.  

Treat yourself to a romantic getaway in Orlando and make a Rosen Inn hotel your home away from home.