Coastal Italian Vibes & Culinary Delights: Simply Capri Opens in Flamingo Crossings

By Roger Jimenez

The hottest Italian restaurant in Winter Garden has finally opened in Flamingo Crossings and is creating quite the buzz! 

Simply Capri, located at 114 Ruby Red Place, is a high-end authentic Italian restaurant that manages to bring the scents and sounds of the beloved country to the city of Orlando. Join us as we delve into our firsthand experience and unveil the charm of this remarkable addition to the city's dining scene!

front of simply capri restaurant with images of outdoor seating

The Vibes 

The first thing guests will notice (or hear) are the Italian accents carried by virtually everyone on staff, even the bartenders! The attention to detail is amazing, starting from the large potted greenery and hanging flip flops as you walk in.

large potted plants with mirror wall and hanging flip flops

Visitors can expect to be seated under high ceilings, elegant modern lighting, and the soft coastal vibes of the European beachside waves.

inside of restaurant with hanging lights and white open ceiling

The location has two bars, the Negroni Bar and their outdoor Spritz Bar, along with sunny outside seating that’s beautifully decorated to teleport you to the enchanting streets of Italy (seen above). 

bar with yellow circular lights and racks of alcohol bottles

The Menu

The offerings are smaller portioned and higher priced, but the authenticity can be savored in every bite! The entrees are labeled with their Italian names and you won't find the usual meals that you get at your local Olive Garden, that’s for sure!

The menu includes appetizers, salads, soups, pastas, seafood, steaks and authentic pizza straight from their giant brick oven.

white paper menu

For beverages, guests can expect popular draft beers, wines by the glass, and Italian cocktails and mocktails, a little something for all ages to enjoy.

white menu with beverage selections

To start, we had to have the Caesar salad ($14) and their Polpette Capresi ($14), which are cheese-covered meatballs seasoned with delicious herbs. The experience of cutting up your own salad along with soft bread in lieu of croutons was a surprisingly delicious treat!

two images with caesar salad and meatballs in red sauce

For our entree, we had their Cacavella Caprese ($27), a scrumptious Italian ravioli cuisine that was absolutely incredible!

ravioli with red sauce and sprinkles cheese on a white plate


Discover Simply Capri, Winter Garden's renowned Italian restaurant, now at Flamingo Crossings offering an authentic taste of Italy in Orlando. Experience the enchanting ambiance with Italian accents, elegant lighting, and coastal vibes. Indulge in salads, pastas, seafood, steaks, and brick oven pizzas while sipping on draft beers, wines, and Italian cocktails. Simply Capri brings authentic flavors to Orlando's dining scene—a delightful addition to the city's culinary tapestry!

Flamingo Crossings

Flamingo Crossings is a hotspot destination that offers a unique blend of entertainment, dining, and accommodations. Owned and located by Walt Disney World, this burgeoning area provides visitors with a unique selection of shops and restaurants, like Simply Capri! Whether you're looking for family-friendly activities, a delicious meal, or a comfortable place to stay, Flamingo Crossings is quickly becoming a one-stop shop for the locals on the west side of Orlando.


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