Calypso

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1105 Lakeshore Dr
The Villages, FL 32162

Welcome to Calypso, an enticing Caribbean-inspired dining destination nestled on the lakeside shores of Lake Sumter in The Villages, FL. The restaurant boasts a vibrant and immersive island ambiance, complete with tropical décor, lively evening music, and a menu brimming with sun-soaked flavors.

Guests can enjoy a unique indoor-outdoor bar experience where they can indulge in rum-infused cocktails while soaking in the picturesque views of the water. Calypso offers a culinary journey filled with bold and zesty Caribbean dishes that showcase exotic ingredients and global influences, creating a dining experience that is as invigorating as it is satisfying.

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Reviews

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3.59 reviews
Photo of Pamela J.
Pamela J.
7/7/2025

Beautiful restaurant on the water at Lake Sumter. Bar is great both inside and out for afternoon drinks. Menu is not appealing at all. Guys, please change it up. Each time we go drink, we...

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Geri F.
5/17/2025

Happy Hour here is Popping! Great place for friends, music, drinks, fun. The food is on the more expensive side. Service is done with a smile.

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Stacie M.
6/7/2025

This is the recently redone restaurant inside the Waterfront Inn at Lake Sumter Landing in The Villages. It was very clearly a hotel restaurant. The bar staff were great, the drinks and food were...

Photo of Karen B.
Karen B.
1/23/2025

The hostess seated us in their last table. This is an extremely small venue. There is outside seating, but it was too cold tonight Our server was great. She apologized for the loud party (a...

Monica D.
10/30/2025

Fun atmosphere great service good food. Very affordable my husband and I will return I had the wagyu cheeseburger it was kinda large and quite delicious came with fries. TINA was our server....

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