Calypso at The Waterfront Inn

Calypso at The Waterfront Inn Lakeside restaurant & bar with Caribbean flair at The Waterfront Inn in The Villages

A classic, elevated. 🍔Our Wagyu Burger takes flavor to the next level from your average burger, with a juicy Wagyu beef ...
07/13/2026

A classic, elevated. 🍔

Our Wagyu Burger takes flavor to the next level from your average burger, with a juicy Wagyu beef patty, aged white cheddar, bacon aioli, and onion marmalade on a toasted bun.

Taste the difference for yourself!

Seaside tacos on the lakeside? Yes, please. 🐚🌮Indulge in tacos with your choice of char-grilled shrimp or blackened grou...
07/10/2026

Seaside tacos on the lakeside? Yes, please. 🐚🌮

Indulge in tacos with your choice of char-grilled shrimp or blackened grouper, topped with mango slaw, avocado, and lime sriracha aioli, all wrapped in warm tortillas.

Come visit Calypso and try them for yourself!

Island flavor, free-spirited. 🍹🌴Our new Mocktails taste just as good as they look and leave you feeling refreshed after ...
07/06/2026

Island flavor, free-spirited. 🍹🌴

Our new Mocktails taste just as good as they look and leave you feeling refreshed after every sip.

Featured drinks:
🥭 Mango Coast Cooler
🍋 Island Iced Tea
🌿 Key Lime Nojito

Which one are you trying first?

Celebrate the fourth Island style! 💫🌴🇺🇸If you’re in Lake Sumter Landing for the 4th of July festivities, we’re just arou...
07/02/2026

Celebrate the fourth Island style! 💫🌴🇺🇸

If you’re in Lake Sumter Landing for the 4th of July festivities, we’re just around the corner with festive bites, and tropical vibes so that you don’t miss a beat. 🇺🇸🎆

This holiday weekend, enjoy:
🇺🇸 $2.50 196 Seltzers
🍺 $3 Yuengling cans featuring the limited-edition 250th Anniversary design
🚀 $7 Rocket Pop Frozen Drinks
🧀 $18 Pulled Pork Nachos loaded with Monterey Jack cheese, avocado crema, pickled jalapeños, green onions, and more.

Whether you’re grabbing a drink, sharing an appetizer, or settling in for dinner, we’ve got your Fourth of July plans covered! 🌴

06/26/2026
Dinner plans? We have a suggestion...🌴Grilled skirt steak topped with chimichurri, served with rice and pigeon peas and ...
06/22/2026

Dinner plans? We have a suggestion...🌴

Grilled skirt steak topped with chimichurri, served with rice and pigeon peas and sweet plantains. A Caribbean-inspired combination that delivers island vibes in every bite, here at Calypso! 🌺

06/11/2026

Whether you’re stopping by after exploring Lake Sumter Landing, meeting friends for dinner, or looking for a waterfront escape, Calypso has a seat waiting for you. 🌴

Enjoy Caribbean-inspired cuisine, beautiful views of Lake Sumter, handcrafted cocktails, and live steel drum music Thursday through Saturday from 6 PM to 9 PM. 🌊🥁🍹

Come and give us a visit!

Live steel drum music, Caribbean flavors, and the perfect night out. 🌺Join us Thursday through Saturday from 6 PM to 9 P...
06/05/2026

Live steel drum music, Caribbean flavors, and the perfect night out. 🌺

Join us Thursday through Saturday from 6 PM to 9 PM for island rhythms, waterfront views, and Caribbean vibes you won't be able to sit still for. 🎶 🌴

Happy Hour just got a refresh. 🍹🌴Starting June 5, join us daily from 2 PM to 5 PM and enjoy:✨ $3 off all bar beverages✨ ...
06/04/2026

Happy Hour just got a refresh. 🍹🌴

Starting June 5, join us daily from 2 PM to 5 PM and enjoy:
✨ $3 off all bar beverages
✨ Buy one appetizer, get the second half off

Whether you're craving tropical cocktails, shareable bites, or a waterfront escape, there's never been a better time to gather with friends at Calypso.

Stick around for live entertainment Thursday through Saturday from 6 PM to 9 PM and keep the island vibes going. 🌺

See you at Happy Hour!

Start with something to share 🌴🍤From crispy bites to bold Caribbean flavors, appetizers at Calypso are made for the tabl...
05/25/2026

Start with something to share 🌴🍤
From crispy bites to bold Caribbean flavors, appetizers at Calypso are made for the table. Pair them with a tropical drink and ease into the perfect lakeside experience. 🍹

Address

1105 Lake Shore Drive
The Villages, FL
32162

Opening Hours

Monday 11:30am - 9pm
Tuesday 11:30am - 9pm
Wednesday 11:30am - 9pm
Thursday 11:30am - 9pm
Friday 11:30am - 10pm
Saturday 11:30am - 10pm
Sunday 11:30am - 9pm

Telephone

+13527508265

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