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Calypso Restaurant & Bar

48 dishes with prices · Lake Sumter Landing

Address
1105 Lake Shore Dr, The Villages, FL 32162
Area
Lake Sumter Landing
Getting there
Golf cart

📞 (352) 750-8265

Hours

Sunday11:30–21:00
Monday11:30–21:00
Tuesday11:30–21:00
Wednesday11:30–21:00
Thursday11:30–21:00
Friday11:30–22:00
Saturday11:30–22:00

Happy hour daily 2pm-5pm.

These are the hours this restaurant posts. CHEWZI repeats them without adjustment and does not check them in real time — ring ahead if it matters.

Menu

Sharables

$38.00Signature Calypso Platter

A vibrant sampler of sticky chicken, coconut shrimp, shrimp cocktail, pork sliders, crispy queso frito, and refreshing cucumber salad

$24.00Coconut Curried Mussels

A full pound of mussels simmered in a mild red curry with fresh basil and ginger. Served with grilled bread for dipping

$16.00Conch Fritters

Golden-fried conch fritters, packed with island spices, served with a zesty dipping sauce

$14.00Sticky Chicken

Crispy chicken tossed in a sriracha honey glaze with toasted sesame seeds and spicy cashews

$9.00Queso Frito

Crispy fried cheese, served with a sweet tangy guava dipping sauce

Marked on their menu: Marked by restaurant

$16.00Crispy Coconut Shrimp

Crunchy coconut-battered shrimp, paired with a cinnamon honey mustard dip

$34.00Crab Cakes

Two jumbo lump crab cakes, pan-seared and served with remoulade and island slaw

$20.00Polynesian Lettuce Wraps

Crisp lettuce cups filled with teriyaki chicken, pineapple salsa, and crunchy noodles

$18.00Pulled Pork Sliders

Tender braised pork, jerk bbq sauce, Hawaiian rolls, mango slaw

Raw Bar & Maki

$18.00Tuna Poke Nachos

Fresh ahi tuna, avocado, spicy aioli, and sesame, layered over crispy wonton

Half Doz $12.00 / Doz $23.00Shrimp Cocktail

Chilled shrimp with lemon and spicy cocktail sauce

Marked on their menu: Marked by restaurant

$18.00Shrimp Ceviche

Citrus-marinated shrimp with avocado, tequila, vibrant salsa, served with wonton chips

Mains

$36.00Braised Beef Shortrib

Tender short rib over creamy pimento cheese grits, with tomato jam and crispy shoestring potatoes

$25.00Oxtail

Slow-stewed oxtail in rich island gravy, served with jasmine rice

Marked on their menu: Marked by restaurant

$34.00Teriyaki Salmon

Grilled salmon glazed with sweet teriyaki, served with island rice and broccoli

Marked on their menu: Marked by restaurant

$32.00Island Chicken

Roasted half chicken, jerk bbq sauce, baked macaroni casserole, green beans, and haystack onions

$18.00Caribbean Vegetable Curry

A hearty stew of seasonal vegetables in aromatic mild curry sauce over jasmine rice

Marked on their menu: Marked by restaurant

$32.00Crab & Shrimp Pineapple Fried Rice

A tropical take on fried rice with shrimp, crab, pineapple, egg, and scallions

Marked on their menu: Marked by restaurant

$36.00Gulf Grouper

Fresh grouper with sweet potato-crab hash, grilled vegetables, and tropical fruit salsa, finished with coconut curry

$39.00Caribbean Fried Snapper

Whole snapper, deep-fried until crispy, served with rice & pigeon peas, tostones, and Latin aioli

$30.00Skirt Steak

Grilled and sliced, topped with chimichurri, served with rice & pigeon peas and sweet plantains

Island Sides

$5.00Steamed Broccoli

Marked on their menu: Marked by restaurant

$5.00Green Beans

Marked on their menu: Marked by restaurant

$5.00Mashed Potato

Marked on their menu: Marked by restaurant

$5.00Jasmine Rice

Marked on their menu: Marked by restaurant

$5.00French Fries
$6.00Macaroni Casserole
$6.00Island Rice

Marked on their menu: Marked by restaurant

$5.00Rice & Pigeon Peas

Marked on their menu: Marked by restaurant

$5.00Sweet Plantains
$5.00Tostones

Soup or Salad

$14.00She Crab Soup

Creamy seafood bisque enriched with cognac, loaded with lump crab, fresh herbs, and tobiko

$12.00Island Chowder

A creamy Caribbean-style chowder with shellfish and vegetables, served with Old Bay oyster crackers and a splash of house hot sauce

Half $7.00 / Full $12.00Caesar

Marked on their menu: Marked by restaurant

Half $8.00 / Full $14.00Wedge

Iceberg lettuce with bacon lardons, tomatoes, blue cheese crumbles, and wasabi ranch

Marked on their menu: Marked by restaurant

$16.00Calypso Chicken Salad

Seared chicken over cabbage with sesame, crispy wontons, cashews, and creamy mango dressing

Handhelds

Shrimp $19.00 / Grouper $25.00Seaside Tacos

Char-grilled shrimp or blackened grouper, mango slaw, avocado, and lime sriracha aioli in warm tortillas

$16.00Hot Honey Chicken Sandwich

Buttermilk fried chicken, jack cheese, hot honey drizzle, bread, butter pickles

$19.00Wagyu Burger

Juicy Wagyu beef with aged white cheddar, bacon aioli, and onion marmalade on a toasted bun

$25.00Grouper Sandwich

Blackened grouper, avocado, lettuce, tomato, onion, and mojo sauce

$21.00Curry Chicken Roti

Caribbean-style chicken curry with coconut milk, potatoes, peas & carrots, served with a soft roti bread and ginger yogurt dip

$26.00Crab Cake Sandwich

Pan-seared crab cake on a brioche bun with LTO and remoulade sauce

Desserts

$10.00Tahitian Vanilla Creme Brulee

Rich vanilla-orange custard with a crisp caramelized sugar top and fresh berries

Marked on their menu: Marked by restaurant

$10.00Pineapple Upside-Down Cake

Warm sour cream cake with caramelized pineapple, maraschino cherry, rum glaze, and vanilla ice cream

$10.00Chocolate Thunder Cake

Decadent chocolate cake with fudge center, topped with chocolate chunks and whipped cream

$10.00Triple Chocolate Mousse

Layers of white, dark, and milk chocolate mousse over chocolate sponge

$10.00Pina Colada Cheesecake

Creamy cheesecake infused with coconut and pineapple, finished with whipped cream

$6.00Ice Cream

Marked on their menu: Marked by restaurant

Dietary wording is repeated from this restaurant’s own menu. CHEWZI does not verify it. If a diet matters medically, ask the restaurant directly.

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What CHEWZI is

CHEWZI comes from a family that has spent four generations in hospitality — upscale hotel management and an executive role at Holiday Inn, thirty-five years in hotel operations and corporate Food & Beverage with Sheraton, and fifteen years as an executive chef. The fourth generation brought the technology.

There are plenty of ways to find a restaurant. Finding what you actually want to eat is harder than it should be. So CHEWZI publishes the full menu, with prices, and lets you search by the dish.

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Listed free. CHEWZI takes no commission and nobody pays to be listed or to rank higher. Everything on this page is what Calypso Restaurant & Bar publishes about itself; where they publish nothing, this page says so. Read 18 Sep 2026. A restaurant can correct anything here with one email to post@chewzi.net.