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Dining on the patio at Calypso - Calypso, The Villages, FL

Calypso

3.8
3.8
17 Reviews
$31 to $50
American

Make a reservation

2 people
7:00 p.m.
Booked 9 times today
Experiences are available.
  • Great for scenic views
  • Great for outdoor dining
  • Good for special occasions
Welcome to Calypso, a bold Caribbean-inspired dining haven that brings the vibrant, sun-soaked flavors of the islands to the lakeside shores of Lake Sumter. With a warm, inviting atmosphere, we offer guests an immersive island escape through a playful mix of tropical décor, radiant evening beats, and breezy dining delights. The indoor-outdoor bar lets you sip on taste-forward, rum-infused cocktails as you feel the lakeside breeze & gaze across the water. Our lively menu takes you on an adventurous, bold taste journey, with zesty island bites and flavorful dishes that celebrate Caribbean flair & global influences. Expect exotic ingredients, sunkissed atmosphere, and an enlivening dining experience crafted to satisfy all the senses. At Calypso, every bite, sip, & beat is a celebration of Caribbean-inspired, lakeside bliss.

Order delivery or takeout

Additional information

  • Dining style
    Casual Dining
  • Price
    $31 to $50
  • Cuisines
    American
  • Hours of Operation
    Mon–Thu, Sun 11:30 am–9:00 pm Fri, Sat 11:30 am–10:00 pm
  • Phone number
    (352) 750-8265
  • Payment Options
    AMEX, Discover, Mastercard, Visa
  • Dress code
    Casual Dress
  • Neighbourhood
    The Villages
  • Parking details
    Public Lot
  • Additional
    Bar/Lounge, Beer, Cocktails, Entertainment, Full Bar, Happy Hour, Indoor Fireplace, Non-Smoking, Patio/Outdoor Dining, Takeout, View, Wheelchair Access, Wine

Experiences

  • Valentine's Day 3-Course Dinner

    US$70.00 per person

    Feb 14, 2025 - Feb 15, 2025
    This Valentine's Day, escape to a tropical paradise with our Caribbean-inspired 3-course dining experience. Let the flavors of the islands set the stage for a romantic evening as we present a curated menu featuring rich, aromatic dishes like a succulent pan seared Oscar Seabass. Each dish is crafted with passion & care, offering a perfect blend of spices & fresh ingredients. Enjoy the soothing rhythms of live music while sipping on handcrafted cocktails designed to transport you to sun-kissed shores. Whether you’re celebrating a special someone or simply savoring a beautiful evening, our welcoming atmosphere & exceptional service promise to make this Valentine’s Day unforgettable.

What 17 people are saying

Overall ratings and reviews

Reviews can only be made by diners who have eaten at this restaurant

3.8
3.8 based on recent ratings
  • 3.6Food
  • 4.6Service
  • 4Ambience
  • 3.4Value

NoiseEnergetic

Review summary

AI-generated from verified diner reviews
Calypso offers a "beautiful remodeled space" with a delightful waterfront view. Guests rave about the "great food" and "excellent service" provided by staff like Tammy and Alexa. While some find the menu limited and the atmosphere noisy, the "hot honey chicken sandwich" and generous drinks receive high praise.
17 Reviews
  1. Lynne

    New York City

    2 reviews

    4.0

    2 reviews

    Dined 2 days ago

    1. Overall 4
    2. Food 3
    3. Service 5
    4. Ambience 5
    Only had the lowest priced tacos & sandwiches and not that great. However the crispy shrimp appetizer was excellent
    CalypsoResponded 1 day ago
    Hi Lynne, thank you for reviewing us! We're happy to know you had a great experience with us, despite some of our dishes not being to your liking. We appreciate your feedback and we hope to welcome you again soon!

    Is this helpful?

  2. Carolyn

    Orlando

    1 review

    5.0

    1 review

    Dined 2 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The food and service was great! I especially enjoyed the view sitting outside! The restaurant is beautiful and well maintained! Overall a great experience! Definitely recommend! Something new to The Villages!
    CalypsoResponded 1 day ago
    Hi Carolyn, thank you for reviewing us! We're happy to know you had a great experience with us and we hope to welcome you again soon!

    Is this helpful?

  3. laura

    New York City

    1 review

    4.0

    1 review

    Dined on February 2, 2025

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 5
    Tuna nachos and the shrimp tacos were great. Waterfront views added to the dining experience
    CalypsoResponded on February 3, 2025
    Hi Laura, thank you for reviewing us! We're happy to know you had a great experience with us and we hope to welcome you again soon!

    Is this helpful?

  4. Alan

    Orlando

    1 review

    3.0

    1 review

    Dined on February 2, 2025

    1. Overall 3
    2. Food 2
    3. Service 4
    4. Ambience 3
    Poor representation of Caribbean food We overpriced for what you’re getting. I They need to investigate what Caribbean cuisine is , And then revamp the menu ,
    CalypsoResponded on February 3, 2025
    Hi Alan, thank you for reviewing us and providing your feedback. We sincerely apologize for the poor experience you've had with us, we strive to give our guests the best dining experience possible and we truly regret that we failed to do so for you. We hope you'll give us another chance in the future so we can share a better experience with you!

    Is this helpful?

  5. Michael

    Detroit

    6 reviews

    3.0

    6 reviews

    Dined on January 31, 2025

    1. Overall 3
    2. Food 3
    3. Service 2
    4. Ambience 4
    My wife liked the Fish Tacos. My friend and I had the Crab, Shrimp & Pineapple Fired Rice. We did not care for that dish. It lacked taste. Also it certainly wasn't worth the $36 that it cost for each.
    CalypsoResponded on February 2, 2025
    Hi Michael, thank you for reviewing us and providing your feedback. We apologize that one of our dishes were not to complete expectations. We appreciate your feedback here and hope you give us another chance in the future to provide you and your wife a better experience.

    Is this helpful?

  6. Sue

    Minneapolis

    4 reviews

    5.0

    4 reviews

    Dined on January 30, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Lovely setting on the water. Very nice staff Some different items on the menu which was nice
    CalypsoResponded on January 31, 2025
    Hi Sue, thank you for reviewing us! We're happy to know you had a great experience with us and we hope to welcome you again soon!

    Is this helpful?

  7. Shellee

    Orlando

    5 reviews

    2.0

    5 reviews

    Dined on January 22, 2025

    1. Overall 2
    2. Food 2
    3. Service 4
    4. Ambience 2
    We hoped for more. Felt too much like a typical hotel restaurant. Updated decor was not as themed as we had imagined it would be and the food menu was actually quite dull. The server was nice, but the overall atmosphere was congested and loud with a difficult noise level to have any sort of conversation
    CalypsoResponded on January 24, 2025
    We sincerely regret that your experience was less than perfect. We care deeply about our guests and want to provide the most comfortable dining experience possible. We appreciate your feedback here and hope you give us another chance in the future, so we can share a 5-star dining experience with you.

    1 person found this helpful

  8. Duane

    VIP

    Orlando

    16 reviews

    3.0

    16 reviews

    Dined on January 20, 2025

    1. Overall 3
    2. Food 3
    3. Service 4
    4. Ambience 3
    First time eating at this new restaurant. Nothing reminds you being in the Caribbean. Food just ok. My soup came out Luke warm, very small portion of grouper ceviche, shrimp tacos had little flavor. Prices high for portion size of soup and ceviche. I hope over time this restaurant makes it, but much work to do.
    CalypsoResponded on January 24, 2025
    We sincerely regret that your experience was less than perfect. We care deeply about our guests and want to provide the most comfortable experience possible. We appreciate your honest feedback and hope you give us another chance so we can share a more positive dining experience with you!

    1 person found this helpful

  9. steve

    Orlando

    1 review

    5.0

    1 review

    Dined on January 18, 2025

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 5
    Calypso is a beautiful remodeled space in the Waterfront Inn. We had an enjoyable dinner with excellent service from Tammy. Drinks were generous and reasonably priced. A couple of comments, however. The new space is loud and makes conversations a little difficult. The food was very good, but the Jerk Chicken was served as a half bone-in chicken. This creates some serious work for the diner. We will definitely return.
    CalypsoResponded on January 20, 2025
    Hi Steve, thank you for reviewing us and providing your feedback! We're happy to know you had a great experience with us and we hope to welcome you again soon!

    1 person found this helpful

  10. Jim

    VIP

    Indiana

    1 review

    5.0

    1 review

    Dined on January 17, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great views, food and service. Music was too loud and annoying
    CalypsoResponded on January 20, 2025
    Hi Jim, thank you for reviewing us and providing your feedback! We're happy to know you had a great experience with us and we hope to welcome you again soon!

    1 person found this helpful

FAQs

Calypso offers takeout which you can order by calling the restaurant at (352) 750-8265.

Calypso is rated 3.8 stars by 17 OpenTable diners.

Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable.

Make a reservation

2 people
7:00 p.m.
Booked 9 times today
Experiences are available.

Order delivery or takeout

Google Map for Calypso

1105 Lake Shore Dr, The Villages, FL 32162-1698

Additional information

  • Neighbourhood
    The Villages
  • Hours of Operation
    Mon–Thu, Sun 11:30 am–9:00 pm Fri, Sat 11:30 am–10:00 pm
  • Price
    $31 to $50
  • Cuisines
    American
  • Dining style
    Casual Dining
  • Dress code
    Casual Dress
  • Parking details
    Public Lot
  • Payment Options
    AMEX, Discover, Mastercard, Visa
  • Additional
    Bar/Lounge, Beer, Cocktails, Entertainment, Full Bar, Happy Hour, Indoor Fireplace, Non-Smoking, Patio/Outdoor Dining, Takeout, View, Wheelchair Access, Wine
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  • Terms of Use
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  • Cookie Preferences
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