Enable JavaScript to run this app.
Skip to main content
OpenTable logo
Dining on the patio at Calypso - Calypso, The Villages, FL

Calypso

4.2 (49)
$31 to $50
American
1105 Lake Shore Dr, The Villages, FL 32162-1698

Make a reservation

2 people
7:00 PM
Booked 5 times today

About this restaurant

  • Great for outdoor dining
  • Great for scenic views
  • Charming
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.

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
  • Payment options
    AMEX, Discover, Mastercard, Visa
  • Dress code
    Casual Dress
  • Neighborhood
    The Villages
  • Parking details
    Public Lot
  • Additional
    Bar/Lounge, Beer, Cocktails, Entertainment, Full Bar, Happy Hour, Indoor Fireplace, Non-Smoking, Patio/Outdoor Dining, Private Room, Takeout, View, Wheelchair Access, Wine

What 49 people are saying

Calypso reviews from people who’ve dined at this restaurant. Based on recent rating.

Overall ratings and reviews

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

4.2
4.2 based on recent ratings
  • 4.2Food
  • 4.4Service
  • 4.3Ambience
  • 3.9Value

NoiseModerate

Review summary

AI-generated from verified diner reviews
Calypso offers a "fantastic view" of Lake Sumter, paired with "delicious food" and "attentive service." Highlights include the pulled pork sliders, shrimp tacos, and the she crab soup. Guests enjoy the "beautiful ambiance" with live music, though prices are on the higher side. "Great for special occasions."
49 Reviews
  1. Matt

    Orlando / Central Florida East1 review

    5.0

    Dined on May 12, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    I had the best corona and best pulled pork slider with an amazing view of the lake.
    CalypsoResponded 3 days ago
    Hi Matt, thank you for reviewing us! We're happy to know you had a great dining experience with us and we hope to welcome you again soon!

    Is this helpful?

  2. Melissa

    Orlando / Central Florida East1 review

    5.0

    Dined on May 11, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 2
    Food was wonderful ! We called out the chef to complement him.
    CalypsoResponded 3 days ago
    Hi Melissa, thank you for reviewing us! We're happy to know you had a great dining experience with us and we hope to welcome you again soon!

    Is this helpful?

  3. Migdaly

    Central Kentucky1 review

    2.0

    Dined on May 4, 2025

    1. Overall 2
    2. Food 2
    3. Service 2
    4. Ambience 5
    The restaurant is costly, and even though there weren't many customers, the food took a long time to arrive. The taste of the food did not justify the high cost. The salmon I ordered was overcooked, and the flavor of the rice was unappealing. The only positives were the view and the atmosphere. I don't recommend this place; there are many better restaurants in the area if you want to enjoy a good meal and don’t spend so much.
    CalypsoResponded on May 5, 2025
    Thank you for taking the time to review us and give feedback on your experience. We sincerely regret that your meal was disappointing, we strive to give our guests the best dining experience possible, and we truly apologize that we fell short this time. We hope you'll give us another chance in the future so we can share a more flavorful, 5-star dining experience with you!

    Is this helpful?

  4. Paul

    Orlando / Central Florida East1 review

    5.0

    Dined on April 20, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    April was our server and she was astute, attentive, cordial and on the ball. The ambiance with the steel drum person was excellent; not too loud but certainly loud enough for us to appreciate the good music. Great idea. The view from the patio dining was everything we were expecting and more.
    CalypsoResponded on April 21, 2025
    Hi Paul, thank you for reviewing us! We're happy to know that you've had a great experience and look forward to seeing you again soon!

    Is this helpful?

  5. Larry

    Central Kentucky1 review

    4.0

    Dined on April 20, 2025

    1. Overall 4
    2. Food 5
    3. Service 5
    4. Ambience 4
    Outside is beautiful but make sure when you make a reservation you ask for a little shade or you could end up in full sun at 82 degrees. After about 15-2o minutes we were uncomfortable. Made eating not very enjoyable. We ate quickly to finish and get out of the sun.
    CalypsoResponded on April 21, 2025
    Hi Larry, thank you for reviewing us! We're happy to know you enjoyed your meal, despite being in the hot sun! We sincerely apologize you did not have any shade, we hope to welcome you again soon and this time provide you with a more comfortable dining experience!

    Is this helpful?

  6. Cathy

    Greater Boston7 reviews

    5.0

    Dined on April 19, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The food was delicious. All 4 of us enjoyed our meals. Pricing is good. Drinks were great. Our waitperson was very attentive.
    CalypsoResponded on April 21, 2025
    Hi Cathy, thank you for reviewing us! We're happy to know that you've had a great experience and look forward to seeing you again soon!

    Is this helpful?

  7. Elizabeth

    Orlando / Central Florida East3 reviews

    5.0

    Dined on April 12, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Didn’t like the grouper it was baked. Should have chosen the sandwich

    Is this helpful?

  8. Gina

    Chicago1 review

    5.0

    Dined on April 8, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    An all around perfect night. Beautiful sunset and food and service was outstanding!
    CalypsoResponded on April 21, 2025
    Hi Gina, thank you for reviewing us! We're happy to know that you've had a great experience and look forward to seeing you again soon!

    Is this helpful?

  9. Jessica VIP

    Washington DC11 reviews

    5.0

    Dined on April 4, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great views, live music, and the food was good! We definitely enjoyed it and will be back.
    CalypsoResponded on April 21, 2025
    Hi Jessica, thank you for reviewing us! We're happy to know that you've had a great experience and look forward to seeing you again soon!

    Is this helpful?

  10. nancy

    Naples1 review

    5.0

    Dined on April 4, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We sat outside. Everything from the rum bucket , grouper, shrimp cocktail to after dinner coffee and entertainment was very enjoyable. Calypso is on our favorite places to go list.
    CalypsoResponded on April 21, 2025
    Hi Nancy, thank you for reviewing us! We're happy to know that you've had a great experience and look forward to seeing you again soon!

    Is this helpful?

FAQs

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

Calypso is rated 4.2 stars by 49 OpenTable diners.

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

  1. Home
  2. United States
  3. Orlando / Central Florida East
  4. Orlando
  5. The Villages

Make a reservation

2 people
7:00 PM
Booked 5 times today
Google Map for Calypso

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

Additional information

  • Neighborhood
    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, Private Room, Takeout, View, Wheelchair Access, Wine
  • Privacy Policy
  • Terms of Use
  • Cookies and Interest-Based Ads
  • Cookie Preferences
Copyright © 2025 OpenTable, Inc. 1 Montgomery St Ste 500, San Francisco CA 94104 - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking Logo
Priceline Logo
KAYAK Logo
Agoda Logo
OpenTable Logo