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

Calypso

4.1 (46)
$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
Experiences are available.

About this restaurant

  • Great for scenic views
  • Great for outdoor dining
  • Great for creative cocktails
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, Takeout, View, Wheelchair Access, Wine

Experiences

  • Do Mother's Day the Tropical Way

    May 11, 2025 only
    Celebrate Mother's Day at Calypso Restaurant and Bar, where Caribbean flair meets unforgettable dining. With both indoor and lakeside outdoor seating, enjoy the best of both worlds — relaxing vibes, stunning views, and a welcoming atmosphere. Our full regular menu is available all day, featuring vibrant, bold dishes inspired by the islands. Plus, indulge in our special surf & turf offering — a perfectly grilled filet mignon paired with a succulent crab cake topped with pina colada beurre blanc, served with tropical rice and chef's choice vegetable. Whether you're sipping a tropical cocktail at the indoor-outdoor bar or savoring your meal lakeside, Calypso promises a relaxing, memorable experience for the whole family. Perfect for making this Mother's Day extra special!
    Do Mother's Day the Tropical Way Photo

What 46 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

4.1
4.1 based on recent ratings
  • 4Food
  • 4.5Service
  • 4.3Ambience
  • 3.8Value

NoiseModerate

Review summary

AI-generated from verified diner reviews
Calypso offers a delightful dining experience with "amazing food" and "outstanding service." Guests rave about the "great views" from the patio and the "wonderful atmosphere." The seafood options, like shrimp tacos and "delicious" she crab soup, are highlights. With live music and a scenic setting, it promises a memorable visit.

46 Reviews
  1. Paul

    Orlando1 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?

  2. Larry

    Louisville1 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?

  3. 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?

  4. Elizabeth

    Orlando3 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?

  5. 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?

  6. 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?

  7. 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?

  8. Rose

    Milwaukee27 reviews

    4.0

    Dined on April 2, 2025

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 4
    We had a lovely experience, the tuna poke nachos were fantastic. Shrimp tacos were yummy and my friend told me that the coconut shrimp appetizer was very good. The french fries were a bit mushy unfortunately but Tam was a great waitress and took good care of us!
    CalypsoResponded on April 4, 2025
    Hi Rose, thank you for reviewing us! We're happy to know you had a great experience with us and hope to welcome you again soon!

    Is this helpful?

  9. Carol

    Orlando1 review

    3.0

    Dined on April 2, 2025

    1. Overall 3
    2. Food 3
    3. Service 5
    4. Ambience 5
    Great view and service was good. Price was very high for what you received. Should have listened to what others told me but wanted to give it a try.
    CalypsoResponded on April 4, 2025
    Hi Carol, thank you for taking the time to review us. We sincerely regret that your experience with us was less than perfect and did not meet value levels. We strive to give our guests the best dining experience possible, and we truly regret that we failed to do so for you this time around. We hope you'll give us another chance in the future so we can share a 5-star experience with you!

    Is this helpful?

  10. Gail

    Hawaii1 review

    4.0

    Dined on March 28, 2025

    1. Overall 4
    2. Food 4
    3. Service 3
    4. Ambience 5
    this was our first visit to Calypso and we really enjoyed the food. we shared the sticky chicken skewers, which were delicious but not very hot when they arrived. My husband had the shrimp tacos which were amazing!!! I had the shrimp cocktail and the shrimp were very good but the cocktail sauce definitely need some horseradish added to it. I also had the she crab soup which was unbelievably delicious l. we will definitely be going back!
    CalypsoResponded on March 31, 2025
    Hi Gail, thank you for reviewing usand providing your feedback! We're so happy to know that you've had a great experience with us and we can't wait to welcome you again!

    Is this helpful?

FAQs

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

Calypso is rated 4.1 stars by 46 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
Experiences are available.
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, Takeout, View, Wheelchair Access, Wine
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