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

Calypso

3.9
3.9
33 Reviews
$31 to $50
American

Make a reservation

2 people
SunMonTueWedThuFriSat
7:00 PM
Booked 15 times today
Experiences are available.
  • 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.

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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

  • Easter in Paradise

    Apr 20, 2025 only
    Easter at Calypso restaurant & bar! 🌴🐣 Join us this Easter Sunday, April 20th, for a vibrant Caribbean-inspired dining experience, set against the stunning lakeside views! We’ll be serving our full regular menu from 11:30am-9:00pm, so you can indulge in your favorite island flavors all day long. Bring your family and friends to celebrate with us, and enjoy a festive atmosphere with the best of Caribbean cuisine, fresh ingredients, and tropical vibes. Reserve your table now for an unforgettable Easter celebration! 🥂 We can't wait to share the joy of Easter with you at Calypso restaurant & bar. 🌊🍽️ Reservations are strongly recommended. Availability may be limited. Call 352-750-8265 for questions.

What 33 people are saying

Overall ratings and reviews

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

3.9
3.9 based on recent ratings
  • 3.9Food
  • 4.4Service
  • 4Ambience
  • 3.6Value

NoiseModerate

Review summary

AI-generated from verified diner reviews
Calypso offers a beautiful waterfront setting with "great views" and a "well-maintained" ambiance. Guests frequently praise the excellent service, particularly highlighting staff members like "Bianca" and "Jason." While the food often receives acclaim, some find menu items overpriced. The She Crab soup and seafood tacos stand out, complemented by a vibrant happy hour.
33 Reviews
  1. Irv

    Pittsburgh12 reviews

    5.0

    Dined 2 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Wonderful atmosphere, service and food. Will definitely be back.

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  2. Christine

    Greater Boston1 review

    4.0

    Dined 6 days ago

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 4
    Creative Caribbean dining with a scenic waterfront dining patio outside and a long inside bar opening up along the edge of Lake Sumter. We especially enjoyed the ahi tuna nachos and the mussels in a rich Caribbean sauce.
    CalypsoResponded 2 days ago
    Hi Christine, thank you for reviewing us! We're happy to know you enjoyed your experience with us and we hope to welcome you again!

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  3. Deb

    Minneapolis1 review

    5.0

    Dined on March 15, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    First time dining at Calypso and we were not disappointed. Beautiful patio overlooking Lake Sumter and the food and drinks were great.
    CalypsoResponded 2 days ago
    Hi Deb, 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!

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  4. OpenTable Diner

    Atlanta1 review

    5.0

    Dined on March 14, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great view and service. Happy hour was a bonus. She Crab soup was excellent. The seafood tacos were good just need tad bit more sauce
    CalypsoResponded 2 days ago
    Hi, 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!

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  5. Michael

    Chicago13 reviews

    3.0

    Dined on March 2, 2025

    1. Overall 3
    2. Food 3
    3. Service 4
    4. Ambience 2
    Service very good. Food was good. Nothing exceptional at all. Convenient more than anything else
    CalypsoResponded 2 days ago
    Hi Michael, thank you for reviewing us. We're happy to know you enjoyed your experience with us and we hope to welcome you again!

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  6. Judy

    Minneapolis5 reviews

    1.0

    Dined on March 1, 2025

    1. Overall 1
    2. Food 1
    3. Service 1
    4. Ambience 1
    Horribly expensive from the drinks to the food. Wrong dish delivered and not resolved. Short ribs dish inedible. Sent back to kitchen. Unbearably cold in dining room. We stopped earlier in day for cocktails. Ignored by both bartenders, took over 20 minutes to get a drink. Should have seen writing on the wall.
    CalypsoResponded on March 1, 2025
    Thank you for taking the time to share your feedback. We're genuinely sorry to hear that your experience didn't meet your expectations. We strive to offer both great food and service, so it’s disappointing to learn that there were issues with your order, the temperature, and your experience at the bar. We take your comments seriously and will review the concerns with our team to ensure that all are addressed. Our goal is to create a welcoming and comfortable environment, and we regret that we didn’t deliver that for you. We hope you'll consider giving us another chance to provide the quality service and experience that we aim for. Thank you again for your feedback.

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  7. Holly

    Orlando1 review

    5.0

    Dined on February 28, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Food was amazing! Sad outside, beautiful view of the lake and lighthouse. Waiter was super friendly and helpful.
    CalypsoResponded on March 1, 2025
    Thank you so much for your kind words! We're thrilled to hear you enjoyed the food and had a great time with the beautiful view of the lake and lighthouse. Our team will be happy to know that the service was friendly and helpful — we always strive to make every experience memorable. We hope to welcome you back soon for another amazing visit!

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  8. Toni VIP

    Orlando29 reviews

    4.0

    Dined on February 28, 2025

    1. Overall 4
    2. Food 5
    3. Service 5
    4. Ambience 4
    Had no problem making a same-day reservation. They were very busy at 6pm. Still, server Jay was terrific and timely. The food was good, the pork sliders and shrimp tacos were excellent! The bar drinks were good. All guests looked happy. The view is awesome!! Overall, I found it relatively pricey for the locals, but it's a hotel, sooooo... It will be interesting to see if the prices hold up during the off-season. Even so, I heartily recommend that you try Calypso. I know I'll be back.
    CalypsoResponded on March 1, 2025
    Thank you so much for your wonderful review! We're thrilled to hear that you had a great experience with us, from the easy reservation process to enjoying the food and drinks. Jay will be especially pleased to know you appreciated his service! We agree, the view is pretty special, and we're glad you enjoyed it.

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  9. Debbie

    Greater Boston2 reviews

    5.0

    Dined on February 28, 2025

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 5
    We had such a great time at Calypso! From the moment we walked in, the hostess made us feel right at home, and our waitress, Bianca, was absolutely fantastic. She wore a smile the entire night and made sure every little detail was just right. The food was delicious, the service was top-notch, and sitting outside by the water was the perfect touch. We’ll definitely be back—probably sooner than we should, but hey, good food calls!
    CalypsoResponded 2 days ago
    Hi Debbie, 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!

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  10. James

    Kansas City3 reviews

    5.0

    Dined on February 23, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    I had Grouper, Island style. It was delicious. My companion had a chicken dish that she also liked. We dined outside, great views and great weather. No music, so don't know how loud it will be on nights with music. Not inexpensive, but good food & service make it worthwhile.
    CalypsoResponded on February 25, 2025
    Thank you for your review! We're so glad you enjoyed the Grouper Island Style and that your companion liked her dish as well. Dining with a great view and perfect weather makes for a wonderful experience! We appreciate your feedback and hope to welcome you back soon—maybe on a night with music!

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FAQs

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

Calypso is rated 3.9 stars by 33 OpenTable diners.

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

Make a reservation


Booked 15 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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  • Terms of Use
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