Enable JavaScript to run this app.
Skip to main content
OpenTable logo
  1. Home
  2. United States
  3. Orlando / Central Florida East
  4. Orlando
  5. The Villages
Dining on the patio at Calypso - Calypso, The Villages, FL

Calypso

3.9
3.9
36 Reviews
$31 to $50
American

Make a booking

2 people
19:00
Booked 15 times today
Experiences are available.
  • Great for outdoor dining
  • Great for scenic views
  • 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.

Restaurants you may also like

View all

Additional information

  • Dining style
    Casual Dining
  • Price
    $31 to $50
  • Cuisines
    American
  • Hours of Operation
    Mon–Thu, Sun 11:30–21:00 Fri, Sat 11:30–22:00
  • Phone number
  • Payment Options
    AMEX, Discover, Mastercard, Visa
  • Dress code
    Casual Dress

Experiences

  • Easter in Paradise

    20 Apr 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 36 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
  • 4.1Ambience
  • 3.7Value

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.
36 Reviews
  1. Gail

    Hawaii1 review

    4.0

    Dined 1 day ago

    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!

    Is this helpful?

  2. Michael

    Orlando2 reviews

    4.0

    Dined 1 day ago

    1. Overall 4
    2. Food 5
    3. Service 5
    4. Ambience 5
    We had a wonderful time, --food, ambiance and all that was excellent !---, But you need a more extensive menu !!

    Is this helpful?

  3. Danielle VIP

    Jacksonville6 reviews

    4.0

    Dined 2 days ago

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 4
    This hotel restaurant has a lovely view and good food. Great service.

    Is this helpful?

  4. Irv

    Pittsburgh12 reviews

    5.0

    Dined 3 days ago

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

    Is this helpful?

  5. Christine

    Greater Boston1 review

    4.0

    Dined 7 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 3 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!

    Is this helpful?

  6. Deb

    Minneapolis1 review

    5.0

    Dined on 15 March 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 3 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!

    Is this helpful?

  7. OpenTable Diner

    Atlanta1 review

    5.0

    Dined on 14 March 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 3 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!

    Is this helpful?

  8. Michael

    Chicago13 reviews

    3.0

    Dined on 2 March 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 3 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!

    Is this helpful?

  9. Judy

    Minneapolis5 reviews

    1.0

    Dined on 1 March 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 1 March 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.

    Is this helpful?

  10. Holly

    Orlando1 review

    5.0

    Dined on 28 February 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 1 March 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!

    Is this helpful?

FAQs

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

Calypso is rated 3.9 stars by 36 OpenTable diners.

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

Make a booking

2 people
19:00
Booked 15 times today
Experiences are available.
Google Map for Calypso

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

Additional information

  • Area
    The Villages
  • Hours of Operation
    Mon–Thu, Sun 11:30–21:00 Fri, Sat 11:30–22:00
  • 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
    Indoor Fireplace
  • Privacy policy
  • Terms of Use
  • Impressum
  • Cookies and Interest-Based Ads
  • Cookie Preferences
Copyright © 2024 OpenTable International Ltd. Alphabeta Building, 14-18 Finsbury Square, London EC2A 1AH - 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