Calypso Bar & Grill

  4.8 – 259 reviews   • Bar & grill

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Popular, unassuming hangout for pub fare like pizza & wings, plus a full bar with beer on tap.

✔️Lunch ✔️Dinner ✔️Dine in ✔️Take out Calypso Bar & Grill 32821

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Reviews

Sveto Barac
⭐⭐⭐⭐⭐ Review: Calypso

Calypso in Orlando is a true hidden gem and an absolute delight. The restaurant offers a very positive overall experience, combining the comfort and generosity of classic American cuisine with subtle, authentic influences from Serbian and Balkan cooking—a combination you rarely find executed this well.

One of the highlights is how naturally the Balkan elements are woven into the menu. The “Balkan Breeze Salad”, essentially a beautifully prepared Šopska salata, is fresh, light, and perfectly balanced—simple ingredients, but full of flavor and authenticity. Even more impressive is the “Sarma – Serbian Classic”, traditional stuffed cabbage rolls made with sauerkraut. This dish tastes genuinely homemade and brings real Balkan soul to the table, without feeling out of place in a modern Orlando restaurant.

That said, the absolute must-order dish is the “Gourmansky” Burger. It stands out as one of the best burgers you can have in the area: juicy, rich, perfectly seasoned, and clearly inspired by Balkan grilling traditions while still fitting seamlessly into American burger culture. It’s indulgent, satisfying, and memorable.

The atmosphere is welcoming and relaxed, the service friendly and attentive, and the overall concept feels both thoughtful and unique. Calypso manages to feel familiar and exciting at the same time—comfort food with a cultural twist.

Highly recommended for anyone looking for something a little different in Orlando, especially if you appreciate great burgers and are curious about Balkan flavors done right.
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Erica Flores
I had a performance here at Calypso Bar and I had an amazing time. The food and drinks were truly astounding and the staff was very nice too. They have a nice selection of drinks. Everything was great.
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Clara Pacheco
Calypso Bar & Grill in Orlando was outstanding! The filet was cooked to absolute perfection — tender, flavorful, and perfectly seasoned. The service was top-notch from start to finish, and the drinks were phenomenal. I had the filet with a margarita, and both were spot on. The outdoor seating made the evening even better with its relaxing view of the water. Highly recommend for a great meal and atmosphere!
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Katarina Zajic
An incredible experience at Calypso Bar & Grill! The food completely blew us away – the scallops were fresh and perfectly prepared, but the real surprise was the sarma (stuffed cabbage rolls), which had that authentic, homemade taste you rarely find.
​However, what truly made our visit special was our host, Matija. His kindness and attention to detail are beyond praise. It’s rare to meet someone who puts so much heart into their work and makes every guest feel like the most important person in the room. The entire staff is great, but Matija definitely made the biggest impression. Highly recommended to everyone!
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MD
We had an incredible time at Calypso. The restaurant is cozy and inviting. The food is exceptional—high-quality and delicious. The prices are also reasonable. Matia and Tonny were incredibly friendly and attentive. We’ll definitely be back!
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Ryan Gaffin
A review said this place was a hidden gem, and they didn’t lie.

Everything I tasted was cooked to perfection. They seemed to he short staffed, but LC did as good as someone could possibly as possible. He accommodated our seating needs, gave us a complimentary desert for my wifes birthday, and was a great host.

The shrimp alone was great, but the shrimp scampi was amazing. You can taste the high-quality olive oil they used. The chicken and shrimp fettuccine were both amazing as well. They tasted even better once we took them home.

The mashed potatoes were good but a little grainy for my taste. The burger was arguably better than the fettuccine, and the steak fries were a perfect accent to the burger.

We sat outside the restaurant with a beautiful view of a pond surrounded by trees with the option to dine outside if we chose to. The inside was equally inviting and I even saw a classy private dining area for special events I assume.

The takeaways were my food came out late, due to short staffing, but As I mentioned earlier LC compensated us for the wait. He did bring out Chicken Fettuccine instead of shrimp but again he compensated me by giving me the chicken fettuccine free and still giving me the shrimp fettuccine I ordered. The look on his face said everything and I could tell he was being genuine and doing his best, something I truly appreciate.

Next time I am in Orlando I will for sure he back, I may go back again before I leave.
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Marta Zajic
Calypso Bar & Grill is truly a hidden gem! From the moment you walk in, you can feel the unique, laid-back atmosphere that sets it apart from other places. It has that perfect blend of island vibes and cozy charm that makes you want to stay for hours.
The food was absolutely incredible—fresh, flavorful, and beautifully presented. Every dish had its own unique twist, and you can tell the ingredients are high quality. The cocktails were just as impressive—creative, refreshing, and perfectly balanced.
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Stephanie Whisenhunt
100% recommend! My friend and I wanted a nice quiet meal and happened upon this. Do not hesitate, go! The pork shank and mashed potatoes were amazing, the drinks were on point and after dinner we sat outside around the fire pit. Great laughs. Excellent over the top service. When I come back to Orlando I WILL be coming back.
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Sonja Davidovic
If you’re in Orlando and looking for a place where the vibe is as good as the drinks, Calypso Bar & Grill is it. This spot somehow manages to feel like your favorite neighborhood hangout — even if you’re just visiting. It’s relaxed, welcoming, and just the right amount of lively without being chaotic.
First of all, special shout-out to Matija, the host extraordinaire. From the moment you walk in, he makes you feel like you’ve been coming there for years. Friendly, funny, and somehow everywhere at once — he sets the tone for the whole night. Honestly, every restaurant needs a Matija.

The food hits the spot in the best way — generous portions, comforting flavors, and the kind of menu where everyone at the table finds something they’re excited about. Pair that with a cold drink, and you’re already winning.

But what really makes this place stand out? The live entertainment. One night you’ve got a live band bringing the energy, and another night you’re laughing through a comedy show.

Between the warm service, the fun atmosphere, the music, the comedy, and Matija making sure everyone’s having a great time, Calypso isn’t just a place to eat — it’s a place to hang out, laugh, and actually enjoy your night.

10/10 would go back!
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Mig Sand
A hidden gem in a prime location! We stumbled on this place by accident but are planning to come back many times! Driving up to it, it we weren’t sure if it’s even open. But so glad we decided to give it a try! The service was superb! The manager himself spoiled us to a delicious wine in a beautiful new wine glasses. Then the food started coming – and all of it was delicious but the star of the show is the slow cooked pork shank presented as an ossobucco. It’s a fall off the bone, finger licking tasty! Definitely worth of a return visit to try other dishes and desserts that looked divine!
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