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    Calypso Queen Tropical Cruise

    3.7 (184 reviews)
    Closed 10:00 am - 9:30 pm

    Calypso Queen Tropical Cruise Photos

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    CALYPSO QUEEN TROPICAL CRUISE ATMOSPHERE

    What's the vibe?
    Touristy
    Classy
    Casual
    Moderate noise

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    Lauren L.

    We booked the Calypso Breeze out of Madeira beach. It was SO perfect. The check in/boarding process was smooth, the staff on board were really kind. The BUFFET was really yummy! I enjoyed the BBQ pulled pork, cole slaw and the beef terriyaki. The upstairs was a perfect deck to watch the sights and enjoy the cruise. The music played through out the 3 story cruise was perfect, a friendly DJ took song requests, they had a great dance floor on each floor. The best part- the ticket prices included unlimited complimentary alcoholic and non alcoholic drinks! This is extremely worth the ticket price and I would come back. I already recommended the cruise to a few others!

    Cheese cake
    Lora L.

    Such a Must try if you are in the Madeira beach area. Purchase of tickets was a breeze. Food was good and the sightseeing was amazing. The staff were friendly and great. They had live music as you walked on board and during the cruise they played music throughout. Would definitely recommend it.

    Table sign
    James C.

    Well this was a first for the wife and I, as we spent our 9th anniversary and 4th of July on the Calypso Queen. Overall it was fun and something different. Service was very kind and kept our rum punch cups filled up. Captain called out everyone on the ship that was celebrating a Birthday or anniversary and some fun live music to lighten to mood. The food was a little bit of a let down, mainly the chicken and beef. The Chicken was extremely fatty. My wife absolutely hates fat on chicken but I normally don't mind a little, but this was just pure fat and greasy. The beef was very tough and was very over cooked. Really the only thing that was good was the shrimp and sides. After Dinner we went up on the top deck to mingle and watch the sun go down. It was nice and calming. When it got dark the fireworks started coming from all directions. I hope the get better quality food next time. But I do want to try the sister ships sometime.

    Rivka P.

    The bathrooms are clean and spacious enough to change baby diapers. This is my 2nd time on this cruise. $45 for 2 hours on the ocean, a lunch buffet, and all the beer you can drink! I did not eat $45 worth of food, but I drank 5 beers. Recently, they added a list of which foods are vegetarian, glucose-free, and dairy-free. This is great because I can eat more items now. (see photo) The best thing about the Calypso Queen is meeting foreigners and making connections with them. Yes, there is free booze and a yummy buffet; but the crowd is the most fun. I have been on several cruises since I am a townee, but this is my favorite. - Course 1 is Dramamine. - Course 2 is beer. - Course 3 is fish. - Courses 4 & 5 are most beer. - Course 6 is chocolate mousse cake. I whole-heartedly recommend this cruise!

    the skyline of miami at sunset
    Aubrey F.

    If you're looking for a fun tropical casual dinner cruise, this is the one. A DJ is on the cruise to provide music. They music was a bit corny. They played the The Loveboat theme song and the Gilligan's Island theme song. They offer a buffet style dining experience. They had mango glazed chicken, beef teriyaki, salads, sides, and chilled steamed shrimp. They offered free beer, wine, soft drinks, and rum punch. We cruised around the intercostal but never went into the Gulf sadly. It was fun but probably wouldn't go again.

    Rooftop Boat
    Carlie R.

    It's such a fun idea to take visitors or try for yourself when in the area--a cruise with the most bang for your buck! They offer an all-you-can-eat and all-you-can-drink deal, with a decent selection of food and drinks to enjoy. With a DJ on board, you can dance the night away against the backdrop of a beautiful sunset. It's a perfect way to make unforgettable memories on the water! Everyone on board the boat is so incredibly nice making this the best experience!

    Eating while docked
    Chrissy D.

    A Clearwater classic! I joined my sis and BIL to celebrate his birthday for a dinner and boat ride. They had a Groupon deal while I used the website to purchase my ticket. Shortly after going on the boat you find your party name on the table and enjoy a glass of wine, rum punch, or beer. I tried a sip of the rum punch and it was too sweet for my liking. While docked is the time to enjoy the buffet. There's rolls/butter, salad, rice and beans, assortment of protein. Something in the dish made my stomach feel off the next day but couldn't tell what. The open bar is dangerously delightful so tread with care lol the white wine of choice they had was Chardonnay which was pretty tasty. The Calypso Queen makes her way around the harbor area to admire the skyline and stars while jamming to some music. Overall had a quirky, splendid time on this Calypso cruise.

    Our table card
    Kate C.

    This was super fun and different! We loved that it was a few hours long and all-you-can-eat. They were pretty organized and we loved the views (saw lots of dolphins and fireworks for 4th of July). The drinks were okay, they were better towards the end of the night (harder pours). My only qualm was the chicken & beef (according to Hubby) was super fatty and practically not edible... The shrimp and sides were really good though. Just whoever cooked the chicken did not do a good job. Overall though, everything was pretty good minus the meat. People were super friendly, dancing and having a lot of fun!

    Getting the dance on!
    Lynn P.

    The best part...the scenery of course. The food wasn't anything great but the free beverages helped make up for it. The staff very friendly that includes the DJ. Very glad we went.

    A C.

    I didn't expect much but I was so surprised. The Buffett had shrimp, chicken rice, salad and pepper steak. The waitresses were always attendant. If you wanted dessert on other bar drinks that was available too. The music was for all ages. We danced on both floors. The tour was smooth and was well worth the small costs. I would definitely recommend this to anyone. Do get there early there's always a lot of traffic.

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    1 year ago

    There's no AC and the boat wasn't in great condition. The food was good, but the rum punch was subpar

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    3 years ago

    So much fun! Worth it! Great service as food, we danced and enjoyed this very much. Can't wait to do it again.

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    2 years ago

    Bad food. Rum punch is disgusting. Good views and music. Service was good. Would not recommend.

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    Review Highlights - Calypso Queen Tropical Cruise

    We were welcomed with beverages as soon as we boarded, and the complimentary drinks included beer, wine, and rum punch.

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    Sandbar - Salad

    Sandbar

    4.3(313 reviews)
    0.5 miClearwater Beach
    $$

    I'm so happy this outdoor restaurant is located at the hotel we are staying at as it came highly…read morerecommended and I can see why! While at the beach we started to get hungry so me and my princess decided to grab an early dinner after a day of long travel and the hotel receptionist said " go eat outside at the sandbar!" Brianna was our server and was amazing ! She made my little one a Shirley temple which she loved and kept the cold beers coming for me . We ordered shrimp cocktail for appetizers and wings then I decided on the grouper sandwich with a side salad and fries and mini cheeseburger sliders and fries for my little one. We enjoyed our view of the ocean and stayed after we ate and got to see dolphins swimming near by. We will definitely be having lunch here a few more times before we leave. Fish is fresh caught and so good I'm already thinking about dinner lol ! 10/10!

    Great place! Been here twice now and it does not disappoint. Great views, good food and a lively…read moreatmosphere. Came here with my fam in late June 2026. We had drinks to start; my 20 year old and 16 year old had soda. Wife had a Coroner and I have the spicy jalepeno margarita. All was great! We did not get apps, but there are lots of choices. For mains I had the Birria tacos with onion rings. One daughter had the same. Great taste, but if I had to do it over I would get a side of salad or coleslaw as it was a lot of fried on my plate. That said, finished it all! My other daughter had the chicken Cesar salad and loved it. Chicken was very tasty. My wife had the grouper basket. She thought it was tasty and hit the spot. Service was not bad but not great. Just not friendly. Overall a great stop. Be prepared you are outside and if the weather turns you are on the hook. Also, no reservations so first come first serve! Go. Here.

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    Sandbar
    Sandbar
    Sandbar - Hawaiian and lemonade

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    Hawaiian and lemonade

    Rusty's Bistro - Scallops with a jicama slaw, barley , and a carrot purée.

    Rusty's Bistro

    3.9(97 reviews)
    1.5 mi
    $$

    We've been coming to Rusty's Bistro at the Sheraton resort for every holiday, and Thanksgiving here…read morehas become an absolute must for our family. Their Thanksgiving buffet is truly exceptional -- beautifully prepared dishes, delicious flavors, and so many options that everyone walks away happy (and very full!). It's the perfect place if you want a relaxing holiday without the stress of planning, cooking, or cleaning. You just show up, enjoy, and feel taken care of. The atmosphere is cozy and welcoming -- it honestly feels like visiting your relatives for Thanksgiving, but with way better food. The staff is a huge part of what makes this place so special. Our server, Alejandro, was amazing as always -- attentive, kind, and genuinely warm. And Alexandra (I believe she's a manager) is absolutely wonderful. She makes you feel welcomed the moment you walk in, incredibly accommodating, and truly goes above and beyond to make the experience perfect. Rusty's Bistro is one of those rare places where the food, the vibe, and the people all come together. If you're looking for a stress-free, delicious, and memorable Thanksgiving, this buffet is the place to be. Highly recommend!

    I usually avoid dining at hotels because the food tends to be a little generic, but we decided to…read moreeat dinner at Rusty's Bistro since it was convenient and allowed us to spend more time at the beach instead of driving or taking a trolley. The menu sounded good, but I kept my expectations low because of the negative reviews. To my pleasant surprise, I was blown away by how good the food was!!! This might be some of the best seafood I have ever ordered on the beach! Rusty's Bistro, located at the Sheraton Sand Key Resort, is one of more upscale restaurants of the three choices at the resort. The menu includes many local seafood choices as well as several dishes with an Italian flair. The kid's menu offers everything from steak Kabobs and fish and chips to children favorites such as chicken tenders, hot dogs, burgers and pasta. Everything we ordered was excellent, even the children meals were or high quality! My husband and I shared an appetizer of PEI mussels that were accompanied by the tastiest broth and charred bread. For my entree I selected the scallops and my husband ordered the catch of the day. The side dishes change seasonally so you can always expect the freshest vegetables to be served with your entree. The service was just as excellent as our meal. We adored our server and the manager made time to stop by our table to chat with us. When we mentioned the food was so good, but we wish we weren't seated next to the kitchen with the loud construction they offered to immediately move our table and offered complimentary dessert. I will go out of my way to eat here again because this was such a great meal and the service went above and beyond!!!

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    Rusty's Bistro - Rusty's

    Rusty's

    Rusty's Bistro - The first night's NY strip, what's left of the capes salad and the bread. DON'T miss the bread!!!

    The first night's NY strip, what's left of the capes salad and the bread. DON'T miss the bread!!!

    Rusty's Bistro - Kids coloring place mats.

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    Kids coloring place mats.

    Clear Sky Cafe - Coast watch omelette

    Clear Sky Cafe

    4.4(2.7k reviews)
    0.4 miClearwater Beach
    $$

    Clear Sky Cafe is a must-visit when you're at Clearwater Beach! The location is perfect, and…read moreeverything from the food to the service was outstanding. The seafood was fresh and delicious, the drinks were excellent, and the Triple Chocolate Cake was incredibly rich. A special shoutout to our server, Tyler, who was friendly, attentive, and made the experience even better. Colleen, the manager, was also incredibly welcoming and made us feel right at home. If you're looking for great food, amazing service, and a fantastic atmosphere near Clearwater Beach, I highly recommend Clear Sky Cafe. We'll definitely be back!

    I don't recall which day of the week we went here maybe a Saturday morning? Anyway there was full…read morehouse but we got a table within minutes! The menu is huge so our server had to come back several times while we decided. LOL! We finally decide on the French toast breakfast with roasted potatoes and a few over medium eggs. The French toast was delightful and came with a cinnamon sugar butter ( no syrup necessary) my eggs were over cooked which is why this is a four start review and not five. The potatoes were roasted to perfection and salted, so good! The chorizo breakfast crepes were also delicious! The crepes were light, and flavorful the eggs, chorizo, cheese and side of sauces were perfect and was just filling enough not to be heavy. My dates lobster Brie Bennie was delicious as well, their only complaint was the water crest they added as a garnish atop the sandwich which she easily picked off. The ambiance was a bit busy for my taste even if it was a Saturday morning but other than that, five stars. Because it's right near the beach, get there early unless you don't mind waiting.

    Photos
    Clear Sky Cafe
    Clear Sky Cafe
    Clear Sky Cafe - Saratoga Sparkling Water

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    Saratoga Sparkling Water

    Calypso Queen Tropical Cruise - tours - Updated August 2026

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