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    Clearwater Community Sailing Center

    4.2 (10 reviews)
    Closed 9:00 am - 5:00 pm

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    Hobie Wave on Compass Island.
    Jeff W.

    Great place to spend a few hours or a day. Membership is reasonably priced, but this is more of a beach place than a yacht club. Hobie's, dinghy's, kayaks, paddle boards...they have it all. Very helpful and friendly staff. Great facility. Perfect for families.

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    7 years ago

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    7 years ago

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    12 years ago

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    16 years ago

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    Review Highlights - Clearwater Community Sailing Center

    I had not sailed hobie cats, sunfishes, or vanguards before!

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    Kai Lani Catamaran

    Kai Lani Catamaran

    4.1
    (92 reviews)

    This was one of my wife's highlights from our Clearwater trip. The boat is very clean and…read morecomfortable. We did the sunset tour which was an excellent time. Be prepared that there's is a likelihood of getting wet if you are up front and even in some of the seated areas once you get out into the gulf. Bring a towel and don't wear anything your wouldn't want getting wet or that may be see through ;). The music is nice and adds a nice ambience. They serve drinks from tap beer, canned vodka seltzer to wine and sangria. I don't know the prices but it's vacation at Clearwater so.... The captain was cool, the first mate was a solid dude and the bartender is a spunky hottie that the single guys and gals will enjoy. She does a great job at keeping everyone taken care of having a great time. This is a great photo op and is a nice opportunity to chill and take in some of Clearwater's beauty. The boat does have a restroom but is a marine toilet so just prepare yourself, you'll have to go down and back up a latter to use it and for those unfamiliar with sailing it may be a bit daunting and "different". Overall we loved it and my wife wanted to immediately book the next night. Enjoy!!! Thanks to the captain and crew!

    For years I've been trying to use a gift card for this place that my friend gave me as a wedding…read moregift because I love sailing! After so long I was finally able to not only get them to agree to a time but also get on my husbands bust calendar. 15 minutes before our arrival time I took my nausea pill and paid for parking at the busy marina. Then I got the call- wanna reschedule? I had cash in my pocket ready to tip beyond the stupid cost of the gift card. I'll never waste my time again!

    Dunedin Sailing Charters

    Dunedin Sailing Charters

    5.0
    (3 reviews)

    My friends and I had a great experience with Dunedin Sailing Charters. There were six of us, and we…read morewere celebrating my birthday. Herman was a wonderful captain, and made navigating the water and under the bridges look easy. Herman was the captain and Sandy was helping him. First mate? Idk nautical terms. Sandy moved around the boat to provide us with complimentary refreshments (water and soft drinks) and food that we brought on ourselves. Everything was super easy from booking to meeting at the dock. Herman and Sandy were super chill. My friends and I lived our best lives just chatting and relaxing in the bean bag chairs at the front of the boat. While we were out, we also saw soo many dolphins! And after sunset, we were treated to fireworks in the distance (random luck, not part of the cruise lol). It was amazing. There's also a toilet on board if you need to relieve yourself. Otherwise, I brought a sandwich platter on board, but it was a bit rocky to pass them around to everyone. So next time, I think I'd make boxes of charcuterie to bring on board instead. Or just put sandwiches in bags. We had a great time, and wouldn't hesitate to go again!

    We were visiting the Dunedin area for Spring Break and wanted to pack a whole bunch of things in…read moreone day out on the water. We were recommended Captain Herman by another company. We really lucked out. This day was one of the highlights of our trip and Captain Herman and Captain Marc took such good care of us all and made sure everything was taken care of. I would highly recommend Dunedin Sailing Charters for any and all of your sailing/chartering needs. We had a blast and the day was very special. Bean bags on the bow for lounging, sandwiches, chips, and delicious sangria, great stories and conversation about the area and sailing stories all made for an amazing day. We would do it all again in a heartbeat.

    Calypso Queen Tropical Cruise

    Calypso Queen Tropical Cruise

    3.7
    (184 reviews)
    $$$

    We love a short cruise. It was our first time in Clearwater and I booked a 2 hour cruise on the…read moreCalypso Queen. We did not do the buffet but got drinks on the boot. The captain and Carlos, the maitre de was on the spot. We got a history lesson about clearwater. We passed Tom Cruise house and Clearwater aquarium. The cruise was just long enough and not too short to care. Wifey got sick and the captain had some dromamine to but her at ease. Thanks, captain. A beautiful day for a 2 hour tour. Well, Gillian's island was a 3 hour tour, if you know the old television series. It was a very sunny day and we enjoyed everything! We went on the lunch cruise and we do it again.nothing beats a hot day than a cool air conditioner cruise with the best seats in town

    It was a nice way to see the Clearwater Beach area and have lunch. The buffet was decent, but a…read morelittle small. The fish was tasty, but the rice and beans kind of bland. The ziti was good and the fresh fruits. My husband liked the beef. The mixed rum punch wasn't so good, but at least there was wine which was tasty. The desserts weren't included, but there was cheesecake, chocolate cake and key lime pie for sale. It was air conditioned inside which was nice, but a little hard to hear the captain telling about the sights. The service was okay, but a little pushy for tips and coffee wasn't offered with dessert, but it was there so we got it ourselves. All in all I think it was worth it for an afternoon in Clearwater.

    Clearwater Community Sailing Center - summer_camps - Updated August 2026

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