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Caribbean Watersports

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Open today: 9:00 AM - 6:30 PM
Review Highlights
Fabulous Sunset Cruise

My family wanted to do a sailing boat ride but all wanted to snorkel and paddle board. We got to... read more

Reviewed yesterday
Marissa D
via mobile
Captain Dan did it again

Yesterday we went on a trip with Captain Dan. It was one of our best experiences ever. We had very... read more

Reviewed 2 weeks ago
via mobile
Read all 444 reviews
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  • Excellent91%
  • Very good5%
  • Average1%
  • Poor1%
  • Terrible2%
Travelers talk about
“enviro tour”(42 reviews)
“captain dan”(69 reviews)
“jet ski”(30 reviews)
The CARIBBEAN WATERSPORTS family would like to extend our warmest welcome! ...Whether you are staying in the Keys, or just driving through, we want our guests to experience our unique Islands, our exceptional climate, and just truly learn how to...more
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Hours Today: 9:00 AM - 6:30 PM
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Suggested duration: More than 3 hours
97000 Overseas Hwy, Hilton Key Largo Resort, Key Largo, FL 33037-2210
+1 305-619-7844
Reviews (444)
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All reviewsenviro tourcaptain danjet skihilton hotelflorida bayparasailing tripmangrove islandssunset cruiseeverglades parkhis knowledgetwo hourspaddle boardingprivate tourfishhour tourhighlight of our tripthe florida keys
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1 - 10 of 436 reviews
Reviewed yesterday via mobile

My family wanted to do a sailing boat ride but all wanted to snorkel and paddle board. We got to do it all on the Sunset Cruise plus drinks some champagne! Captain Lolly and Captain Ginny were awesome and so great with everyone on board....More

Thank Marissa D
Reviewed 2 weeks ago via mobile

Yesterday we went on a trip with Captain Dan. It was one of our best experiences ever. We had very much fun snorkling and Dan surpised us by finding dolphins two times. He even convinced the beautiful animals to play in the sternwave of the...More

Thank 24rients
Reviewed 3 weeks ago via mobile

The team at Caribbean water sports at the plya largo resort really went above and beyond to make my first parasailing experience amazing! Jenna, who talked me into taking the leap, was knowledgeable and just a delightful human being. Jordan, who strapped me into the...More

Thank susannahoneil
Reviewed 4 weeks ago

My family (Kids ages 5-8 years old and parents) had the best afternoon exploring both the bay and coral reef with the incredible Captain Lolly. The Caribbean Watersports land crew at the Playa Largo resort were also First Class with their professional, welcoming and super...More

Thank snax555
Reviewed 4 weeks ago via mobile

Our private sunset cruise on the Carolina Moon with Captain Lolly was amazing. The winds took us around the gorgeous Florida Bay at record-setting 18+ knots speeds! A once in a lifetime experience with magnificent pictures to remember our trip. Thank you Captain Lolly and...More

1  Thank Faireborn
Concierge C, Manager at Caribbean Watersports, responded to this reviewResponded 4 weeks ago

Sailing has been a mainstay of our business for more than 35 years! We’ been a former Hobie Cat Dealer with the passion to teach and sail all kinds of Cats up to our 24 passenger 37’ x 22’ Carolina Moon. Glad Captain Lolly and...More

Reviewed 12 July 2018

3 families, 6 adults, 6 kids under 7 yrs of age on the catamaran. Capt Ginny was great, we had our own private snorkeling expedition. The kids had a blast. The private eco tour was phenomenal as well. Capt Ginny has a wealth of knowledge...More

Thank golan325
Concierge C, Manager at Caribbean Watersports, responded to this reviewResponded 4 weeks ago

Thank you for your kind recommendations! The combo 24 passenger Carolina Moon Sailing Catamaran and 6 passenger Enviro Tour RIB makes for a great family outing on the calm Florida Bay’s shallow wilderness. Visitors to Key Largo have to see the hidden side on this...More

Reviewed 6 July 2018 via mobile

Amazing sunset cruise with Capt. Lolly on the Carolina Moon. She even provided the dolphins right at sunset. Great personable staff and smooth sailing in the Florida Bay. Highly recommend the trip. Clean boat and knowledgeable about the area and the islands.

3  Thank Sharon C
Reviewed 24 June 2018

We went as a group of 4 to parasail today. 2 of the group were a bit hesitant, but agreed to go. The boat crew, Mat and Jordan were so helpful and happy to help us out. We all enjoyed our trip very much. It...More

Thank Lisa S
Reviewed 24 June 2018 via mobile

Captain Dan was exceptional as was the entire staff. Fantastic resort with great beach access and wonderful restaurant. I highly recommend paying for a private trip. Well worth it!!! The snorkeling trip was so exciting for the kids and the sunset was breathtaking.

Thank TKCoker
Reviewed 14 May 2018 via mobile

Captain Dan took us on an enviro tour in Key Largo. We learned amazing environmental and historical facts about the area, saw many birds, iguanas, fish and dolphins and thoroughly enjoyed the experience. Don’t miss this during your stay in Key Largo. Request Captain Dan!...More

Thank Jeanne B
Cws_Gurl1, Manager at Caribbean Watersports, responded to this reviewResponded 31 May 2018

Dear Mr & Mrs Ryan, Wow! Thank you so much for sharing such wonderful memories with us!! We are SO happy to hear that the Enviro-Tour with Captain “Dan Dan the Dolphin Man” 😄 was everything you all expected, if not more! We love to...More

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Questions & Answers
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Viviana A
9 March 2018|
AnswerShow all 4 answers
Response from KeysDazza | Property representative |
Both of our two locations have a shallow sandy swimming beach. We even have a unique 7’ Island Float with an anchor for kids and adults to enjoy the water.
Sally L
26 June 2017|
Response from Concierge C | Property representative |
Our Paddleboards are the Yolo Yak, a board with four points underneath for maximum stability. We also have the ASAP boards at our other location 1/2 mile north on the bay and the new Hobie Eclipse. Places start at $40 for... More
2 May 2015|
AnswerShow all 2 answers
Response from Concierge C | Property representative |
Thank you for asking. We need to be able to respond to an emergency as soon as we see anyone in difficulty. Our ride area is almost a mile square and in sight of our beach hut. We only run 5 skis so it's not too crowded and... More