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Caribbean Watersports

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Closed Now: 9:00 AM - 5:00 PM
Open today: 9:00 AM - 5:00 PM

Caribbean Watersports
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Certificate of Excellence
Traveler Overview
  • Excellent92%
  • Very good5%
  • Average1%
  • Poor1%
  • Terrible1%
Travelers talk about
“enviro tour”(47 reviews)
“captain dan”(78 reviews)
“carolina moon”(13 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
Closed Now
Hours Today: 9:00 AM - 5:00 PM
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Suggested duration: More than 3 hours
97000 Overseas Hwy, Playa Largo Resort & Spa, Autograph Collection by Marriott Worldwide, Key Largo, FL 33037-2210
+1 305-619-7844
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Reviews (467)
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All reviews enviro tour captain dan carolina moon sunset cruise jet ski florida bay parasailing trip afraid of heights paddle boarding mangrove trees highlight of our trip fish saw dolphins amazing experience making sure these guys the florida keys
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1 - 10 of 459 reviews
Reviewed 3 weeks ago via mobile

Captain Darrell and Jordan were fantastic hosts for my son’s parasailing adventure - both helpful and entertaining we had a fantastic time.

Date of experience: November 2018
Thank michaelswyatt
Reviewed November 10, 2018 via mobile

Staying at the Playa Largo resort, we took advantage of the sunset cruise on a catamaran sail boat. Nice boat, good condition. The cruise supplies water,a cooler, and champagne for sunset. The cruise time on the water varies from 2 hours to 3 hours max....More

Date of experience: November 2018
1  Thank billbF4426JU
Cws_Gurl1, Manager at Caribbean Watersports, responded to this reviewResponded 4 weeks ago

Dear Bill B, Thank you so much for your wonderful review! We are so happy that you all had fun time experiencing our little slice of Paradise with us :) We will be sure to let Captain Lolly and Ginny know about your great experience!...More

Reviewed November 9, 2018 via mobile

Awesome time!! Next time we come back the sunset tour is a must! Champaign at sunset to toast, snorkeling, and the conpany was amazing! Capt Lolly was great. We will recommend it to everyone!

Date of experience: November 2018
1  Thank Passport22588550542
Reviewed November 8, 2018 via mobile

We came to Largo for a last minute day trip and found these guys. They where very friendly and able to accommodate us. We were two of eight people. Everyone got along instantly which made for a fun and comfortable experience. The highlight of the...More

Date of experience: November 2018
1  Thank Sherpa21485277900
Reviewed November 1, 2018 via mobile

Capt. Lolly and Capt. Ginny were awesome. We had a wonderful, memorable time. We plan on doing this again when we come back next year.

Date of experience: October 2018
Thank Lisa S
Reviewed October 30, 2018 via mobile

My husband I took an extended weekend trip to Key Largo on the occasion of our anniversary in early October. ‪On Saturday afternoon, we decided we wanted to do a sunset cruise.‬ I phoned Caribbean Watersports. They are located on the same property as the...More

Date of experience: October 2018
2  Thank Shelly L
Reviewed October 28, 2018

We were able to schedule a last minute Enviro-Tour with our almost 3-year-old. All of us had a great time. The adults learned a lot and the little one love the boat experience as well as looking at the animals. Captain Dan is a gem....More

Date of experience: October 2018
Thank katemiele
Reviewed October 26, 2018 via mobile

My boyfriend and I decided last minute to take a Sunset Cruise and it was an amazing decision! Captain Lolly and Ginny were wonderful, they made us feel very welcomed and took amazing photos! Both ladies know so much about the Keys and sailing. The...More

Date of experience: October 2018
2  Thank Maps427168
Reviewed October 25, 2018 via mobile

Amazing morning out with the family on the Keys. Shortly after setting off we encountered spotted Eagle Rays and Ospreys on route to the reef where we had a wonderful snorkel amongst the various fishes. Heading home, stopped for a pair of Dolphins but nothing...More

Date of experience: October 2018
Thank David T
Reviewed October 20, 2018 via mobile

Enjoyed our trip with Lolly and Ginny. Thanks for a nice trip. We left about 430 pm and sailed out to the mangroves and swam and then sailed back into the sunset got in at 7 pm

Date of experience: October 2018
1  Thank kfrizzell
Concierge C, Public Relations Manager at Caribbean Watersports, responded to this reviewResponded October 25, 2018

Every sunset 🌅 is unique. We thank you for your referrals and hope to have you join us again soon. Try our Private Caribbean Cruiser to snorkel the Pennekamp coral reefs then a Champagne Toast at Sunset bayside on the way in next time!

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Questions & Answers
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Bebe L
November 4, 2018|
Response from Cws_Gurl1 | Property representative |
Thank you for your inquiry! We have many different types of snorkeling trips, public and private Oceanside reef trips, as well as public or private bayside island snorkels! We also have mask and snorkel gear to rent right... More
Ondine C
September 17, 2018|
Response from ConciergeKL | Property representative |
We have a max of 6 passengers on our 30’ Parasail vessel and many times we fly tandems (2 flyers at same time) over an average of 1 hour. Most of our actual flight times are 10-12 mins air time. Repeats are only $30 if you... More
Viviana A
March 8, 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.