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Address: 97000 Overseas Hwy, Hilton Key Largo Resort, Mile Marker 97, Bayside, Key Largo, FL 33037-2210
Phone Number:
+1 305-852-4707
09:00 - 18:00
Closed now
See all hours
Sun - Sat 09:00 - 18:00
Recommended length of visit: More than 3 hours

The CARIBBEAN WATERSPORTS Family would like to extend our warmest welcome...

The CARIBBEAN WATERSPORTS Family would like to extend our warmest welcome to the 'Fabulous Florida Keys.' If you are staying in Key Largo, Islamorada or Marathon, or, just traveling through to Key West or Miami, our islands are unique, the climate exceptional, and our ability to kick back and get, "Wild, Wet, Spilled & Thrilled," are renowned! Take this tropical paradise and combine it with our 34 YEARS experience (29 at our current location, the Hilton Key Largo Resort and now, at the Playa Largo Resort and Spa since September 2016), and will you have the makings of a TRULY remarkable vacation. Whether you are: ...taking-off on a Hobie Catamaran sailboat in the tropical breeze, ...getting a breathtaking 25-MILE 'Bird's-Eye-View' of Florida Bay & the Atlantic Ocean by our- USCG CERTIFIED-Parasailing crew, ...encountering wild dolphins in the EVERGLADES NAT'L PARK on our educational Eco-Tours or, ...snorkeling amongst the brilliant tropical fish of North America's only Coral Reef State Park, our hope is that you leave us with a smile, feeling refreshed and recharged. We are located on 'North Beach' at the Hilton Key Largo Resort and under Sol By The Sea at the Playa Largo Resort and Spa. All water-based activities include: Parasailing, Enviro-Tours, Hobie Cat Sailing/Instruction, Waverunners, Private & Public Snorkeling trips,Adventure Sail and Sunset Cruise on our 37' 24 passenger Catamaran, Private Fishing Charters, Champagne Sunset Cruises, along with all types of: Kayaks, Stand-Up-Paddleboards, Paddleboarding Instruction and float rentals to both hotel and off-property guests.

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TripAdvisor Reviewer Highlights

Read all 377 reviews
Visitor rating
  • 329
  • 22
    Very good
  • 6
  • 7
  • 8
Amazing Parasailing Experience!

What an AMAZING parasailing experience! Jordan and Will had great sense of humors and made this that much more enjoyable. Price is very good for this awesome experience. Even the... read more

Reviewed 1 week ago
Atlanta, Georgia
via mobile

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377 Reviews from our TripAdvisor Community

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Showing 372: English reviews
Atlanta, Georgia
1 review
Reviewed 1 week ago via mobile

What an AMAZING parasailing experience! Jordan and Will had great sense of humors and made this that much more enjoyable. Price is very good for this awesome experience. Even the woman who signed us up had a courtesy & professional demeanor. My husband is afraid of heights and this conquered his fears. He actually wanted to do it again!!

Thank ChristineJob
Salisbury, United Kingdom
Level Contributor
4 reviews
common_n_attraction_reviews_1bd8 7 helpful votes
Reviewed 1 week ago via mobile

We've been in Florida a few days now as attending a wedding which was fantastic on the beach. Today we decided to take the EnviroTour with Caribbean Watersports and have just got back. Captain Dennis was our skipper and guide and we were lucky enough to have him exclusively as we were the only people on the boat. It's a... More 

2 Thank Peter190378
KeysDazza, Manager at Caribbean Watersports, responded to this review

Thank you so much for the praise for our Enviro-tour! Captain Dennis works very hard to find the really cool critters and Islands of the Florida Bay. So glad the our Manager Victoria was able to make this a unique experience for your party here at our second home: Playa Largo Resort More 

1 review
Reviewed 3 weeks ago

staff is pretty rude and uninterested. Good example of lack of competition causing poor service. Too bad for Hilton.

Thank Raphael J
Level Contributor
39 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 7 helpful votes
Reviewed 3 weeks ago via mobile

Rented a Jetsky for one hour, when leaving, the told me to stay to the left of the hotel property and at the right of the "white House" ... no problem... I got I the water as 10.17. Out at the Office as 12.28 ( they told me I was late) also they went for me twice to show the... More 

Thank Guilherme K
Long Island, NY
Level Contributor
369 reviews
56 attraction reviews
common_n_attraction_reviews_1bd8 117 helpful votes
Reviewed 17 April 2017

Daughter and I wanted to try parasailing and found Caribbean Watersports at our hotel. They were first class operation. Owner and mate were great, very light hearted and fun. We had a great ride. Beautiful views of Key Largo. Very positive and EXCELLENT experience.

2 Thank SalMTravels
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
Reviewed 14 April 2017 via mobile

Jordan and Will made our parasailing experience more amazing than we could ever imagine! They not only made us feel safe and comfortable, but had a wonderful sense of humor! We thoroughly enjoyed our trip on the boat! Great job guys!

1 Thank Kelly N
KeysDazza, Owner at Caribbean Watersports, responded to this review

Thank you Kelly for the accolades! More 

Weston, Florida
Level Contributor
131 reviews
22 attraction reviews
common_n_attraction_reviews_1bd8 21 helpful votes
Reviewed 12 April 2017

So we wanted to get on a boat while we spending a few days in the keys and we found it by booking a two hour tour with Captain Tim who showed us a great time touring around the mangrove islands that dot the Florida Bay. We saw egrets of all kinds and manatees, tarpon, all types of fishes and... More 

1 Thank regent7
Chicago, Illinois, United States
Level Contributor
6 reviews
common_n_attraction_reviews_1bd8 4 helpful votes
Reviewed 3 April 2017

Truly enjoyed our private sunset cruise with Captain Dan. He took time to show us the area, pointed out Manatees and knew just how to lure dolphins to play in our wake. Then we settled on the perfect place for a beautiful view of the sunset and quick afternoon swim. We loved the trip. Plus we enjoyed the jet skis... More 

2 Thank Cindy B
KeysDazza, Owner at Caribbean Watersports, responded to this review

Captain Dolphin Dan, the Manatee Man, is so dedicated to our guests best expectations. Thank you for sharing yours and hope to see you back soon! More 

1 review
Reviewed 1 April 2017

Willie and Jordan are the coolest parasailing captains ever! They were very knowledgeable and kind as well as made the whole boat laugh. What a great experience in Key Largo! Can't wait to go back!!

Thank Caroline T
Cedar Grove, Wisconsin
Level Contributor
4 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
Reviewed 31 March 2017 via mobile

We went on a private snorkeling tour with Captain Dan... he was the best Captain ever and provided lots of useful information and was very knowledgeable of the area. This was our first snorkeling adventure as a family and the weather, the boat, and the Captain were outstanding. My wife suffers from extreme motion sickness and is blind as a... More 

1 Thank pinnowc

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  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
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