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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
Open now
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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 373 reviews
Visitor rating
  • 327
  • 22
    Very good
  • 6
  • 6
  • 7
Great parasail ride

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... read more

Reviewed 1 week ago
Long Island, NY

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373 Reviews from our TripAdvisor Community

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Showing 368: English reviews
Long Island, NY
Level Contributor
369 reviews
56 attraction reviews
common_n_attraction_reviews_1bd8 115 helpful votes
Reviewed 1 week ago

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.

1 Thank SalMTravels
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
Reviewed 1 week ago 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
Weston, Florida
Level Contributor
131 reviews
22 attraction reviews
common_n_attraction_reviews_1bd8 21 helpful votes
Reviewed 2 weeks ago

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 weeks ago

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
1 review
Reviewed 3 weeks ago

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 3 weeks ago 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
1 review
Reviewed 3 weeks ago

Captain Dan was an excellent guide for a very nervous mom and two eager teens who had never been snorkeling before. He gave us great instruction and I felt very comfortable and safe knowing we were in his very experienced hands. He also was so knowledgable as he has lived in the area his whole life, and he shared with... More 

Thank Lisa L
Chicago, IL
Level Contributor
62 reviews
21 attraction reviews
common_n_attraction_reviews_1bd8 36 helpful votes
Reviewed 4 weeks ago via mobile

We took the eco tour with our 2 boys (8 and 12 years). Lots of wildlife viewing (manatees, iguanas, a croc, starfish, jellyfish, ospreys etc.) and the captain was very well informed as well as very engaging with his stories and facts. We also enjoyed the fast ride in the speed boat over the water. Do this if wildlife viewing... More 

1 Thank Chicago_visitor1
Level Contributor
5 reviews
common_n_attraction_reviews_1bd8 4 helpful votes
Reviewed 5 weeks ago via mobile

We booked the two hour environmental tour at Playa Largo and were fortunate to have Captain Tim as our guide. He is a Marine Biologist so not only did he know the best places to find wildlife but he could explain facts about the entire ecosystem. Highly recommend Caribbean Watersports and Captain Tim!

1 Thank ricks239
New York City, New York
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 15 helpful votes
Reviewed 20 March 2017 via mobile

What a great experience! My 7 year old son convinced me to go parasailing and I'm so glad we did! Jordan and Will are awesome captains and made our journey so much fun and comfortable. My son was so brave to begin with but Will made sure we went up first to avoid him from chickening out. The boat ride... More 

1 Thank becca1271

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?