We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.


Caribbean Watersports
Certificate of Excellence
More attraction details
Attraction details
Recommended length of visit: More than 3 hours
Owner description: 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.
Useful Information: Bathroom facilities, Activities for young children, Food available for purchase, Activities for older children, Wheelchair access
2 reviews
common_n_attraction_reviews_1bd8 3 helpful votes
Reviewed August 9, 2013

My husband and I had a wonderful wonderful time. Everything was great, time keeping, booking, etc. Even our time on the boat was very generous!! We could not find fault in it. The staff were amazing: Jordan - Sailing, The Captain - Darrell and even Victoria, who ran the bookings; they were all really lovely and efficient people!
Would definitely recommend!!

Visited August 2013
3 Thank Frances L
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Write a Review

385 reviews from our community

Visitor rating
Date | Rating
  • Danish first
  • Dutch first
  • English first
  • French first
  • Swedish first
  • Any
English first
Pelham, New York
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
“Awesome Adventures!!!”
Reviewed August 6, 2013

Our family of 5 had limited time and took advantage of almost all that Caribbean
watersports had to offer at the Hilton Key Largo beach. We went paddleboarding, kayaking, parasailing, eco touring, sailing a Hobie Catamaran and snorkeling on a private tour to the Hen and Chickens reef. The staff is outstanding, professional and friendly. At all times we felt safe and cared for. Their equipment is top of the line and in excellent condition. Our family loves the water and found all the adventures to be priceless! We highly recommend it to all of our friends. Capt. Darrell and all of his staff are worth meeting. Go out and have great adventures with the Caribbean Watersports crew !!!

Visited August 2013
1 Thank MPR2013
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Lafayette, Louisiana
Level 3 Contributor
9 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 29 helpful votes
“Great staff, great watersports!”
Reviewed July 30, 2013

My son and I rented a Hobie Getaway catamaran for the day at Caribbean Watersports for a day of sailing when it was too windy "oceanside" to go scuba diving. As this is on the bay side and the winds were out of the east, the bay was protected by the island from a lot of the wind, and waves were minimal. Jordan was extremely helpful and friendly, getting us set up, and recommending we sail a smaller cat for a little while to get accustomed, as we hadn't sailed in years. Once we got the hang of it, and a few pointers from Jordan, we jumped on the Getaway and were off.

The sailing was great, and even though we flipped it(my fault, oops!), we had a great time. My son said his favorite part of the trip was flipping, so I guess it was worth it! The cat itself was in great condition, no tears, rips, or any signs of serious wear. Although I didn't rent a jetski, they all looked to be in great condition as well.

The parasailing captain did a donut around us while pulling a parasailor, it was really cool to see them zip overhead(and no, the Captain was in NO way unsafe about doing that maneuver, he left us both plenty of room). A great time, if you're in the mood for watersports during your stay, look no further than Caribbean Watersports!

Visited July 2013
2 Thank Beck2222
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Key Largo, Florida
2 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
“Nice people, great activities”
Reviewed July 19, 2013

Very nice activity centre run by real nice people. Darrell and his daughter and colleagues are welcoming,professional, fun and helpful. Took the enviro tour of the bay led by Joyce, who was fantastic. Highly informative and inspiring. Then sea kayaked for an hour. Great way to spend a half day. Thanks.

Visited July 2013
1 Thank Phil D
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Boston, Massachusetts
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
“Caribbean Watersports is the Best!!!”
Reviewed July 18, 2013

This was my first trip to Key Largo and Sue and Capt Darrell made it FABULOUS! Always wanted to try parasailing but was soooo scared. Sue not only made me forget my fear but got me really excited to try it. Capt Darrell made it safe and exhilarating - never had so much fun! My trip was wicked awesome thanks to Sue and Capt Darrell - thank you!!!

Visited June 2013
1 Thank Chloe0121
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.

Travelers who viewed Caribbean Watersports also viewed

Key Largo, Florida Keys
Key Largo, Florida Keys

Been to Caribbean Watersports? Share your experiences!

Write a Review Add Photos & Videos

Owners: What's your side of the story?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing