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.

“Spend a few extra bucks since Chip is the Stingray whisperer!”
Review of Stingray Sailing

Stingray Sailing
Certificate of Excellence
More attraction details
Attraction details
Recommended length of visit: More than 3 hours
Owner description: Remember when customer satisfaction came first? We do!! At Stingray Sailing, you will get to experience the main attraction in Cayman, swimming with the friendly Southern Stingrays, and you will get to do so with a company who's bottom line isn't a dollar sign. As a proud, family owned and operated business, we focus on getting to know our guests on a personal level, while at the same time, providing life long memories. With limited spaces, only 25 per tour available, you are guaranteed to be treated as a friend, not just a number. We offer relaxing tours done on board a beautiful, 43 foot sailing catamaran, to the world famous Stingray City Sandbar; and whether it is swimming with the stingrays, snorkeling the coral reef, or just enjoying the beautiful Caribbean sun and water, Stingray Sailing is committed to helping you make the best of your time in Grand Cayman. With daily tours scheduled to accommodate both cruise ship and on island guests, booking your tour is just a quick email or phone call away! Join our family, we look forward to having you on board!
Useful Information: Activities for older children, Activities for young children
Reviewed 24 March 2014

We booked with Chip after reading the other reviews. We were stoked to find out that my wife and I had this boat almost entirely to ourselves. We did have one other lady on the catamaran with her granddaughter who was slightly needy but having the boat almost entirely to ourselves made for a great experience! I was impressed that Chip didn't cancel with such a low turnout. Thanks!

As to the stingray experience, Chip really does draw ALL the stingrays to himself. All the other guides from other boats kept coming over to take stingrays from our little huddle. He was also amazing at helping my wife feel comfortable in what was a rather unique experience.

The snorkeling was decent but not amazing. We would have been fine without it.

We highly recommend you book with Chip and his dad.

1  Thank Davidjluster
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Write a ReviewReviews (908)
Traveller rating
Traveller type
Time of year
All reviews
"captain chip"
in 112 reviews
"cruise ship"
in 89 reviews
"stingray city"
in 205 reviews
in 109 reviews
"fresh fruit and water"
in 9 reviews
"small group"
in 61 reviews
"feed the stingrays"
in 53 reviews
"sand bar"
in 55 reviews
"mate chris"
in 9 reviews
"air conditioned bus"
in 11 reviews
"set sail"
in 15 reviews
"nearby reef"
in 26 reviews
"for sale"
in 23 reviews
"these guys"
in 52 reviews
"available for purchase"
in 13 reviews
"based on reviews"
in 9 reviews
"relaxing ride"
in 9 reviews

288 - 292 of 908 reviews

Reviewed 23 March 2014

We booked the Stingray Sailing Sandbar/Reef excursion with Captain Chip on March 12, 2014 and had an outstanding time sailing on the 43 foot-long Far Tortuga catamaran. We were met by Kevin at the Royal Watler cruise ship terminal, exactly where Michelle told us he would be.

Chip, his dad, Buster, and the photographer Mark did an excellent job of coordinating and running the tour. Chip limits his tour to 25 people. We had only 24 people on our tour compared to other groups of 50-70 people, which made for a more relaxed and better excursion.

Once we reached Stingray City, the stingrays appeared to congregate around Chip. We had so many stingrays, we had people from other tours trying to interact with our stingrays and I even saw another tour operator come over and steal one of our rays. What an amazing time feeding and holding the stingrays. We ended up with great pictures of the stingrays, courtesy of our photographer Mark.

Afterwards, we went to the reef where we snorkeled and took pictures of the fish before a leisurely catamaran ride back to the dock. Do not miss this opportunity to swim with the stingrays!

3  Thank Rebuilder
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 23 March 2014 via mobile

Stingray sailing was an excellent provider. Chip the captain picked us up at the hotel and was early! Drive us to the yacht club where the catamaran is docked. The catamaran was very nice and comfortable. Part of it is covered by a canvas for sun protection. There is also a trampoline for relaxation. Stingrays were great and we all had the opportunity to feed them with anchovies. After stingray city we anchored near the reef for snorkeling. Complementary water and fruit on board. Great overall experience. Would definitely recommend!!

Thank shtj
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 18 March 2014

We arrived at the dock from our cruise an hour early and Kevin was already there waiting for us and others. There was a problem with the catamaran so Kevin and Chip took us out on their motor boat. Since there was a change of plans with the boats, Chip reduced the price of the tour which was unexpected. Also since speed of the boat was faster than the catamaran, we were able to go to an additional stop (Starfish point). Before we got in the water at Stingray city, Kevin told us about the stingrays, how to touch them and how to feed them. We were certainly one of the smaller groups that was out in the water which was nice. We also did snorkeling at a reef nearby and then we headed for Starfish point. I had never see so many starfish in the water. Again, we were told how to hold them if we choose to pick them upAlso, there were only about 3 boats anchored so it was not crowded at all. . Great experience overall.

1  Thank TexasTxtraveler
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
See more reviews
Reviewed 16 March 2014

My brother in law used Stingray Sailing previously. Kim J was on our boat. Chip met us at the dock when we got off our ship. ( I wonder what happened to that party of 5 that did not show up ?) Nice trip to the dock in his bus where we me his sister crew and it's captain ( Kevin from Kelowna B.C. Canada) Motored out to the reef for snorkeling (does anyone call it skin diving anymore ?) Passed all the ship sanctioned boats ( about 1200 people) at the sandbar. We sorkeled at the reef with the 20 from our boat, and 5 people from another boat. Moved to the sandbar when the crowd thinned out. Chip feeds the Stingrays fish rather than squid. Draws them like flies ! A fresh fruit snack while we sailed back. Great guys to chat with ( Chip, his dad and Kevin) Just don't ask about Steve Irwin ! I highly recommend Stingray sailing over the ship excursions. It's even less expensive !

Thank Michael N
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC

Travellers who viewed Stingray Sailing also viewed

Seven Mile Beach, Grand Cayman
George Town, Grand Cayman
Seven Mile Beach, Grand Cayman
Grand Cayman, Cayman Islands

Been to Stingray Sailing? 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