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Stingray Sailing

Certificate of Excellence
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Sponsored by:
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Address: Grand Cayman
Phone Number:
+1 345-938-7245
Recommended length of visit: More than 3 hours

Remember when customer satisfaction came first? We do!! At Stingray...

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!

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TripAdvisor Reviewer Highlights

Read all 833 reviews
Visitor rating
  • 787
  • 23
    Very good
  • 8
  • 0
  • 1
The sister cruise with mom

We arrived off the cruise ship on the 9th of January and did not have any trouble finding Stingray sailing. All I had to do was ask for Chip and everyone knew who he was. We... read more

5 of 5 bubblesReviewed 5 days ago
Merritt Island, Florida
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833 Reviews from our TripAdvisor Community

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Showing 819: English reviews
Merritt Island, Florida
1 review
5 of 5 bubbles Reviewed 5 days ago NEW

We arrived off the cruise ship on the 9th of January and did not have any trouble finding Stingray sailing. All I had to do was ask for Chip and everyone knew who he was. We didn't want to book an excursion from the ship because they are so packed with people and you feel like cattle getting to and... More 

Thank pudmores
Union, Kentucky
Level Contributor
65 reviews
22 attraction reviews
common_n_attraction_reviews_1bd8 11 helpful votes
5 of 5 bubbles Reviewed 2 weeks ago

This was my families second trip to see the Stingrays, We had previously used Red Sail when staying on the island for spring break-which was fine-but they have a lot more people on their boats. On this trip, we were only in port for the day on a cruise so our timeline was a little tight. This company was able... More 

Thank islandgirlvacations
Murray, Kentucky
Level Contributor
12 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 6 helpful votes
5 of 5 bubbles Reviewed 4 weeks ago via mobile

Not only was swimming the the stingrays one of the greatest I've gotten to do but we were on the best boat. The ride on the catamaran over was so relaxing and the crew was great. When we got there, the stingrays literally left all the other tours to come to our boat. And you knew why after a little... More 

Thank Shalisha H
Memphis Area
Level Contributor
23 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 9 helpful votes
5 of 5 bubbles Reviewed 4 weeks ago

Stingray sailing was recommended to me by another tour operator that was sold out for the date we were arriving by cruise. I did a lot of research and I can confirm that all the positive reviews and comments are true. When you want to be by a bunch of stingrays just move closer to Captain Chip because that is... More 

Thank Nighttwo
lisbellaw n.ireland
Level Contributor
168 reviews
119 attraction reviews
common_n_attraction_reviews_1bd8 68 helpful votes
5 of 5 bubbles Reviewed December 9, 2016

We chose Stingray Sailing purely on the reviews and the volume of high ratings on TripAdvisor - believe me these are well deserved. None of the other operators are as good as these guys. We booked through the internet and found our meet up place very easily after we tendered ashore from our cruise ship. Chip walked us to the... More 

Thank Ashley A
Santa Rosa, California
Level Contributor
4 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed December 3, 2016

The best excursion of our Caribbean cruise was with Stingray Sailing in Grand Cayman. Even with windy weather and some wave action, the catamaran handled everything just fine. Feeding stingrays and swimming with them was as much fun as I've had in years! The additional snorkel stop was amazing as the water was so clear. Everyone on the crew was... More 

Thank CyndiSR
1 review
5 of 5 bubbles Reviewed November 20, 2016 via mobile

We actually stumbled upon this tour by accident our ship had arrived later than we were scheduled and so happy we did! Captain Chip and his crew are totally awesome, hands down the high light of our entire trip! They made our trip to the Cayman Islands one we'll never forget. Although it wasn't booked through the cruise he was... More 

Thank Brianna G
Philadelphia, Pennsylvania
Level Contributor
91 reviews
39 attraction reviews
common_n_attraction_reviews_1bd8 49 helpful votes
5 of 5 bubbles Reviewed November 19, 2016

Captain Chip took us on a fantastic voyage while visiting Grand Cayman island recently. This 3 1/2 hr excursion starts at the cruise port. He can take up to 30 people on each trip. His air conditioned bus takes you on a short ride to a dock where you board his catamaran complete with snorkeling equipment, non-alcoholic beverages and it... More 

Thank candycorn1
Clearwater, Florida
Level Contributor
3 reviews
5 of 5 bubbles Reviewed November 12, 2016 via mobile

Time was awesome. Little waves but that was half the fun. Then he took us to a spot to snorkel. Great little reef. Lots of fish. This tour company was recommended to us and they were great.

Thank gdalbert80
County Wexford, Ireland
1 review
5 of 5 bubbles Reviewed October 19, 2016

Stingrays are amazing, you are picked up at the port and transferred to the mariner The boat is very relaxing and the crew are so helpful, the free water and free fruit is a great touch. The Photos are top quality and well worth the money, could not recommend this tour highly enough

Thank paulf292016

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Questions & Answers

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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?