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Stingray Sailing

Certificate of Excellence
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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 819 reviews
Visitor rating
  • 776
  • 22
    Very good
  • 8
  • 0
  • 1
Best experience ever

The stingrays were a bit intimidating but they were so amazing and so fun and they all came up to the boat. Definitely book with them you won't regret it!

5 of 5 starsReviewed 2 weeks ago
Essexville, Michigan
via mobile
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819 Reviews from our TripAdvisor Community

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Showing 807: English reviews
Essexville, Michigan
1 review
5 of 5 stars Reviewed 2 weeks ago via mobile

The stingrays were a bit intimidating but they were so amazing and so fun and they all came up to the boat. Definitely book with them you won't regret it!

Thank haileymoore32
Ladera Ranch, California
Level Contributor
2 reviews
5 of 5 stars Reviewed 3 weeks ago

We booked Stingray Sailing after reading all the reviews and we were not disappointed! We only had 14 people on our excursion (6 adults and 8 children) and it felt like a private charter. Chip is so amazing with the stingrays. They truly do know him (or at least his boat) because literally when we pulled up and anchored, they... More 

Thank LSAzzie
Melbourne, Florida
2 reviews
5 of 5 stars Reviewed 4 weeks ago

What a great day we had with Chip and Crew at Stingray City. We traveled with 3/12 and 14 year old. It was a wonderful experience for both. Chip and crew were personable and Informative about stingray and reefs . Would recommend to all ages. Thank for the memories !

Thank kvelez520
2 reviews
5 of 5 stars Reviewed 4 weeks ago via mobile

Great tour! This is one of our favorite tours to date! The stingrays were gentled thanks to Chip & his friends' efforts. I absolutely loved the sail to and from the reef. We will definitely be sailing with Chip again!

Thank Shannon K
fort worth
Level Contributor
4 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed July 20, 2016

cruiseships are slightly offshore but its short trip to the pier area where you look for your excursion or taxi or bus and shop while you wait. then onto the bus for a trip to the boat club. every building looked new from what i saw. we did the allura catamarran to the stingrays(barefoot only allowed on boat and water).... More 

Thank cqpate
Papillion, Nebraska
Level Contributor
26 reviews
6 attraction reviews
common_n_attraction_reviews_1bd8 9 helpful votes
5 of 5 stars Reviewed July 20, 2016

Capt Chip and his deck hand Chris were great! VERY knowledgable and very concerned about how the Stingrays get handled and treated. We had a small group on our boat (16) and it was everything others have said about this company! My only complaint...we didn't get to stay out all day! LOL I really appreciated how they care about the... More 

Thank Pepper484
Midland, Texas
Level Contributor
123 reviews
42 attraction reviews
common_n_attraction_reviews_1bd8 81 helpful votes
5 of 5 stars Reviewed July 19, 2016

After a lot of research, we opted for Stingray Sailing to take us on our excursion when we hit port at Grand Cayman. I booked our trip about 6 months out and sent in my deposit! We were greeted at the appointed meeting place by Chip's father and nephew, they got us signed in and then headed to the bus.... More 

Thank JustGina56287
2 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed July 17, 2016

Captain Chip suggested we leave ahead of schedule since everyone was ready, and for good reason. We only had about 25 or so on the boat with us (that is a small group compared to some of those Carnival outfits) and when the boat pulled into position the stingrays all greeted us. Chris was in the water first with his... More 

Thank Matt-Rachel C
Level Contributor
3 reviews
5 of 5 stars Reviewed July 16, 2016

We booked this excursion for our family of 4 (includes 2 teens). The reviews I read had all been positive but nothing compared to the actual tour itself. The people were great and you can tell Chip and his crew have a huge respect for the stingrays. I would highly recommend this to anyone wanting to visit the stingrays up... More 

Thank funsummertimes09
Level Contributor
150 reviews
27 attraction reviews
common_n_attraction_reviews_1bd8 51 helpful votes
5 of 5 stars Reviewed July 16, 2016 via mobile

From the moment we arrived to the area to meet Mark everything went smoothly .Very nice ride out to the sandbar and mark helper was excellent with the stingrays and provided an upclose experience. Snorkling was nice goid equipment would defiantly recomend the tour

Thank Superlight70

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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?