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Stingray Sailing

Certificate of Excellence
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Address: Grand Cayman
Phone Number: +1 345-938-7245
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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 764 reviews
Visitor rating
  • 737
  • 20
    Very good
  • 6
  • 0
  • 1

Hubby and I have visited the stinray city a few times but were with friends that had never been there! Stingray Sailing was the best tour we have ever been on! Directions were... read more

5 of 5 starsReviewed 2 days ago
Rockford, Illinois
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764 Reviews from our TripAdvisor Community

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Rockford, Illinois
Level Contributor
23 reviews
9 attraction reviews
common_n_attraction_reviews_1bd8 10 helpful votes
5 of 5 stars Reviewed 2 days ago NEW

Hubby and I have visited the stinray city a few times but were with friends that had never been there! Stingray Sailing was the best tour we have ever been on! Directions were great! Communication before arriving was spot on! Would sail with them again!

Thank bbmom2boys
San Francisco, California
1 review
5 of 5 stars Reviewed 1 week ago

Prior to our cruise I spent A LOT of time reading reviews and researching every excursion for our vacation. After reading all of the reviews for Stingray Sailing and several others I decided to go with Chip. My research did not lead me wrong. The catamaran could easily have held WAY more people but our group size was only 22.... More 

Thank Donna S
Bemidji, Minnesota
Level Contributor
164 reviews
104 attraction reviews
common_n_attraction_reviews_1bd8 67 helpful votes
5 of 5 stars Reviewed 2 weeks ago via mobile

As we watched the giant boats flood in to see the stingrays we were so thankful for booking with Stingray Sailing. Chip is an awesome guy, and when we arrived we were immediately surrounded by 20 or so stingrays! He made you feel comfortable and our entire family loved it! The snorkeling is subpar but i still give it 5... More 

1 Thank petey3
Level Contributor
5 reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed 3 weeks ago via mobile

Great tour to Stingray City with Chip and Buster. I highly recommend this small group-personal service tour and snorkel trip. Don't waste your time on a boat with a hundred people! Five stars!

1 Thank BETH V
Green Bay, Wisconsin
Level Contributor
3 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed 4 weeks ago

We took a Royal Caribbean cruise over Christmas and was not able to book the stingray excursions through the ship due to my procrastination. I am always a little hesitant to book trips outside of the cruise line due to timelines. After seeing the great reviews and knowing this was something we really wanted to do, I took a chance... More 

Thank tread5
Montreal, Canada
Level Contributor
22 reviews
10 attraction reviews
common_n_attraction_reviews_1bd8 11 helpful votes
5 of 5 stars Reviewed 4 weeks ago

Captain Chip is amazing and we try to book our cruise itinerary to include Cayman Islands just so we can do this. The water is beautiful and the wild stingrays are amazing and swim right between your legs. I have done this exertion with my two daughters since they were 5 and 7 years old. It is always the highlight... More 

Thank Marnie M
Level Contributor
5 reviews
3 attraction reviews
5 of 5 stars Reviewed 4 weeks ago

As with other reviewers, can't say enough about Chip and Katherine, waters were a bit rough but they adapted well and made sure everyone had a great time. We ended up with a total of 17 people and when you see some of the group sizes on some of the other operators you will really appreciate this. Just sailing on... More 

Thank slinkin
Atlanta, Georgia
Level Contributor
37 reviews
12 attraction reviews
common_n_attraction_reviews_1bd8 19 helpful votes
5 of 5 stars Reviewed January 4, 2016

My wife and I had visited Stingray City earlier in the year with another tour operator. When we visited again it was on a cruise stop with our two adult daughters and our previous tour operator was not available. He recommended Stingray Sailing and we are so glad he did. Chip and Buster did an outstanding job with our family... More 

Thank Dick L
2 reviews
5 of 5 stars Reviewed January 2, 2016

Chip was exactly where he said he would be when we got off our ship. We were transported quickly to where the boat was that took us on our excursion. Both Chip & Kathryn were great in taking us out to where we swam with the sting rays. You could tell they enjoyed what they did & enjoyed showing us... More 

Thank Michael A
Level Contributor
12 reviews
4 attraction reviews
5 of 5 stars Reviewed December 27, 2015 via mobile

Can't say enough about Chip. If you get the chance to do a tour with Chip do it. We arrived at the port and checked in early as recommended in our email. Since we had a party of 12 we were the only party booked and he took us to the boat where our adventure started. We were some of... More 

Thank Jill D

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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?