Sail Cayman Ltd.
About
Sail Cayman provide private sailing trips in a yacht or power boat around Grand Cayman. We specialize in trips to the famous Stingray City to swim with the Stingrays in the Caribbean Sea. Sailcayman now offers Cayman's Newest Sailing catamaran available for Private Charter on Island Tomcat is a 2014 39' Lagoon Catamaran with capability of taking up to 20 guests.
Seven Mile Beach, Cayman Islands

Suggest edits to improve what we show.
Improve this listing
Sail Cayman Ltd.
Booking unavailable on Tripadvisor
Want other options you can book now?
Show options
Travellers talk about
(187 reviews)
Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
Popular mentions

5.0
400 reviews
Excellent
396
Very good
3
Average
0
Poor
0
Terrible
1

WG2022
2 contributions
Aug 2022 • Couples
Our group of 6 spent 4 hours with our amazing hosts’ Neil & Matt. Neil offered to pick our group up from the North side @Kaibo - which saved us the 40-75m to the west side & gave us more time on the water.

We spent time with the stingrays (really cool), several snorkeling locations that were great, and visiting the starfish.

The catamaran was nice - had Bluetooth, beanbags up front, covered rooftop, 2 bathrooms, etc. Our group brought drinks and food but never spent any time eating and spent most of our time in the water.

10/10 recommend a tour with Neil & Matt, bruh were experts on the ship and in the water, polite & social.
Written 22 August 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Michael C
1 contribution
Mar 2020
My family and I had an absolute blast with Sail Cayman’s Captain Neil providing the perfect afternoon. We were able to design our own tour with the guidance of Neil ultimately deciding to snorkel at the reef and visit stingray city (which is actually a sand bar in the middle of the bay). The experience exceeded expectations. The entire excursion—lead by Neil and his crew—is like going boating with friends (opposed to a paid for excursion with the masses). You board the boat from a yacht club (not a “tourist” in site) and can change your mind on the fly depending on the conditions. For example, we made a decision to go snorkeling first at an exclusive location and saved the stingrays for last (waiting for the crowd to subside). Neil educated us but not in a guide type of way. More like a friend having a casual conversation letting you know what to expect with just enough background and fun facts. A few truths that I didn’t read anywhere but found important: We did have a concern about the wind and what impact that would have on the stingrays. The bay is surrounded by a reef which acts as a natural barrier (the wind is buffered). The best time to sail if it is windy is during low tide (because of surrounding reef). I was skeptical about the stingrays and if they would be as good as described. It was BETTER. I highly recommend Sail Cayman!
Written 11 March 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Al M
Belfast, UK25 contributions
Jan 2020 • Friends
Great day out with Neill and Lewis. Very relaxed trip out to stingray city. Neil was a knowledgeable and friendly host. Boat had loads of snorkeling gear, he briefed us on how to handle and feed the stingrays, and was on hand when we had stupid questions. Totally recommended.
Written 26 January 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Susan C
3 contributions
Jan 2020 • Family
We had a blast on the catamaran- snorkeling, beach bar, swim stop. Excellent crew and nice clean boat. They asked us where we wanted to go. Perfect day!
Written 7 January 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

DayTrip626143
4 contributions
Dec 2019 • Family
This was our second time using Sail Cayman, this time on the new 41’ Cat. Captain Rob and his first mate Tyler took great care us. 4 adults and 4 kids under the age of 13. Their knowledge of the Caymans and overwhelming hospitality were the highlight of the trip!
Written 1 December 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Sarah K
41 contributions
Oct 2019
We spent a 4 hour private tour (away from the cruise ship) with Rob and Ryan and we had a BLAST! It was a perfect day out on the water. They made sure the kids were safe, that we all had fun and that we were able to see what we wanted to see/do what we wanted to do.
I'd highly recommend Sail Cayman and we wouldn't hesitate to use them again.
Written 20 October 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

SueTravelsWithKids
Wekiva Springs, FL226 contributions
Jun 2019 • Family
I needed a larger boat to accommodate 13 guests for a day trip from our Disney fantasy cruise. I had a difficult time finding anyone for a larger party. My cruise got closer and another operator recommended Neil’s company. I was so so glad he did.

They replied promptly and were friendly, informative and prompt with all of my requests.

The boat was GORGEOUS. Way more than I expected. There was an upper deck where a few people could sit and offered nice views from up high. The front of the boat had ample seating and had some really cool huge bean bag type chairs that were perfect for relaxing. The back area had a table to sit around and the stair situation made it really easy to Get in an out of the water. I’ve been in boats that were more difficult and this one would have been great for young or old.

They offered water and soda which I wasn’t expecting and a nice fruit tray. We decided to use just boat time and didn’t stop
For lunch. Instead we had them grab a subway sandwich platter which was great with kids.

One of our party was very ill (she is prone to sea sickness) and they were very kind to her. There are two bathrooms on board the boat we rented which was really nice. There was also a fridge we were able to stick a bit in. They provided snorkel gear and got in the water with us at our stops.

Compared with other boat rentals this was a top experience. The only thing I think that might have been a bit better was if they took photos at the stingray. The last operator we went out with did this and it was a nice touch because it’s hard to experience it and get any great shots.

Lastly I will add that Neil was very sweet when my son handed me all his snorkel gear and I was having trouble getting back to the boat (I should have been wearing fins) . He swam right out and took it all from Me and kept an eye on my son as well.
Written 22 June 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

CindyLA2015
Baton Rouge, LA15 contributions
May 2019 • Family
O’neil was the best captain ever. He was so accommodating and knowledgeable. It was very enjoyable and he could offer you smooth sailing if you were wanting to relax or more adventurous sailing is you wanted an adrenaline rush. It was truly a pleasure and it was a very enjoyable moment for the family. Highly recommend this cruise.
Written 4 June 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Jeff H
Madison, AL387 contributions
May 2019 • Couples
The boat was beautiful. The crew was fantastic, nice, and fun. We had three couples on a sunset cruise and we totally loved every minute of it. This is a first class operation. I would recommend them to anyone!
Written 8 May 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Roger R
Kenosha, WI3 contributions
Apr 2019 • Family
We have been sailing on and off with Neil for 20+ years when we visit the Caymans. Always accommodating and a pleasure to be with on the boat as well. Danny (1st mate) was great to have on board as well and both jumped in to help us handle the stingrays. We traveled with my son and daughter in law, their two [2] children (5&8) and a close friend. Enjoyed Stingray city, Starfish Point, lunch at Kaibo Yacht club and a leisurely sunset cruise back to the Yacht club.

Would recommend to anyone. Sailed on their power catamaran. Looking forward to working up a trip to the other islands with him in the near future.
Written 1 May 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Showing results 1-10 of 398

Sail Cayman Ltd. (Seven Mile Beach) - All You Need to Know BEFORE You Go