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Address: Cayman Yacht Club, West Bay, Grand Cayman
Phone Number:
+1 345-927-1127
Website
Description:

Grand Cayman's finest private sailing charter.A beautiful 45' catamaran...

Grand Cayman's finest private sailing charter.A beautiful 45' catamaran with plenty of space for up to 20 guests. The yacht offers 4 cabins all with en-suite, large sociable cockpit and deck space.Daysails are our specialty, snorkel the reef, swim with the rays, fishing, tubing, exhausting the kids! While you relax.Our rating speaks for itself.See you in The Cayman Islands.

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Great Day!

Dear Jon....Tilley and Oscar and the Enchantress provided us with a phenomenal day- we enjoyed every moment that we were out on the boat. They are both excellent guides and you... read more

Reviewed 1 week ago
joeharriman
,
Grand Cayman
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47 Reviews from our TripAdvisor Community

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Showing 47: English reviews
Grand Cayman
1 review
Reviewed 1 week ago

Dear Jon....Tilley and Oscar and the Enchantress provided us with a phenomenal day- we enjoyed every moment that we were out on the boat. They are both excellent guides and you are fortunate to have them representing Mainstay Sailing. Thank you very much and we will absolutely recommend your boats to anyone that visits the Caymans! All the best!

Helpful?
Thank joeharriman
jonnoGrandCayman, Owner at Mainstay Sailing, responded to this review

Hi Joe Thank you for your smashing review ! As a trainee skipper I remember learning the 'seaworthiness ' is a measure of the ability of the boat AND crew. As the boat has already done a trans-Atlantic , she is fine ! Capt. Tilley and Smiley Oscar seem to have passed as well :) Cheers Jon More 

Cypress, Texas
1 review
Reviewed 20 March 2017

Spent a day with Jon and Suzanne on the "new" yacht.....'er, catamaran. WOW! Stingray reef!! Starfish island!! A private stop with Jon's friendly "stingray friends". All-in-all......it was probably the Best Day Ever for the entire family! Can't wait to return for another day on the water. Thanks!

Helpful?
Thank artnewell2017
jonnoGrandCayman, Owner at Mainstay Sailing, responded to this review

Thanks very much for the shining review, Arthur. We will have to dream up some new adventures for the next trip... Keep well and come see us soon. Cheers Y'all ! Jon More 

Houston, Texas
Level Contributor
59 reviews
20 attraction reviews
common_n_attraction_reviews_1bd8 23 helpful votes
Reviewed 19 March 2017

Was referred by close friend to book Mainstay Sailing for a day outing with our children and grandchildren, while in port from our Disney Cruise. It was 100 percent the perfect outing. We adored Tinley the Captain and Oscar , the co captain. They both were patient and amazing with our grandchildren and all of us , who each learned... More 

Helpful?
Thank Lau0529
jonnoGrandCayman, Owner at Mainstay Sailing, responded to this review

Hi Laurie It's so good to read kind reviews like yours. I'll pass it on to the guys. Keep cruisin' with a smile :). Salut Jon More 

1 review
Reviewed 15 March 2017

We have been going to the Cayman Islands for a long time. Typically we go out with 4 adults and 4-6 kids. The last 4 visits we have gone out with John and Oscar (and now Tilly) for a day. We typically stay a week in the Caymans and the day we look forward to the most is the day... More 

Helpful?
Thank Matt D
jonnoGrandCayman, Owner at Mainstay Sailing, responded to this review

Matt You guys should be earning "mainstay miles" for all the trips !! Thank you for the complimentary review , and for keeping our track record excellent. See you next year, nature willing ;) Jon More 

Rochester, New York
Level Contributor
16 reviews
10 attraction reviews
common_n_attraction_reviews_1bd8 13 helpful votes
Reviewed 14 March 2017

we booked the larger catamaran for our group of 16. from the moment we got on board, to the end of the day, we had a wonderful time. We were able to customize the day- and the captain did not disappoint- we swam, we snorkeled, the adventurous ones in our group swam, fed and held stingrays! then we stopped at... More 

Helpful?
Thank pataby1959
jonnoGrandCayman, Owner at Mainstay Sailing, responded to this review

Im very pleased to read reviews like this, thank you. The new power cat is being well received ...and it's a relief considering the mortgage !! We hope to see you all again next year, for more adventures. Cheers Jon More 

Darlington, United Kingdom
Level Contributor
5 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
Reviewed 1 March 2017

My good friend and I have just been on holiday in Grand Cayman and decided once again to book Captain Jon dobbin to take us to Cienfuegos Cuba for 7 days. We have sailed to Cuba with Jon before on "Enchantress" a 46ft Leopard sailing catamaran but this time we thought we would try out his new addition to the... More 

Helpful?
1 Thank john c
jonnoGrandCayman, Owner at Mainstay Sailing, responded to this review

Hi John Los tres Juans , like the 3 musketeers....stand and deliver ! It was a pleasure, as always. Hardly a 5 star floating hotel when you did the dishes. Appreciated though. That's Teamwork. Next year ? With a flotilla. Jon More 

new york
2 reviews
Reviewed 26 January 2017

Just returned from five days in Grand Cayman. The highlight of this vacation was our day spent on Captain Jon's spectacular 47 ft. yacht. Jon and Oscar went above and beyond to make this a most memorable experience. Our journey included time spent with the stingrays, a stop at rum point for mudslides, and eating delicious cerviche thanks to the... More 

Helpful?
Thank cruisegroup
jonnoGrandCayman, Owner at Mainstay Sailing, responded to this review

Many thanks for your kind review. It makes my day to read this ! The 'Olympian' , Oscar, has yet to deliver more that 10 conch to beat this record in one dive. 13 being the legal limit, I'm sure he will do it one day. We hope to see you all again soon. Salut J More 

Level Contributor
1 review
Reviewed 24 January 2017 via mobile

Upon the recommendation of a friend in Pittsburgh, we hired Captain Jon Mainstay for a half day while in the Georgetown port during a Celebrity Cruise. He and his First Mate were great. We are couples in our 50's but they made us all feel like real Celebrities and as if we were 20 years younger! The Captain really knows... More 

Helpful?
Thank Tony W
jonnoGrandCayman, Owner at Mainstay Sailing, responded to this review

Tony Cool review, many thanks. Was it John W in Pittsburgh that recommended us ? If so, I owe him a Rum and Cuban cigar!....now that it's legal :) I'll gladly share a Rum and a cigar with you guys too - anytime. Thanks for making my 'job' a pleasure. Jon More 

Level Contributor
10 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
Reviewed 10 August 2016 via mobile

We thoroughly enjoyed our day with the crew of Mainstay. The catamaran was spacious, well maintained, and Jon and Oscar went above and beyond to ensure that our family of 13 was comfortable and enjoyed the day. We went out to Stingray City (it was AMAZING) and Starfish Pointe. We stopped several times in between the main stops and went... More 

Helpful?
Thank ilovemythreeboys
Asheville, North Carolina
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
Reviewed 28 July 2016

Our family of 14 from Texas spent the day with Jon & Oscar on the Enchantress in July while in Cayman for the day during a cruise. The catamaran was modern, well kept and very spacious. There were 7 kids in our party ranging in age from 2-17 and each of them thoroughly enjoyed the day on the water. Jon... More 

Helpful?
1 Thank MRamosCPA

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