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Mainstay Sailing

Cayman Yacht Club, West Bay, Grand Cayman
+1 345-927-1127
Review Highlights
Couldn't have asked for a better day

I found this company on Trip Advisor when looking for a new company to replace the company we had... read more

Reviewed yesterday
Illinois City, Illinois
Our Best Day

This trip was just what we were hoping for! I echo the praises for Tilley and JB. Our group loved... read more

Reviewed 2 weeks ago
Houston, Texas
Read all 57 reviews
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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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Travellers talk about
“captain jon” (7 reviews)
“day sail” (3 reviews)
“great trip” (5 reviews)
Cayman Yacht Club, West Bay, Grand Cayman
+1 345-927-1127
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Reviews (57)
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1 - 10 of 57 reviews

Reviewed yesterday

I found this company on Trip Advisor when looking for a new company to replace the company we had been using for years.(they recently sold their boat) Tilley and JB gave us the best boat trip we have had......just liked they promised. We did the...More

Thank kls20
Reviewed 2 weeks ago

This trip was just what we were hoping for! I echo the praises for Tilley and JB. Our group loved them and we all had a great day sailing and snorkeling. The sub wing was a lot of fun for the kids as was jumping...More

Thank FlyingK6517
Reviewed 3 weeks ago

When you take six teenagers on a cruise, you need a special type of Captain and crew as well as a special kind of boat (shade for those who have passed sun baking age and lots of deck space for laying out for the teens...More

Thank Rocky M
jonnoGrandCayman, Owner at Mainstay Sailing, responded to this reviewResponded 4 days ago

Hi Rocky. What an amazing review. Are you an author/writer ? You managed to paint the scene with detail, humour and imagery so accurately. In fact, so well that people may think you were paid for it ! If you guys are smiling, we love...More

Reviewed 4 weeks ago

Capt. Tilley and mate JB provided our family with a great afternoon of memories during our visit to Grand Cayman in early June! Snorkeling, Stingray City, and Starfish Point were a hit with everyone, and we had an added bonus seeing our youngest passenger land...More

Thank gfbiii
Reviewed 5 weeks ago

I had the pleasure of booking two days with Mainstay Sailing. The first day we had the sailing catamaran. My family, which includes four kids from 9-14 yrs, had an amazing all day trip on the boat. Great crew, super friendly and knowledgeable. The second...More

Thank A5006NFseans
Reviewed 18 June 2017 via mobile

This was a fantastic water adventure with Captain Jon Dobbin and Tiller on the powered catamaran (50 ft?). The weather was less than ideal but not a deterrent to a memorable event. In fact, Stingray "deep" and Stingray City became a private viewing. So, do...More

Thank KF44
jonnoGrandCayman, Owner at Mainstay Sailing, responded to this reviewResponded 5 weeks ago

Oh yes, the squally wet day !! I couldn't see land ! Yet, you adventurers still wanted to go out...glad we did though, you guys having fun means we have fun too. Thanks, and you hardy guys are welcome any day. Jon

Reviewed 12 June 2017

We enjoyed a memorable day on the Enchantress catamaran during a recent vacation to Grand Cayman. Spending a relaxing day on this comfortable boat is just what the doctor ordered! Capt Tilley and his 1st mate, JB, were knowledgeable and diligent (and some pretty great...More

Thank pmfast99
Reviewed 12 June 2017

A very relaxing trip seeing the island in a special way with Capt. Tilley and 1st Mate, JB. Snorkeling, swimming, learning unique things about a little piece of paradise from this knowledgeable crew. The Enchantress is a beautifully maintained catamaran that sails smoothly and comfortably....More

Thank Lisa N
Reviewed 9 June 2017

Speechless, just because I was too relaxed! I can't say enough about our captain and crew on The Enchantress. Capt Mark Tilley and his crew JB were the most accommodating and knowledgeable. Mark is the epidemy of a waterman and was willing to take everyone...More

Thank Doug O
Reviewed 6 June 2017

A day sailing around Grand Cayman on the Enchantress with Capt Tilley and 1st Mate J.B. was the BEST idea EVER! Our family of 8 adults and our five yr old grandson had a wonderful time. The crew was so accommodating to us and specially...More

Thank Judy O
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