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Mainstay Sailing

Cayman Yacht Club, West Bay, Grand Cayman
+1 345 927 1127
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Ranked #9 of 17 activities in West Bay
Type: Boat Tours
Owner description: 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... more » Owner description: 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. « less
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17 reviews from our community

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English first
Charlotte, North Carolina
2 reviews
5 of 5 stars Reviewed July 8, 2014 NEW

Wow, what a fabulous day with Captain Jon and Oscar.... we give these guys and the Mainstay an A++ and recommend it to ANYONE looking for a great day..... sailing, snorkeling, stingrays, starfish, a coupla barracudas, spotted a couple lobsters - Connie's first time snorkeling and she LOVED it. Great day, thanks guys for the hospitality and thanks for Fidel's... More

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Satellite Beach, Florida
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed June 20, 2014

Captain Jon and Oscar created a relaxing day for us! The catamaran is beautiful and spacious, and Jon instantly made us feel like it was our home for a day! We went sailing, snorkeling, visited the friendly stingrays, and searched for starfish! Best of all, we had a day away from our cruise crowds as the Enchantress was our private... More

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Sheffield
1 review
5 of 5 stars Reviewed May 16, 2014 via mobile

We had a great day's sailing with Jon the skipper. Sailing, swimming with Stingrays, snorkelling and swimming in various bays. Great fun and value for money as it was a full day. Stopped in the Kaibo bar on the way back for a quick drink. I recommend the day out.

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1 review
5 of 5 stars Reviewed April 27, 2014

We took a crew of 19 out yesterday, ages 8 to our 80 year-old mother. Captain Jon, Andrew and Oscar took great care of us swimming, snorkeling, diving and swimming with the stingrays. Their service, friendliness and overall hosptiality was 2nd to none. Everyone was raving about the trip last night. We'll definitely be back taking more trips with this... More

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Boston, Massachusetts
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed April 23, 2014

From the moment Capt Jon picked us up we knew it was going to be a great trip! The Enchantress is a beautifully maintained Cat with plenty of toys to keep our party of 8 happy, 2 families with kids from 7-14. Jon's easy going style and Oscar's aim to please was evident immediately as they stopped the Cat as... More

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Top Contributor
58 reviews 58 reviews
4 attraction reviews
19 helpful votes 19 helpful votes
5 of 5 stars Reviewed April 5, 2014

Can't say enough good about Capt. Jon and his sailing yacht, the Enchantress. Just a fabulous experience. I'm a repeat customer (been a few times!) and each time to Cayman it's a "must do". Very spacious boat, we had about 17 people in our group (private group/our own families). Never felt crowded. Custom itinerary, just a beautiful sail. Highly recommend.... More

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Houston, Texas
1 review
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed March 28, 2014

Jon and Stuart did a fantastic job taking care of us recently over spring break! This was our second time with Mainstay and would highly recommend it to anyone for business or family vacation.

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Atlanta, Georgia
1 review
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed January 7, 2014

We had a great trip with Jon and Amanda - what a super way to spend time with friends and family! We always stay on the East End of Grand Cayman and were able to have the crew pick us up at Kaibo near Rum Point - which made it much more covenient for us! The boat is great and... More

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UK
1 review
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed June 21, 2013

We have been coming to Grand Cayman on and off for over 8 years and each year we charter a boat for our family of 5 to enjoy the water and the Stingrays. This year we booked with Mainstay Sailing and was not disappointed!! The catamaran, Enchantress, is by far the most luxurious (and cheapest) sailboat on the island. We... More

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Norwalk
Senior Reviewer
6 reviews 6 reviews
3 attraction reviews
8 helpful votes 8 helpful votes
5 of 5 stars Reviewed March 31, 2013

Three generations enjoyed a wonderful day trip on the Enchantress. The boat is big and roomy and those who need some sun relief have plenty of shade below or under the awning. John and Andy made the trip. We saw the sting rays and were in the water with these tame, gentle fish. John and Andy had names for many... More

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