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Mainstay Sailing

Cayman Yacht Club | Yacht Drive , Grand Cayman ., West Bay, Grand Cayman
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Review Highlights
An Action Packed Adventure

We were 2 families with 4 teenage girls and 4 adults. Al was our Captain and Oscar our guide and... read more

Reviewed 1 week ago
Patricia T
,
Atlanta, Georgia
Great day on the water!!

Our family of 7 (5 adults one child) enjoyed a full day on the water with Capt. Al and Oscar aboard... read more

Reviewed 3 weeks ago
brown11
,
Midland, Texas
Read all 73 reviews
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Grand Cayman's finest private sailing charter. Beautiful 45' Sailing catamaran and a 47’ power cat with plenty of space. The yachts offer 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” (12 reviews)
LOCATION
Cayman Yacht Club | Yacht Drive , Grand Cayman ., West Bay, Grand Cayman
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JPMiles / Payback Arrow
50
JPMiles / Payback Arrow
Reviews (73)
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All reviews
"captain jon"
in 12 reviews
"sailing catamaran"
in 4 reviews
"starfish point"
in 8 reviews
"stingray city"
in 15 reviews
"spent several days"
in 2 reviews
"big fun"
in 2 reviews
"rum point"
in 5 reviews
"day trip"
in 5 reviews
"snorkeling stops"
in 2 reviews
"great trip"
in 5 reviews
"grand cayman"
in 21 reviews
"private charter"
in 3 reviews
"great pictures"
in 3 reviews
"cayman islands"
in 5 reviews
"highlight of our trip"
in 3 reviews
"lion fish"
in 2 reviews
"marine life"
in 3 reviews
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1 - 10 of 73 reviews

Reviewed 1 week ago

We were 2 families with 4 teenage girls and 4 adults. Al was our Captain and Oscar our guide and they made a great team. Our 1st stop was Stingray City. Words cannot describe the experience, 50 or more Stingrays swimming all around us. Oscar...More

Thank Patricia T
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 3 weeks ago

Our family of 7 (5 adults one child) enjoyed a full day on the water with Capt. Al and Oscar aboard the Enchantress. We swam with stingrays, snorkeled the reef, paddle boarded, played with a subwing (amazing fun!!!) and saw the starfish at rum point....More

Thank brown11
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 26 March 2018

We spent a half-day with the team at Mainstay Sailing for snorkeling, swimming and sting rays while in Cayman for a family vacation. We had an excellent time and would highly recommend it. The boat was in immaculate condition. The crew was very friendly, engaging...More

Thank ckolton
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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Reviewed 25 January 2018

Capt Jon and is mate Andrew were first rate. We had a wonderful 4 hour charter from the Cayman Yacht Club to Rum Point, the mudslides don't disappoint, Stingray City where we swam with and fed the stingrays, then on to a snorkeling reef and...More

Thank Mark11746
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 23 January 2018 via mobile

My husband and I value the precious family time with have with our 2 daughters, 18 and away at college and 14 and in high school. This year we choose the Caymans for our family holiday. Day one was our sail day. I could not...More

Thank Ketchkelly
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 5 January 2018

Can't praise Tilly and JB enough for making this day so VERY special for all of us. It was by far the best day we had on our visit to Grand Cayman and we look forward to coming back not only because we loved GC...More

Thank Usa_ohioSbk
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
jonnoGrandCayman, Owner at Mainstay Sailing, responded to this reviewResponded 26 January 2018

Great response! Your best day is ours too. Thank you. Cheers, Jon.

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Reviewed 3 January 2018

We have done many day sailing trips throughout the Caribbean and Pacific. This was by far the best! Tille and JB did so much to make the trip meet our needs. They went above and beyond. We will treasure our memories of this trip. Starfish...More

Thank denverburkes
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 31 December 2017

We have been coming to Grand Cayman for many years during the Christmas holidays and recently had our 4th outing with Captain Jon which speaks to the quality of the experience that you will have. We have found it worth every penny to spend the...More

Thank WVEDTrvlr
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
jonnoGrandCayman, Owner at Mainstay Sailing, responded to this reviewResponded 26 January 2018

Hi WVEDTrvlr It doesn’t make it easy for me to figure out who you are with that Trippy name ! I’m guessing it’s Will-I-am ....not to blow your cover :) Anyway, cool review, thank you ....and may we have many more years of entertaining you...More

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Reviewed 29 December 2017 via mobile

We can’t say enough great things about our half day charter. We were three families and everyone had an incredible experience. The snorkeling was amazing. Kids had a blast. Could not have been a better experience. We look forward to chartering with them again!

Thank douglikestotravel
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
jonnoGrandCayman, Owner at Mainstay Sailing, responded to this reviewResponded 26 January 2018

Cheers Doug 🍻 If the kids are happy....Mum and Dad are very happy ! This seems to be our recipe for smooth sailing with my family as well :) Hope to see y’all next year. Jon

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Reviewed 30 November 2017

Went with Captain Tilly, JB with 13 family members during a Disney cruise stop in Grand Cayman and it was THE BEST DAY! The boat is spotless. The crew was delightful and so knowledgeable about the sites and marine life (sting rays and starfish, sea...More

Thank debbbiescreen
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
jonnoGrandCayman, Owner at Mainstay Sailing, responded to this reviewResponded 26 January 2018

Hi Debbie A wonderful review that we all appreciate so much. See you next visit.....nature willing. Cheers, Jon

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This response is the subjective opinion of the management representative and not of TripAdvisor LLC
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