We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Improve this listing
Sponsored by:
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
Sponsored by:
Get directions
Address: Cayman Yacht Club, West Bay, Grand Cayman
Phone Number: +1 345 927 1127
Website
Improve this listing
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.
read more

TripAdvisor Reviewer Highlights

Read all 23 reviews
Visitor rating
  • 23
    Excellent
  • 0
    Very good
  • 0
    Average
  • 0
    Poor
  • 0
    Terrible
A memorable custom sailing experience for a large family

Our family of 8 adults and 8 grandchildren chartered this catamaran, The Enchantress, for a 7-hour sail to celebrate a major wedding anniversary. Captain John and mate Oscar kept... read more

5 of 5 starsReviewed June 19, 2015
Carlton E
,
Austin, TX
Add Photo Write a Review

23 Reviews from our TripAdvisor Community

Rate and write a review
Roll over, then click to rate
  Click to rate
Date | Rating
  • English first
  • Any
English first
Austin, TX
Level Contributor
58 reviews
13 attraction reviews
common_n_attraction_reviews_1bd8 29 helpful votes
5 of 5 stars Reviewed June 19, 2015

Our family of 8 adults and 8 grandchildren chartered this catamaran, The Enchantress, for a 7-hour sail to celebrate a major wedding anniversary. Captain John and mate Oscar kept us all busy and entertained throughout. From 3 places to snorkel, a private stingray city side-trip (away from tourists), including reef-snorkeling, we had plenty of variety. They also gave us options,... More 

Was this review helpful? Yes 1
Michigan
1 review
5 of 5 stars Reviewed April 13, 2015

We booked mainstay based on the trip advisor reviews and we were not disappointed. Jon and Oscar were so welcoming and showed us a great day. We booked a full day and went snorkeling and swam with the stingrays when it was less crowded. We also had a great lunch at Kaibo. We had 8 adults and 9 kids. There... More 

Was this review helpful? Yes
Fairfax, Virginia
2 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed January 26, 2015

This was our family's second trip with Captain Jon and his crew. We booked a 1/2 day of fun the week of Christmas 2014. It was the BEST day of our Christmas vacation. The Enchantress is a beautifully maintained catamaran. Captain Jon and his crew took great care in making our trip comfortable and extremely memorable. We enjoyed chatting with... More 

Was this review helpful? Yes 1
Grand Cayman
1 review
5 of 5 stars Reviewed January 15, 2015

We chartered Mainstay on the 31st December 2014. I live in the Cayman Islands and had family visiting for Christmas and New Years so I really wanted to impress. Jon and his first mate Oscar did not let me down. Prompt to respond to all my questions, easy to book, great value, amazing client service. Champers was served promptly at... More 

Was this review helpful? Yes
Freehold, New Jersey
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed August 7, 2014

From the moment we contacted Jon everything went really well. Jon, Oscar and David made our whole day excursion extremely fun and entertaining. From stingray city to starfish point to snorkling, riding a wave runner, tubing and jumping off the boat and everything in between this day was great. Jon was a great captain and made sure that our entire... More 

Was this review helpful? Yes 1
Lee's Summit, Missouri
2 reviews
5 of 5 stars Reviewed August 5, 2014

From the start of our communication in Kansas City, Missouri I knew this was going to be an amazing experience. Jon gave us all the details of what was needed, and I knew it was going to be laid back and relaxing! He captained the boat with ease and told great stories while doing it. First Mate Oscar is a... More 

Was this review helpful? Yes
Charlotte, North Carolina
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed July 8, 2014

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 

Was this review helpful? Yes 1
Satellite Beach, Florida
Level Contributor
3 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 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 

Was this review helpful? Yes
Sheffield
Level Contributor
11 reviews
6 attraction reviews
common_n_attraction_reviews_1bd8 9 helpful votes
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.

Was this review helpful? Yes
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 

Was this review helpful? Yes

Travelers who viewed Mainstay Sailing also viewed

 
Grand Cayman, Cayman Islands
George Town, Grand Cayman
 

Been to Mainstay Sailing? Share your experiences!

Write a Review Add Photos & Videos

Is This Your TripAdvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing

Questions & Answers

Questions? Get answers from Mainstay Sailing staff and past visitors.
Posting guidelines
Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?