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.

Mainstay Sailing

Address: Cayman Yacht Club, West Bay, Grand Cayman
Phone Number: +1 345 927 1127
Website
Improve this listing
100%
Type: Boat tours, Boat Tours & Water Sports
Owner description: Grand Cayman's finest private sailing charter.A beautiful 45' catamaran with plenty of space for up...
More attraction details
Attraction details
Type: Boat tours, Boat Tours & Water Sports
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.
Write a Review

21 reviews from our community

Visitor rating
    21
    0
    0
    0
    0
Date | Rating
  • English first
  • Any
English first
Fairfax, Virginia
2 reviews
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
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
1 helpful vote 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
Reviewer
3 reviews 3 reviews
1 helpful vote 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
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 

Was this review helpful? Yes
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.

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
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 

Was this review helpful? Yes 1
Top Contributor
137 reviews 137 reviews
29 attraction reviews
54 helpful votes 54 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 

Was this review helpful? Yes

Travelers who viewed Mainstay Sailing also viewed

George Town, Grand Cayman
Seven Mile Beach, Grand Cayman
 
Grand Cayman, Cayman Islands
Grand Cayman, Cayman Islands
 

Been to Mainstay Sailing? Share your experiences!

Write a Review Add Photos & Videos

Owners: What's your side of the story?

Register now for free — and start getting automatic notification of new reviews, responding to traveler feedback, adding new photos to your listing and much more.

Manage 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?