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Cayman Islands Sailing Charters

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George Town, Grand Cayman
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About Cayman Islands Sailing Charters
Sail around the beautiful Cayman waters with Cayman Islands Sailing Charters. Offering luxury sailing trips aboard our 37' Catamaran. Visit Rum Point, Starfish Point, Stingray City or wherever you desire around Cayman. As our guest, enjoy your very own Captain taking you to wherever you choose. There is so much to take pleasure in and relax on your private sailing boat. Our boat is your boat.
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Cayman Islands Sailing Charters
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Amber wrote a review Mar 2020
1 contribution
Captain Ben was wonderful in all ways. He spoke with all members of my family often and ensured all of us had a wonderful time. We were able to choose where we wanted to go and he provided lots of info along the way. It was a wonderful way to spend the day together and we have memories that will last a lifetime !
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Date of experience: February 2020
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CherylJJ wrote a review Feb 2020
2 contributions
This full day sailing excursion was by far our favorite day of our Grand Cayman vacation! Ben was knowledgeable with so many interesting facts about the Islands. I would definitely suggest booking the full day sail so that you have plenty of time to just enjoy being on the water and see the many attractions Ben will sail you to (swim with the rays, starfish, snorkeling and more!) It was so amazing to have only our group of 6 on the boat with Ben. Hands down our favorite excursion and our favorite day!
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Date of experience: February 2020
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Kami C wrote a review Jan 2020
2 contributions
Tonight was the highlight of our trip! We chartered a catamaran for a sunset Cruise then on to the bioluminescent Bay. Swimming in it was the most amazing experience ever! It was like swimming in millions of glowing diamonds. I felt like I was Tinkerbell and spreading magic pixie fairy dust. I wish I could have captured it on video or film. The magic can never be explained unless you do it yourself. Captain Ben and Paul we amazing! They made us feel like the most important people in the island. They were knowledgeable and helped us have a safe and amazing experience. This was something I am so thankful I got to share with my family!!
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Date of experience: January 2020
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Randolph W wrote a review Jan 2020
Long Branch, New Jersey12 contributions1 helpful vote
Our family enjoyed a wonderful afternoon with Ben aboard Be Happy. Ben picked us up at Kaibo Yacht Club and we set sail to some deserted snorkeling spots that we shared only with the fish and stingrays. Ben fed them and we never lacked for company as we snorkeled the reefs. Our last stop was Stingray City after all the tour boats had left and our girls got to play with the rays by themselves. Our day ended with a lovely sunset sail back to Kaibo. We enjoyed a private day with just our family for only a little more then the cost of a tour boat with 50 other people. Ben and his crew were friendly and very competent and we highly recommend them.
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Date of experience: January 2020
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Lori M wrote a review Nov 2019
Altoona, Iowa2 contributions
Had an amazing time with Captain Ben and Rose. They were very accommodating (especially to our sea sick passenger!) and found all the great snorkeling sites for us to explore! Packed in 8 hours of fun that seemed to go by way too quickly. Thank you for an unforgettable experience!
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Date of experience: November 2019
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Response from Ben W, Owner at Cayman Islands Sailing Charters
Responded Nov 15, 2019
Hi Guys! Thank you for leaving this lovely review, it is always great to know our guests have enjoyed themselves. It was our absolute pleasure to host your group and we really enjoyed our day with you, the Eagle Rays in the mangroves are certainly something that I hope will stay with you all for a long time to come! Come back and visit us again soon, Ben & Rose
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