Cayman Islands Sailing Charters
Cayman Islands Sailing Charters
Cayman Islands Sailing Charters
5
Scuba & Snorkelling • Boat Tours • Water Sports • Private Tours
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7:00 AM - 8:00 PM
Monday
7:00 AM - 8:00 PM
Tuesday
7:00 AM - 8:00 PM
Wednesday
7:00 AM - 8:00 PM
Thursday
7:00 AM - 8:00 PM
Friday
7:00 AM - 8:00 PM
Saturday
7:00 AM - 8:00 PM
Sunday
7:00 AM - 8:00 PM
Full view
About
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.
George Town, Cayman Islands
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Cayman Islands Sailing Charters
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Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
Popular mentions
5.0
92 reviews
Excellent
85
Very good
4
Average
0
Poor
1
Terrible
2
Leslie H
2 contributions
Mar 2023 • Family
Our family of six had a wonderful half day sailing/snorkeling trip with Captain Ben on his catamaran, Be Happy. It was incredibly relaxing taking in the beautiful sights, snorkeling near Rum Point and visiting Stingray City. Captain Ben is very knowledgeable and highly experienced. He easily maneuvered his catamaran into the perfect spot away from some larger groups. We learned about the beautiful stingrays and he showed us how to hold and feed them. He made sure we had a great time and we never felt rushed. I highly recommend this excursion!
Written March 19, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Bruce C
5 contributions
Mar 2023 • Friends
The trip across the ocean to stingray snd starfish island. Ben was a great captain of our catamaran! Always looking out for our safety, making sure we were having fun. He ordered us a wonderful lunch!
We even caught a fish!! Beautiful perfect day! Can’t wait to come back next year!
We even caught a fish!! Beautiful perfect day! Can’t wait to come back next year!
Written March 17, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Susie H
7 contributions
Mar 2023 • Family
My family did a half day private sailing trip (5 people) and it exceeded all our expectations. Our captain, Ben, was very helpful, relaxed, and knowledgeable. We were able to stop at stingray city, starfish point, and snorkel on a reef within our 4 hour trip. Even though we packed a lot in, it never felt rushed and we had plenty of time to enjoy each stop. We would definitely book this trip again and will recommend to friends and family in the future.
Written March 16, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
DMG0463
Peoria, IL68 contributions
Feb 2023 • Friends
We had a large group for a half-day sail during our cruise stop in Grand Cayman. We had such a great time! Captain Ben is the best and truly wants to make sure all have a great time. We loved starfish beach and stingray island. Ben was in the water educating us and making sure we all had interactions with the starfish and stingray. Our day was perfect - one of our favorite adventures! We will book this again with Captain Ben in the future.
Written March 5, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
SigM07
Sartell, MN1 contribution
Feb 2023
We booked a full day sail with Captain Ben and enjoyed our time with him (and Dana)! Our family of 8 (including 2 kids, ages 10 and 5) enjoyed this day-long adventure and all agreed it was the top highlight of our week-long stay in Grand Cayman! Ben is very hospitable and certainly knows his way around the waters of the Caribbean! We enjoyed our time so much we booked a bio-bay tour for later in the week (which was also AMAZING)! Highly recommend Captain Ben and Cayman Island Sailing Charters! You won't regret it!
Written February 26, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Antonia S
1 contribution
Feb 2023 • Family
We had a perfect day with captain Ben! We really loved the boat and Ben was an expert at navigating around the island. We had a lot of fun visiting the sites and hanging out with him! Thank you so much!
Written February 10, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Emily J
1 contribution
Jan 2023 • Family
Ben and Dana were great! Very personable and knowledgeable. They were very helpful with our little one as well (19 months). They helped get him in and out of the boat.
Written January 18, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Michelle L
Atlanta, GA3 contributions
Dec 2022
We booked a half day tour with Captain Ben and had a terrific time. We happened to be there when the water was a tad rough, but Captain Ben is very experienced and there were no issues. He clearly knows his way around the island and we appreciated how knowledgeable he was about the sea life and mangroves. What we enjoyed most was how accommodating Captain Ben was. He was very focused on making sure we all had a great time -- and we did! You'll enjoy the time you spend with Captain Ben! Go for it!
Written January 4, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
YoungAnglin
1 contribution
Nov 2022 • Couples
The best part is always a relaxing boat ride. Slow and steady.
The captain knows these waters and will not disappoint. Enjoy!
The captain knows these waters and will not disappoint. Enjoy!
Written November 30, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
GGG
1 contribution
Nov 2022 • Couples
What an experience!
I am resident here in Cayman and have done several boats (tours, private - the lot) but Ben and his gorgeous catamaran was such a great experience. All of the route and activities were planned around what we as a group wanted to do and he listened to what we had requested and really delivered! The boat was clean and tidy and Ben was such a great host. So good that we booked him again 2 days later!
There were 6 of us on the boat with PLENTY of room for more. BBQ on board, soft drinks - it completed my parents trip to Cayman.
Also, very good price in this competitive market!
Thanks Ben! Will be sure to see you again 😊
I am resident here in Cayman and have done several boats (tours, private - the lot) but Ben and his gorgeous catamaran was such a great experience. All of the route and activities were planned around what we as a group wanted to do and he listened to what we had requested and really delivered! The boat was clean and tidy and Ben was such a great host. So good that we booked him again 2 days later!
There were 6 of us on the boat with PLENTY of room for more. BBQ on board, soft drinks - it completed my parents trip to Cayman.
Also, very good price in this competitive market!
Thanks Ben! Will be sure to see you again 😊
Written November 30, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
No questions have been asked about this experience