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Cloud 9 Sailing Adventures

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Cloud 9 Sailing Adventures
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Traveler Overview
  • Excellent93%
  • Very good5%
  • Average1%
  • Poor1%
  • Terrible0%
Travelers talk about
“captain jason”(37 reviews)
“day sail”(34 reviews)
“st john”(23 reviews)
CLOUD 9 is a beautiful and spacious Beneteau Sailing Sloop. Sail through beautiful turquoise waters, pass many lush tropical outlying cays, majestic rocks and tranquil beaches. Have a drink, enjoy fabulous snorkeling, take a turn at the helm. Cloud...more
Suggested duration: More than 3 hours
Cruz Bay, St. John
+1 340-998-1940
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Reviews (210)
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All reviews captain jason day sail st john fun sailing great sail delicious lunch snorkeling spots next year highlight of our trip look forward clouds mate painkillers jost boat island helm
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1 - 10 of 210 reviews
Reviewed 2 days ago

Our family of nine did the sunset sail with Jason...couldn't be happier with our choice! It was an amazing evening, the only thing that would have made it better is if we could have kept it going all night!! Highly recommend Cloud 9 Sailing!!

Date of experience: March 2019
Thank Dpatterson59
Reviewed 1 week ago via mobile

Ok, what matters most to you? A fun sailing adventure? Great snorkeling? A beautiful sailboat? Heading out with a fun team? Sailing with a truly capable and experienced sailor at the helm? We find these all here with Jason and Cloud 9. Truly. We just...More

Date of experience: March 2019
Thank Jeff603
Reviewed 3 weeks ago

Been on a few St John sail trips before. This was by far the best. Intimate. Comfortable. Jason and crew were and are most excellent. Had great lunches and Cloud 9s, Jason’s version of a Painkiller. Great boat. Easy snorkel access off boat. We will...More

Date of experience: February 2019
Thank OldGuy1968
Reviewed 4 weeks ago

Captain Jason, Sally, and Kat were excellent hosts on Cloud 9. The snorkeling spots were outstanding, we had lunch from the Pizza Pi boat, and then we watched the sunset. Our group of 5 had a great time and we're glad we got to meet...More

Date of experience: January 2019
Reviewed January 21, 2019

Our group of 10 was very comfortable on the recently refitted Cloud 9. The snorkel locations we visited were better than some of the dive trips I booked the same week. The hospitality of the Captain Jason and his mate were unparalleled. Overall a very...More

Date of experience: December 2018
Thank Ed S
Reviewed January 14, 2019 via mobile

Captain Jason and crew delivered an outstanding day of sailing and snorkeling to our party of six. He even used his drone to locate the spotted eagle rays in Christmas cove. He also has a great presentation of his and his boats’ survival saga in...More

Date of experience: January 2019
1  Thank 469JamesH
Reviewed February 22, 2018 via mobile

Captain Jason and cloud 9 was the highlight of our trip - we did full day sail to Jost and felt like being with family Very knowledgeable was Megan and her 1st mate Marleigh Highly recommended for a sail

Date of experience: August 2017
Thank therealalbundy
Reviewed August 29, 2017

Captain Jason was a super host and provided my family with an experience of a lifetime. Great knowledge of the local snorkel areas, and was always there to make sure we had what we needed. He also makes a great rum drink!

Date of experience: August 2017
Thank TeamSMP
Reviewed August 11, 2017 via mobile

First off, I still cannot believe we were able to take this trip since it ended up being just my wife and I on the boat (yes, a private sail... but not at private sail cost). We had booked with a different company that cancelled...More

Date of experience: August 2017
3  Thank U5013IIdavidl
Reviewed July 15, 2017

What a terrific day we had. A small, friendly group to sail with and a great way to escape any crowds (there were several cruise ships scheduled to arrive on this day). We took our 14 year old with us who thoroughly enjoyed the sail...More

Date of experience: February 2017
Thank Claudia D
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Questions & Answers
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Carey M
June 3, 2016|
AnswerShow all 2 answers
Response from Jackaroni | Reviewed this property |
I can't tell you first hand. We have our timeshare the last 2 weeks of July, which is when the island is about to wind down before hurricane season (and is busy, but not crazy). Busy season is typically between November... More