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Cloud 9 Sailing Adventures

#15 of 39 Tours in Cruz Bay
Certificate of Excellence
Features Animals
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Address: Cruz Bay, St. John
Phone Number:
+1 340-998-1940
Recommended length of visit: More than 3 hours

CLOUD 9 is a beautiful and spacious Beneteau Sailing Sloop. Sail through...

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 9 offers a variety of trips. Choose a half day or full day sailing trip, enjoy a snorkel stop, relax on a romantic sunset sail, visit the world famous beaches and bars on Jost Van Dyke or customize your own private charter. Plus, Cloud 9 is the only day sail charter boat in St. John that now offers Scuba Diving! All of our trips depart from Cruz Bay, St. John, USVI. Cloud 9 features comfortable seating in our shaded cockpit, a spacious deck for those who like to sit in the sun and have some fun. We have a swim platform for easy access to the water. Cloud 9 has snorkel gear on board for our guest to use, a fresh water rinse and a full bathroom below deck.Choose a trip on Cloud 9 for one of the highlights of your vacation. Visit our website to make an advance booking.

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TripAdvisor Reviewer Highlights

Read all 195 reviews
Visitor rating
  • 177
  • 11
    Very good
  • 4
  • 3
  • 0
Sunset Sail

We had a wonderful sailing experience with our family on a sunset sail on Cloud 9.The owner Jason and his crew were extremely accommodating. The boat is beautiful and being able... read more

Reviewed 3 weeks ago
Colleen B
Peru, Vermont
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195 Reviews from our TripAdvisor Community

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Showing 195: English reviews
Peru, Vermont
Level Contributor
3 reviews
Reviewed 3 weeks ago

We had a wonderful sailing experience with our family on a sunset sail on Cloud 9.The owner Jason and his crew were extremely accommodating. The boat is beautiful and being able to view the islands from the water made for some amazing photos. Next time we will book a full day sail with Cloud 9.

Thank Colleen B
A TripAdvisor Member
Reviewed 4 weeks ago via mobile

The highlight of our trip to Caneel Bay! Jason and Megan were awesome guides. The snorkeling was great- took us to 3 terrific sites with varied attractions. The boat was clean, food was delicious, drinks were too good. Captain Jason and Megan were very knowledgeable of the fish and gave interesting historical info about the islands. Highly recommend this trip!... More 

Thank A TripAdvisor Member
Fort Lauderdale, Florida
Level Contributor
72 reviews
26 attraction reviews
common_n_attraction_reviews_1bd8 72 helpful votes
Reviewed 21 February 2017

on the smaller of the two boats with the same name...i think...we went with one other couple who were delightful. Al and Megan were terrific. They took us to Lovango for the first snorkel and this was a great spot for the largest variety of fish I've ever seen. We dive all over the world, and this was a great... More 

Thank tyler g
Hilton Head, South Carolina
2 reviews
Reviewed 10 January 2017

We had a wonderful afternoon aboard Cloud 9 with Jason and Megan, our captain and crew. We sailed rather than motored to our snorkeling destination to a spot off the beaten track. The reef was beautiful and teaming with fish: trumpet, parrot, and file fish to name a few. We highly recommend Cloud 9 for an intimate experience in St... More 

Thank Frances W
Haymarket, Virginia
1 review
Reviewed 5 January 2017

We just got home from a week in St. John. We had scheduled a half day sailing trip with Cloud 9 on our last day there. We had a blast. Darrius and Ally were our captain and first mate. They were so knowledgable (both certified sailing instructors with tons of knowledge about the St. John area), customer focused, and fun.... More 

Thank WindsweptFarmVA
Washington DC, District of Columbia
2 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
Reviewed 5 January 2017

My sisters and I took a three hour sailing excursion with Darrius and Ally. We had such a great, relaxing time. Darrius and Ally are incredibly knowledgeable of sailing (both captains and both instructors). I highly recommend taking an excursion with them. Best thing we did!!!

Thank ljbrown2
Level Contributor
4 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
Reviewed 28 December 2016 via mobile

Went out with Captain Jason and Mate Megan on December 24th. What a great day! We had a special location request which they delivered perfectly. Thanks too you both, our trip is complete!

Thank Hobber1
northbrook, illinois
Level Contributor
12 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 13 helpful votes
Reviewed 2 December 2016

Snorkeled with Captain Jason & 1st Mate Megan 11/24/16. He is extremely knowledgeable of local conditions and told us we couldn't go to where I was originally advised (Henley Cay) due to strong currents, time of day ebb tide, & strong winds. Instead he took us to the lee of another island (Lovango Cay) where the snorkeling was great. Calm,... More 

Thank flamingokid
Level Contributor
57 reviews
20 attraction reviews
common_n_attraction_reviews_1bd8 27 helpful votes
Reviewed 1 December 2016 via mobile

It's so hard to pick a boat in St John. But this group with Jason is a great group. For a sail boat it's fast yet relaxing. Many other boats cram you in but not Cloud 9. This boat really sails. I mean many just use their engines to move with a sail up for looks only not these guys.... More 

Thank Kris D
Connecticut, USA
Level Contributor
14 reviews
common_n_attraction_reviews_1bd8 21 helpful votes
Reviewed 24 November 2016

We rented the boat for an afternoon and sunset cruise. Captain Jason and first mate, Dolci, were great hosts and took excellent care of the 10 of us. The snorkeling was amazing where we sailed to and we had the entire reef to ourselves. We moved on to another location with turtles and stingrays and a variety of other fish.... More 

2 Thank MeadowLG

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Detroit, Michigan
10 months ago

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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?