Charter Operator
Point Blue Sailing

Member since December 2024 George Town, Cayman Islands
Background
With over 15 years of experience in the Cayman Islands and 20 years of sailing expertise, Captain Dean is passionate about delivering unforgettable sailing adventures. Having sailed over 25,000 offshore miles, including an impressive 28-day journey from China to Seattle, Captain Dean's extensive knowledge of the sea ensures a safe and memorable experience. As the owner of four sailing vessels throughout his career, Captain Dean now leads Point Blue Sailing, offering private, customizable charters aboard luxury catamarans or monohull sailboats. From thrilling blue water sailing outside Grand Cayman's reefs to leisurely cruises in the North Sound, guests can enjoy top snorkeling spots like Stingray City or relax with lunch or dinner at exclusive venues. Captain Dean's dedication to exceptional service makes every trip a unique and personalized adventure.
Techniques
Sailing, pure relaxation, Snorkelling the barrier reef, visit the world famous Stingray city sandbar and Starfish point. Other options visiting Kaibo beach bar & restaurant.

Hey, we're Point Blue Sailing

George Town, Cayman Islands
Background
With over 15 years of experience in the Cayman Islands and 20 years of sailing expertise, Captain Dean is passionate about delivering unforgettable sailing adventures. Having sailed over 25,000 offshore miles, including an impressive 28-day journey from China to Seattle, Captain Dean's extensive knowledge of the sea ensures a safe and memorable experience. As the owner of four sailing vessels throughout his career, Captain Dean now leads Point Blue Sailing, offering private, customizable charters aboard luxury catamarans or monohull sailboats. From thrilling blue water sailing outside Grand Cayman's reefs to leisurely cruises in the North Sound, guests can enjoy top snorkeling spots like Stingray City or relax with lunch or dinner at exclusive venues. Captain Dean's dedication to exceptional service makes every trip a unique and personalized adventure.
Techniques
Sailing, pure relaxation, Snorkelling the barrier reef, visit the world famous Stingray city sandbar and Starfish point. Other options visiting Kaibo beach bar & restaurant.

My Listings

Excellent
4.9 / 5
(12 reviews)
George Town
trips from US $2,000
Excellent
5.0 / 5
(3 reviews)
George Town
trips from US $1,500

Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 15 reviews
Boat
Excellent
5.0 / 5
Crew
Excellent
4.9 / 5
Experience
Excellent
4.9 / 5
Photos & videos by reviewers (10)
Beyond extraordinary!
Beyond extraordinary!
Beyond extraordinary!
+7
Customer rating
12
1
0
0
0
Customers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
87%
Appropriate for children
100%
Satisfied with the boat
100%
Sort by:
Featured  
Showing:
5 of 15 reviews
Karen S.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Wonderful boat & crew!

VERIFIED   4 Hour โ€“ Private Charter (2PM) on July 13, 2026
We had a wonderful boat experience!ย  The boat was beautiful & spacious for our group of 22.ย  Alex & Ben were great!
Karen S. recommends Point Blue Sailing โ€“ Jade
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Tanya V.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Wonderful trip

VERIFIED   4 Hour โ€“ Private Charter (9AM) on April 11, 2026
Our family of 10 had a wonderful excursion that was perfextly tailored for us. Highly recommend.
Tanya V. recommends Point Blue Sailing โ€“ Jade
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Jason G.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Cayman's finest

VERIFIED   4 Hour โ€“ Private Charter (2PM) on January 18, 2026
Spencer and Jasper were awesome getting us to the best spots and making sure we didnโ€™t miss anything underwater for our snorkeling...
Jason G. recommends Point Blue Sailing โ€“ Jade
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Mary M.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Wonderful!

VERIFIED   Special 4 hour trip for mary martin on July 14, 2026
Great crew and great time!
Mary M. recommends Point Blue Sailing โ€“ Jade
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David S.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

One of the best anywhere

VERIFIED   4 Hour โ€“ Private Charter (9AM) on January 28, 2026
boat was extremely clean, crew were fun, attentive and knowledgeable. i have probably been on over 60 catamaran cruises (Private)...
David S. recommends Point Blue Sailing โ€“ Jade
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You and 1 other person found this review helpful
David S. recommends Point Blue Sailing โ€“ Jade
Mark review as helpful
1 person finds this review helpful
You and 1 other person found this review helpful