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
Sherry C.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Beyond extraordinary!

VERIFIED   NEW  4 Hour โ€“ Adventure Charter (9AM) on August 18, 2026
10 plus recommend this boat captain and crew! Capt Dean and Dulian are seriously the best! From the minute they...
Sherry C. recommends Point Blue Sailing โ€“ Sensible
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Michelle C.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Perfect Wedding Guest Activity

VERIFIED   4 Hour โ€“ Private Charter (2PM) on April 4, 2026
We went out with Captain Luke for an excursion for 30 of our wedding guests and everything waa flawless. Easy to find the location,...
Michelle C. recommends Point Blue Sailing โ€“ Jade
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Kirk C.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great day on the water

VERIFIED   4 Hour โ€“ Private Charter (9AM) on March 29, 2026
Smooth sailing!!!ย  ย  Boat was great.ย  Held all 16 people in my party.ย  All adults.ย  Sailed around.ย  Did some swimming...
Kirk C. recommends Point Blue Sailing โ€“ Jade
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May K.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great trip

VERIFIED   4 Hour โ€“ Private Charter (9AM) on March 30, 2026
Captain Dean and his first mate were amazing. They were very accommodating, the boat was immaculate. The kids all had a lot...
May K. recommends Point Blue Sailing โ€“ Jade
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Kaley H.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Wonderful Experience

VERIFIED   4 Hour โ€“ Private Charter (2PM) on February 11, 2026
Our family had an amazing time on our catamaran trip. The boat was beautiful, the captain/crew were very knowledgeable and...
Kaley H. recommends Point Blue Sailing โ€“ Jade
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