Point Blue Sailing Charters

Point Blue Sailing Charters

Grand Cayman sailing charters

Our Boat Gaucho

Point Blue Sailing Charters and “Gaucho”. Gaucho is a 2009 Beneteau 46, fitted out to the highest standards with an array of extra amenities intended to make your day with us an experience in pampered comfort. Beneteau Oceanis boats are cruising yachts with contemporary design and features that focus on comfort and sail performance and are known for their quality and workmanship.

The boat was originally the model boat for a Beneteau dealership in the Dominican Republic prior to being purchased by Captain Dean in 2014. Captain Dean and mates sailed the boat from Boca Chica, Dominican Republic, back to the Cayman Islands in November 2014.

Captain Dean

Point Blue Sailing Charters and Captain Dean Watson. Dean has 10 years experience sailing Cayman waters. Having spent a lifetime in sports and recreation with a degree in leisure management, Captain Dean is a retired professional squash player who moved to Cayman in 2003 and spent nine years coaching squash and developing junior squash programmes in Cayman. Sailing quickly became a passion for Dean after buying a 30-foot cruiser for family sailing. While spending the last three years as a stay at home dad to three kids, Dean studied for the Yacht Master examinations through the Royal Yachting Association and has spent many days on Cayman waters, as well as blue water sailing voyages across the Caribbean as crew and as captain.

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Grand Cayman sailing charters


Please read some of the testimonials from our happy customers.

We had a great afternoon out sailing with Captain Dean, highly recommended for family and friends visiting!

Alicia Proud
Returning Guest

We had an amazing time with point blue sailing. They thought of everything and were an absolute delight! Can't wait to return.

Tania Lynn
Returning Guest

Thank you for our wonderful trip out! What a fabulous experience kids and adults had a ball!!

Lindsay M Huskisson
First Time Guest