Global Catamaran Search



Stephen Estelle

We are Stephen (travelling sailor) and Estelle (sailing traveller). After building our first boat in a friend’s backyard, we set off to sail around the globe 20+ years ago. What started out as a hair-brained idea became our life and passion. Our first crossing set us on a path to discovering, learning, and enjoying extraordinary people and experiences.

Having met the challenges of over 50,000 ocean-going miles, we have tales of nooks and crannies of the world unseen by many. As qualified ASA captains and instructors, we have helped and guided many people to become competent sailors to go cruising on their own boats. We gladly share our knowledge from boat building to boat brokerage to running a yacht charter business or just cruising the oceans. Our objective is to help sailing enthusiasts find and purchase a cruising yacht that meets their needs and achieves their dreams. We are the number one go-to company for advise on catamarans and how to lower costs of ownership.

We are delighted to connect with the growing community of cruising couples and families. We love sharing our knowledge, gained from years as live-aboard sailors. Many of you who are in the planning and dreaming stages of cruising on a yacht can benefit from our experience. We hope you enjoy the website and find the information here useful.


 Charter Income & Tax Advantages

Because yacht ownership could be very be expensive, we are always looking for ways to offset the cost of yacht ownership. We have helped many of our owners, reduce the cost of ownership with charter income and tax advantages. Explore all the avenues here.

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Why catamaran

Catamarans: The Future Of Sailing?

This 137-year old concept, revived by the 2013 America's Cup and accelerated by limitless budgets and rapid innovation and technology, is propelling catamaran popularity into the general sailing community with spectacular speed. Nothing beats their comfort, speed and safety.

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Catamarans For Sale

How To Buy Your Catamaran

Our website is loaded with tips, guides and useful information for anyone looking to buy a catamaran. We offer expert analysis of the yacht's value based on configuration, location, cosmetics and overall current supply/demand for similar models.

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Insider list



Stephen Cockcroft of catamaran guru

Want To Find Your Dream Yacht and Get The Best Deal? Catamaran Guru Negotiates On Your Behalf At No Cost to You!

Call: 1 (804) 815-5054

Testimonials From Buyers

Buyers/Sellers Guide & Tips


Contact Us Today


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learn to sail

Catamaran Guru has teamed up with NauticEd, the most innovative and best sailing education governing body in the USA, to bring you the newest, fastest, and easiest way to learn to sail and qualify for chartering a boat on your own. This is a revolutionary way to get the skill sets needed to be the safest, most competent sailor possible. Once the NauticEd courses/clinics and Catamaran Guru practical training are completed and passed, your certificate and accomplishments will be recognized and respected worldwide. 

View all the NauticEd Sailing Courses now, two free online courses are waiting for you. At Catamaran Guru, we believe the NauticEd Catamaran Sailing Confidence Course online or via iPad is a must take.


Go To NauticEd >>


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CG 144x144Why Choose Us As Brokers?

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 ...because we practice what we preach!

Our "Dream Job" is also our "Dream Life"

Stephen and Estelle Cockcroft

 CG 144x144We have sailed 50,000+ blue water miles

CG 144x144Live-aboards for the past 22yrs and counting

CG 144x144Built our own boat and sailed to 46+ countries

CG 144x144Part-owned a catamaran manufacturing facility

CG 144x144Consulting with major catamaran manufacturers

CG 144x144We are the experts in our field 

CG 144x144We are passionate catamaran sailors, racers and voyagers. View Our Profiles>>

CG 144x144Learning Center & Seamanship

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We Don't Only Teach You Sailing Techniques.

We Teach You The Sailing Lifestyle!

Sailing School

We have been involved in sail training for ASA since 1996. Many of our graduates have successfully moved on to owning their own boats and are long term cruisers or charter boat owners, like Reg & Rita in this picture on their Prout 50 called R&R. 

The ASA sail training courses provide a good grounding for all new sailors and the weeklong live-aboard courses are invaluable for anyone who plan to own their own boat. We work with some of the best training facilities in the USA, Bahamas and Caribbean to provide top notch training. Learn to Sail>>

CG 144x144Testimonials From Our Clients

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We take pride in our happy clients and now, good

friends and fellow sailors!    -Stephen & Estelle

Lagoon 400

Alan R. Lagoon 400 "Rendezvous"

With Stephen's expert and patient assistance, I was able to move rapidly from just considering charter yacht purchase to now eagerly awaiting the imminent delivery to BVI of a new 2014 Lagoon 400 S2. His advice has been impeccable... Read More>>  

katloMackie & Kathy C. Lagoon 450 "Katlo"

Please let the email serve as a professional reference of the highest caliber for Stephen Cockcroft while functioning in the capacity of a yacht broker. My wife, Kathy, and I just recently purchased a new Lagoon 450 and were very impressed how Stephen managed the entire process. Read more>>

Read More Testimonials>>

Dream Yacht Charters

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