Offshore Odysseys is the management company, formed in 1999 to operate expeditions by sea. The Cabrinha Quest is the name of our collaborative expedition from 2012-2018 with Cabrinha Kites. The Ocean Odyssey is the name of the club that our members own.
15 Adventures, 10 days and 9 nights in length (unless otherwise posted) of kiting in paradise, sailing the unknown, surfing where none ever have before. See our schedule.

An expedition by sail is not an exact science, but the ways of ancient navigation still make sense today, and we’ve got almost 20 years of intimate experience of all the major ocean-routes. On the most basic level, we will usually be moving west with the wind. 5 months north of the equator (generally December-April) and 5 months south (June-October), with two months in between for transit, maintenance and crew leave. We start very generally by studying cyclone seasons, wind, currents, almanacs, pilot guides, cruising guides, etc. Then we take into account good places to lay the boat up for maintenance each year (cost and services). Then we start pencilling a route, doing more specific research by any means available on each location: anchorages, ports, provisioning, airports, previous experience, etc. Then we hand off the itinerary to your travel concierge who researches exactly when and how you can get out to and from the boat, which leads to inevitable tweaks in dates and locations. Once the dates and locations are hard-wired then the real research begins- we tap into local knowledge, other cruising reports, study the charts, Google Earth and surf reports for waves and other spots of interest. And of course- we rely on own past experience, which of course is known only to us!

Creating the itinerary is without doubt one of the most arduous and yet exciting elements of the expedition.

Very few of our trips will be oriented around those wanting to learn, because many places we ride are not suitable. You should be able to stay upwind before joining the expedition. We recommend taking at least a week long intensive course before joining. We nearly always have a professional on board for personal instruction at no additional cost. We will be operating wave clinics with video analysis and professional kiteboarding instructors on selected trips.
Absolutely. Many of our members and guests do not kite and there’s always plenty of opportunity for diving, surfing, paragliding, snorkeling, freediving, shore excursions, photography…
Cabrinha is our title sponsor and partner in the expedition. They supply all our kitesurfing gear. They are not involved with the ownership or operations of The Cabrinha Quest, but we work closely together to carry out both an enduring and awesome expedition as well as tackle our mutual environmental concerns relating to the Ocean ecosystem. Guests have access to all of the boat’s first-rate Cabrinha equipment, or you can bring your own.
A number of reasons: Charters are only offered in very confined regions- areas that are hardly “remote”; boats used in charter are equipped with the bare minimum of accoutrements, and maintained at a basic level; charter crews are not versed in kiteboarding and don’t know where to take their guests; our cuisine is world class…The list goes on and on. The Cabrinha Quest is an expedition to find the most remote and idyllic places to explore, sail, kite, surf, and SUP the world has to offer. We are a private boat, going to incredible places with an amazing group of passionate people. The Cabrinha Quest is absolutely a first-class operation, operated by the world’s foremost experts in ocean-based adventure travel. Charters are a small boat version of a cruise, which couldn’t be more different from how we operate. Ask anyone who has done both!

Memberships start at $ 13,800 USD to join and can be traded, sold, gifted or inherited*. This is a one-time fee. Annual fees start at $ 7000 USD. This covers all the operational expense of the yacht (crew salaries, maintenance, fuel, insurance, etc.). In addition there is a $ 50; per person, per day provisioning fee which covers all prepared cuisine (meals and snacks), and limited beer and table wine (we have a cash bar on board at our cost for additional purchase).

* Subject to restrictions, which are covered in our Membership contract.

We understand that things come up and making a long journey out to the boat is sometimes not possible. If you give us 180 days notice you can cancel and get a 100% refund of your annual fee. Inside of 180 days no cancellations are possible unless you have purchased one of our Flex Insurance options:

FLEX INSURANCE 1: Ocean members can pay an additional $5,500 up front and cancel 2 out of 5 years but have to do so on 90 days notice.

FLEX INSURANCE 2: Ocean members can pay an additional $4,000 up front and cancel 1 out of the 5 years but have to do so on 90 days notice.

We do not currently have Flex Insurance available for Celestial memberships.


Please refer the Membership contract for details.

At all times. A full comprehensive blue water plan covers the asset, crew, membership value, and our members. There is no personal liability in joining the expedition whatsoever. However, trip cancellation insurance and trip health insurance are highly recommended (we have a group plan that is very cheap for trip health insurance and trip cancellation insurance can be arranged through our agent).
We will circumnavigate the world over the course of six years, seeking the best spots for no less than ten months of each year. There will be an emphasis on the Pacific Ocean as the scope, wind, waves, underwater critters, and scenery are better there than anywhere else. Trust us! Our itinerary is developed 6 months in advance to allow members plenty of time for planning their trip.

The expedition lasts six years from our launch, planned for December 2018*. Membership will expire at the termination of the expedition. Flex Members are only obligated to pay annual fees for 3 years, full Members are only obligated to pay annual fees for 5 years (the 6th year is optional and you only take a trip that year if you want to). Members also always get first right of refusal on any open cabins or cancellations for just an additional annual fee.

*Subject to change

The Operator (Offshore Odysseys) is given first rights to buy out your membership(s) at market value. If the Operator does not want your membership(s), you are free to sell it/them on the open market. We expect membership values to increase as time goes by, but we cannot guarantee this.

Please see the Membership Levels page for the cost differences and structure of our memberships.

Our new “Flex” memberships have been created for those people who can’t commit to taking a trip every year. Our Flex Memberships give members the choice of a minimum of three trips- taken when your schedule allows and the itinerary suits. Flex Members have the same rights as full members to take additional trips if cabins are available (ie first right of refusal on cancellations), and have the same booking priority as full members.

Yes. As 1 membership represents 1 cabin and we have 3 guest cabins, you can purchase a CELESTIAL membership to book the boat privately each season and bring whomever you want.
Time requests will be submitted near the middle of the season for the next season’s sailing (April of each year) and all be handled on our Reservations page. Time can be swapped with other members. Our reservation points system ensures all members are treated equally in their trip choices over the span of the expedition.
It would be very unusual for a trip to have to be cancelled (we haven’t had a single cancellation, or delay in 20 years). In the unlikely event that we experience health issues with the crew, or we have a critical breakdown that cannot be repaired in time for sailing, your trip will be cancelled and rescheduled at a convenient time. We recommend trip insurance which covers cancellation.
Firstly, the Captain is trained in wilderness first response (basically, remote EMT) and we have a VERY comprehensive medical kit on board for most eventualities. However, if outside help is needed we have an on-call medical director (ER doctor) which we can contact anytime via satellite phone. We also have 24 hour broadband internet access. Travel insurance is a MUST and NEEDS to cover evacuation. This insurance is mandatory for all our members and we have our own group plan that costs just a few dollars a day.
Discovery will always sail with all 3 member cabins booked (there are 4 guest cabins on both vessels in the event we need the flexibility). Some members will want to have the yacht for themselves for a period of time. By selling memberships on a per cabin basis you have the added flexibility to trade time with other members so it will be possible to have the yacht exclusively one year and perhaps choose to sail with other members another year. Celestial members have the boat privately and can bring anyone they want.
As one membership equals one cabin, the easiest way to ensure you can bring others is to buy another membership. Short of this, we anticipate several members will not be able to take their trips for various reasons some years, in which case they would post their trip as available, and you could then buy that trip from them. If you have children that are under 15 years of age, you have to be a CELESTIAL member and have the boat privately to bring them as we have found younger kids may not be appreciated by other guests.
Offshore Odysseys will be in charge of all aspects of management, running the yacht and developing the yearly itinerary.
Crew will be under contract for the duration of the expedition and given ownership incentive to stay on board throughout the voyage. In the unlikely event that the crew leave the operation our CEO, Gavin McClurg will be immediately available to swoop in and save the day. Acceptable replacements will then be found in a timely manner.
No. Our insurance policy will have medical and third party liability coverage and as we are incorporated, you cannot be held liable for anything in relation to the operation of the yacht.
Absolutely. But please note that annual fees must be paid each year or the membership expires.
Yes, many. We can get you in touch with any of our owners that were with us for 5 years of The Best Odyssey immediately by phone or email or any of the current members in the Cabrinha Quest. We can also put you in touch with the CEO’s of any of our sponsors, or any of the dozens and dozens of people who have been out with us in the past 20 years.
You will be sent one upon acceptance of your application which spells out in detail all the responsibilities of the Operator (Offshore Odysseys) and User (you!).