Sailings & Services

Sailings and Services Offered by Two Can Sail

These offerings are designed to guide you through the 5 Step Plan to reach enjoying sunsets on your own cruising boat! Each program or service addresses a different Step in the Plan, tailored and focused on the unique aspects of cruising as a couple. See below for an overview of each sailing or service and click on its button on the left for details of the offering.

Learn how to take the drama out of your dream from choosing the right boat to sailing away together in harmony! Our Couples Cruising Seminar gives you the tools and perspectives you need as a couple to safely pursue the cruising lifestyle.

See if the cruising lifestyle is for you while learning at whatever pace suits you both. Choose from sailings in some of the finest cruising grounds in the world.

Tired of heeling, why not try the live aboard life on a Catamaran. Choose from various different layouts and boat on a variety of breathtaking tropical island adventures.

We have Captained more than 240 different model boats both monohull and catamaran from sixteen to eighty five feet so the chances are good we have spent real sea time on the vessel you are looking for. We can help you sort out all the different styles and rigs to find the one that matches your tastes, and then help guide you through the process.

We have retired from Marine Surveying, however, we can help you find good surveyors in your area!


Personal and/or Voyaging
Learn Your Boat with customized training specific to tailored to your needs. Sail handling, docking, anchoring, systems operation, systems maintenance, equipment selection and much more. Often done while sailing your new boat to its new home.