Welcome to Barefoot Offshore Sailing School!

We are your one stop spot for all you Sailing School needs!

Our weeklong live-aboard learning vacations give students hands-on experience while exploring the exotic islands of the Grenadines. We offer beginning, advanced and catamaran courses that teach you what you need to know to charter your own yacht anywhere in the world.

In the beginning course, with pre-study and a desire to learn, students can achieve bareboat charter certification in just one week.  We limit course size to four to five single students, three couples or a mix between and one instructor as you live aboard a beautiful 40 to 50 foot yacht.

Celebrating 20 Years of B.O.S.S

This year we are celebrating our 20th year as the Barefoot Offshore Sailing School! What an amazing journey it has been. As we strive forward into the future, our goal is to continue providing the best ASA sailing school learning experiences and adventures to new and old sailors! Come join us for some fun in the sun and learn the ropes with us!


Basic Sailing to Bareboat Charter Certification Learn-n-Cruise in the Grenadines

(ASA 101, 103, & 104). No prerequisites. We will start with the basics and work our way through Bareboat Charter Certification. This will qualify you to charter or skipper a boat of your own anywhere in the world.

Cruising Catamaran Learn-n-Cruise

(Includes ASA 101, 103, 104 & 114) There are no prerequisites required for this class. Just like in the Basic Learn-n-Cruise course, we will start out with the basics and take you all the way through Bareboat Charter Certification, the difference this time is that we will be doing it on a 38 to 45 foot Cruising Catamaran. In addition to Bareboat Charter Certification you can also earn your Cruising Catamaran Sailing Certification.

Advanced Coastal Cruising Learn-n-Cruise

(ASA 105 & 106) If you already have earned your ASA Bareboat Chartering Certification and are interested in furthering your sailing skills, ASA Coastal Navigation and Advanced Coastal Cruising is a great place to start. This class will include night sails between several of the Windward Islands with warm winds and beautiful stars to guide our way. Prerequisite: Bareboat Charter Certification plus some cruising experience.

Sailing with Barefoot Yacht Charters

Experience St Vincent and the Grenadines!

We are great at what we do

Barefoot Offshore is the longest established sailing school in the Windward Islands and is proud to say that we have been here for the past 20 years! We know how to teach sailing and how to have an amazing experience at the same time. We invite you to come join us and learn how to sail the “Barefoot way” while gaining you official ASA certificates.

Our specialization

ASA Certified Sailing School
Yacht Charter and Marine Centre
Yacht Management Services
Crewed Yacht Charters

Barefoot Offshore Courses

  • The Barefoot Navigator

    Barefoot Offshore Sailing School is pleased to announce the first-ever course on barefoot navigation, the use of no-tech and low-tech techniques for wayfinding at sea. Designed by author and veteran sailor Jack Lagan exclusively for BOSS the course will be suitable for beginners as well as ASA- or RSA-qualified navigators. The Barefoot Navigation course will consist of two parts: downloadable materials for pre-study; and one week of practical tuition on board a 40-50 foot vessel (dependant on class size) in the tropical waters of St Vincent and the Grenadines.

  • B.O.S.S Diesel Engine Course

    Through this intensive 2 hour training course, participants will gain essential knowledge into the workings of a diesel engines and most common issues and solutions. You will learn how to properly take care of their diesel engine with safety as the priority. Upon completion, you will be able to diagnose and problem solve the most common issues that occur while out on charter, giving peace of mind while out on the water. True freedom comes when we know we can deal with all aspects of our vessel and in a safe and proper manner. BOSS’s Diesel Engine course provides this freedom.

  • B.O.S.S Rig Tune Course

    Through this course participants will learn how to correctly tune the rig on a yacht, assuring that your mast is set up safely and correctly for the sailing conditions you are going to experience. This course will not only teach you how to tune the rig, it will also teach how to identify any issues or problems with the rig prior to heading out and how to correct them.

Testimonials from some of our Barefoot Offshore Sailing Schools

Doralene Deokielal

“Our Instructor was great, he was firm and patient and absolutely amazing. He built my confidence and strengthened my weaknesses”

Doralene Deokielal17th-23rd July 2016, on "LA MOUETTE"
 Louis Jensen

“Extremely pleased with the entire experience, we learned a great deal and had a terrific time in the process”

Louis Jensen 10th – 16th July, 2016 on "TARSHA"
Erika Stewart

“Overall it was a really awesome week. Mike was an excellent instructor. I always felt safe and learnt a lot.”

Erika Stewart3rd - 9th July, 2016 on "SATYRUS"
David McPhee

“Chris was an excellent instructor, fun to be with and always teaching!” ,

David McPhee19th – 26th June 2016, on "INORDINATE"

Click here to add your own text