Barefoot Offshore Sailing School (BOSS)
Kingstown, St. Vincent and the Grenadines, Saint Vincent and the Grenadines (784) 456-9526

* The only ASA school in St Vincent & The Grenadines and the most active one in the Southern Caribbean – the school has been operating for more than 20 years

* Usually no more than 4 guests plus the Instructor

* Fantastic value – from $1,995 per person for a week, including food for most meals, Instructor, private cabin aboard a well-equipped yacht, fuel, ice and tank water

* Wide selection of yachts, both monohulls and catamarans, from 34 to 50 feet

* Family-owned business for 30 years – highly personalized service, many staff have been with us for 15, 20 or more years

* Two owners are on site and have 61 years combined experience in the Caribbean yacht charter business. Both have been cruising yacht owners

* One owner is a former America’s Cup Sailor and a professional racing yachtsman

* Five full-time Instructors with glowing testimonials

* Our own custom-built marina with ocean-view accommodation suites, restaurant, air-conditioned wine bar, water-sports centre, Wi-Fi, library, boutique, library

* Guests of all ages are welcome – we’ve had from 8 to 80 years old

* We will customize the courses to suit the requirements of the guests

* Plenty of leisure time programmed in to maximize enjoyment of one of the most beautiful cruising grounds in the world. The courses are run at the pace of the guests

* Courses run every week of the year – and up to 5 courses the same week

* Different courses offer itineraries for St Vincent and the Grenadines (101/103/104/114 courses), St Lucia to Grenada and St Lucia to St Maarten via the Windward and Leeward Islands (106 course) – you’ll visit a different island every day

* Courses are hands-on – no falling asleep behind a classroom desk – guests gain much on-the-water experience so the learning curve is steep.

* Very attractive last-minute discounts

We will tailor courses for those who wish and can do –

* Weekend courses

* Courses for as short or as long a time as the guests would like

* Hands-on experience for youngsters simply looking for sea-time and a learning experience

Our courses are better (we think) because –

* We are probably the best-priced in the Caribbean (able to do this because we have been in business a long time, own our own marina so are not paying high rent fees and passing it back to the customer, do high volume and have a very high repeat customer percentage)

* No classroom instruction – all is hands-on

* Small numbers of students – usually limited to no more than 4

* Courses operate every week of the year

* When you’re learning in a beautiful sailing environment and in a region with incredibly friendly people and stunning scenery both above and below water, it’s hard to look back on the experience as a learning experience only – it’s also an incredible vacation at the same time.

ASA Sailing Certification Courses Offered

ASA 101, Basic Keelboat Sailing
ASA 101, Basic Keelboat Sailing
Learn to skipper a 20' - 27' sloop-rigged keelboat by day, in light to moderate winds and sea conditions. Learn basic sailing terminology, parts and functions, helm commands, basic sail trim, points of sail, buoyage, seamanship and safety including basic navigation rules to avoid collisions and hazards.
ASA 103, Basic Coastal Cruising
ASA 103, Basic Coastal Cruising
Learn to skipper a sloop-rigged auxiliary powered 25'-35' keelboat by day in moderate winds and sea conditions. Learn cruising sailboat terminology, basic boat systems, auxiliary engine operation, docking procedures, intermediate sail trim, navigation rules, basic coastal navigation, anchoring, weather, safety and seamanship.
ASA 104, Bareboat Cruising
ASA 104, Bareboat Cruising
Learn how to sail a sloop-rigged, auxiliary powered 30'-45' sailboat during a multi-day cruise upon inland/coastal waters in moderate/heavy winds and sea conditions. Learn about provisioning, boat systems, auxiliary engines, advanced sail trim, coastal navigation, anchoring / mooring, docking, emergency operations, weather, and more.
ASA 106, Advanced Coastal Cruising
ASA 106, Advanced Coastal Cruising
Learn to safely act as skipper and crew of a sailing vessel about 30 to 50 feet in length in coastal and inland waters, in any conditions.
ASA 114, Cruising Catamaran
ASA 114, Cruising Catamaran
Learn to skipper an auxiliary-powered sailing cruising catamaran of approximately 30-45' feet in length during a multi-day liveaboard cruise upon inland or coastal waters in moderate to heavy winds (up to 30 knots) and sea conditions.

Other Services Offered

  • Women Only Courses
  • Couples Courses
  • Private Courses
  • Weekday Courses
  • Weekend Courses
  • Summer Camps for Kids
  • Vacation Charters

Sailing School Reviews / Testimonials

  • Hi Seth, I wanted to take a few minutes to acknowledge both Tony and Nancy for their amazing trip last week. The amount of knowledge, wisdom, and experience they imparted in your 101, 103 and 104 course exceeded all expectations. Although it is "..."

    Dave Johnson - ASA 104, Bareboat Cruising

  • Extremely enjoyable time - well organised, prepared and executed course. An outstanding instructor with experience he easily shares with his students. His friendly and easy-going attitude is greatly beneficial to all taking the course - THANK YOU!

    Witold Wyderko - ASA 106, Advanced Coastal Cruising

  • Nancy was a spectacular Instructor. I felt as though I was constantly learning in a safe and fun environment. She is incredibly knowledgeable and held each student to high standards that ensured a high level of learning.

    Michael Larcher - ASA 104, Bareboat Cruising

  • Happy, Happy, happy - great teachers, beyond all my expectations, dreams come true!

    Adrian Krey - ASA 114, Cruising Catamaran

  • Had an absolutely great time! Our Instructor made it fun and taught in a way that could be understood by anybody. Very informational, helpful and an all-round great trip - thank you!

    Lynn Gee - ASA 103, Basic Coastal Cruising

Contact Information

Barefoot Offshore Sailing School (BOSS)

Address Blue LagoonKingstown, St. Vincent and the GrenadinesSt Vincent & The Grenadines, West IndiesVCO 100Caribbean
Phone(784) 456-9526
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