Barefoot Offshore Sailing School

Barefoot Offshore Sailing School is your source for excellent ASA sailing instruction in the heart of the best sailing destination in the world - The Grenadines!!!

We are the leading American Sailing Association (ASA) Sailing School in the Caribbean. BOSS is located on the Caribbean islands of St Vincent and the Grenadines.

Operating as usual 24/11/2020

News Archives | Barefoot Yacht Charters

Virgin Atlantic has announced that it will launch direct flights from London Heathrow to St Vincent from June 2021
Tickets will go on sale on November 24, 2020🎉

The twice-weekly service will mark the first direct flight from Europe to the Caribbean island👍🏼 News Virgin Atlantic – Direct flights from London Heathrow to St Vincent Virgin Atlantic has announced that it will launch direct flights from London Heathrow to St Vincent from June 2021. The twice-weekly service will mark the first direct flight from Europe to the Caribbean island, and will be o...


Ocean getting a handle on things Sailing Sonder


Live in the Sunshine.
Swim In the Sea.
Drink the Wild Air.


We are thrilled to announce that St Vincent and the Grenadines ranked #2 for the Caribbean Islands in the Condé Nast Reader’s Choice Awards for The Best Islands in the World: 2020!
Following closely behind the beautiful St Barths #1 by just 36 votes and in front of our other stunning sister island in the Lesser Antilles, Anguilla #3.
Click here to read the Reader's Choice Awards with their picks of all the Best Islands In the World


Learn. Sail. Play.

#grenadines #learntosail


Tag the friend you would take sailing!

Name the friend you would like take sailing below ! #thebarefootlifestyle #grenadines #yachtcharter


What is your sailing dream? #learntosail #adventure #thebarefootlifestyle


Join us as we bring paradise to your home, starting this week! With many of us staying safely in the comfort of our homes at this time, we thought we could provide you with some inspiration, island visuals and fun resources to help keep you feeling good. Click here to dive in!


St Vincent & The Grenadines from the air

An uplifting tour of St Vincent and the Grenadines from the air.


A message to you from the Barefoot team ⚓️


A fun week at the Miami Boat Show! #miamiboatshow #barefootsailingschool #lagooncatamarans #spinlock


Happy New Year to you all! Wishing you a wonderful 2020 filled with sunset skies, smooth sailing and happy times #2020 #nye2019 #sailing #grenadines #thebarefootlifestyle


On this special day, we would like to wish all of our Barefoot Family health, happiness and beautiful sailing in the coming year. Merry Christmas, from our family to yours! 13/12/2019

Specials | Barefoot Yacht Charters

Good news! If you have been dreaming of sunshine and Island Iife these holidays, there are still a few remaining slots to join us for Christmas or the New Year! Check out our last minute specials here Let’s get you on the water at the best possible price! High season, bareboat catamarans and monohulls at low-season pricing until December 22. Fill out the form below and one of our Barefoot Yachts travel experts will be in touch to help craft the perfect holiday experience on the crystal clear, t...


Viewfinder’s view from the top! #arc2019 #barefootyachts #transatlantic #thebarefootlifestyle


Barefoot Offshore Sailing School Welcomes the ARC+ racers to St Vincent

Atlantic Rally for Cruisers are part of the World Cruising Club and take part in an annual sail across the Atlantic. Begin your sailing lessons now in preparation to a possible crew spot in next years event.
Fair Winds and Following seas!


After her exciting visit to the Annapolis boat show, Sonder left Annapolis MD on Saturday 10/19 and had a nice sail to Norfolk Va.

There she picked up her crew on Sunday and headed out to sea that late afternoon for her journey to St. Vincent.

She was greeted by 10 - 12 ft seas and 18 - 20 knots wind average. Sailing at an average of 10 knots for the day but at times hitting up to 17 knots (sailing with 3rd reef).

Monday brought Sonder a lot of showers and cloudy skies with similar seas and wind speed. A peak of sunshine provided an amazing view of a rainbow.

Tuesday morning the winds became calm and died off early morning. Sonder was able to hoist an use her screecher for the first time.

What a beautiful sail!


The Pink Parrot is ready for the start of the ARC 2019 (Atlantic Rally for Cruisers) Follow her and her crew here on the Barefoot Offshore Sailing School page as they cross the Atlantic Ocean from the Canaries to the Caribbean.

The Pink Parrot joining Atlantic Rally for Cruisers👏🏼
Route: Las Palmas- Cape Verde- St Lucia in the Caribbean🌴
There is room for one more crew member for the Atlantic rally for cruisers {ARC plus via Cape Verde)
Note: This must be a lady due to sharing of cabins👍🏼
The yacht is a Bavaria 45 Cruiser⛵️🤩
Send PM for more information😉
Attendance in Palmas November 3, 2019


Det er plass til en stk dame på Atlanterhavs kryssing {ARC plus via Cape Verde) Båten er en Bavaria 45 Cruiser⛵️🤩
Send PM for mer informasjon😉
NB Oppmøte i Las Palmas 3 November 2019.


Your playground awaits...


Excitement brews with only 1 day to go! Come and see us on board the 4 cabin SEAWIND catamaran “Sonder” at the Annapolis Boat Show this week 😀 #unitedstatessailboatshow #barefootyachtcharters #caribbean #yachtcharter


Today is the last day to share your favourite knot with us for a copy of our Knot Tying Guide! If you haven’t already told us your favourite knot, type it into the comments below and we will send you a copy when it’s released this week #barefootoffshore #learntosail #grenadines #sailingknots


Anyone can learn to sail!


Recapping the day’s learnings...


Name your favourite knot in the comments below for a free copy of our knot tying guide!


I Wish I was a Pirate

The walls of my cubicle are closing in,
The boss demands too much of my time.
I need to get my life back again.
Living this way ain’t worth a dime.

I wish I was a pirate.
I’d never have to answer to anyone.
Sailing the sea, just my baby and me,
In the sweet Caribbean sun.
I wish I was a pirate.

No pillaging or plundering would I do.
I’d just sail the seven seas.
A freedom experienced by so few,
Just doin’ whatever I please.

I wish I was a pirate,
In the islands having fun.
Sailing the sea, just my baby and me,
In the warm Caribbean sun
I wish I was a pirate.

Dancing to the rhythm of the steel pan drum,
It’s like a carnival every day.
Blenders are stirring up drinks of rum
While all of the people play

I wish I was a pirate,
Nothing else could feel so right.
Sailing the sea, just my baby and me,
Darlin’ come with me tonight.
I wish we could be pirates.

Now I don’t want to hurt a soul.
I would never ever steal a thing.
I just want to regain control
And hold my life by a string.

I wish I was a pirate,
Nothing else could feel so right.
Sailing the sea, just my baby and me,
Darlin’ come with me tonight.
I wish we could be pirates.

By Bob Simpson


71 % of the world is covered by water. Make the ocean your new playground by joining one of our learn and cruise sailing schools in the Grenadines this winter when we share our waters with the gentle giant humpback and s***m whales #onlyasailorknowsthefeeling #BOSS #learnandcruise #thegrenadines #barefoot


Its break time! Where to next?


A catamaran can be a great option for a sailing vacation providing you are competent in the handling of one. This is not something you want to learn as you go. They are not like the monohulls you grew up on. Get you ASA 114 catamaran endorsement or your Sail Canada Catamaran endorsement at Barefoot Offshore Sailing School where you will learn all the tricks to taming the "cats".


Your class room is waiting.
Learn "hands on" while you cruise with Barefoot Offshore Sailing School.
#onlyasailorknowsthefeeling #sailingschool #grenadines


It's all about style in this Barefoot Offshore Sailing School tradition as students who have passed the ASA 104 or Sail Canada intermediate courses take a plunge into the beautiful Grenadine waters, introducing themselves to King Neptune, and surfacing as captains.


Prepare for your new Seawind cat on a Seawind cat, try before you buy or just brush-up on your skills. Available for ASA and Sail Canada private schools starting in October 2019. Sail fast, live comfortable. #sailfastlivecomfortable.


To all the Fathers who go farther. Happy Father's Day ! 29/05/2019

11 Great Reasons to Visit St. Vincent and the Grenadines Need to get away from it all? Here’s why St. Vincent and the Grenadines is the best sun destination you’ve never heard of. 20/05/2019

ASA 101-104 June 23-29 | Barefoot Offshore Sailing School The Basic Learn-’N-Cruise (LNC) covers the ASA 101, 103 and 104 certifications, the 104 being recognised by charter companies around the world as a Captain’s Licence. 09/05/2019

Barefoot Offshore Sailing School (@BOSSCaribbean) | Twitter

Check us out on Twitter - @BOSSCaribbean The latest Tweets from Barefoot Offshore Sailing School (@BOSSCaribbean): "BOSS SPECIAL, SUMMER IS FOR FAMILY - Take advantage of lower cost airfares and boat prices at Barefoot Yacht Charters and Barefoot Offshore Sailing School this summer and bring the whole family on the adventure of a lifetime!...

Videos (show all)

St Vincent & The Grenadines from the air
Barefoot Offshore Sailing School Welcomes the ARC+ racers to St Vincent
Walk up Petit Tabac
Basic Learn N Cruise in the Grenadines
Ondercins, Catweazle and Markus on the way back from Bequia to St. Vincent.  Yowzer!
Amy - taking us home.
TAKE THE BAREFOOT TOE TYING BOWLINE CHALLENGESend us your videos and we'll pick a winner!!!!
Class of March 31 - April 6  Yann and Laura from France certified to ASA level 101, Kent and Cory from Los Angeles gaine...
Congratulations 'Gumby'; Randal Coburn and 'Joe Cool' Larry Coburn on passing your 104 Bareboat Skipper Sailing Course. ...
"A hard day's night" I told you I was putting you on facebook Karen
Chicks moving into the Driftwood at Barefoot
The Rizzo family in action




Sailing School, ASA and Sail Canada. Learn and cruise, Yacht charters



Blue Lagoon

General information

BAREFOOT OFFSHORE SAILING SCHOOL, St Vincent's premier sailing school, is owned and operated by the Barnard family who have been sailing the waters of the Grenadines for 7 generations. This background gives us the distinct and unusual advantage of insight and local knowledge that most charter companies, no matter how experienced, simply cannot offer.

Opening Hours

Monday 09:00 - 16:00
Tuesday 08:00 - 16:00
Wednesday 08:00 - 16:00
Thursday 08:00 - 16:00
Friday 08:00 - 16:00
Saturday 09:00 - 16:00
Sunday 09:00 - 16:00
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