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ASA Sailing Schools in Caribbean

Directory of American Sailing Association sailing schools located in the Caribbean where you can take beginning to advanced sailing lessons.

Ship Shape Sailing School Freshwater Bay, Barbados

(246) 832-7348 barbadossailingschool.com.

Ship Shape Sailing School, Barbados ~ An ASA Certified Sailing School

Welcome to Ship Shape Sailing School and our beautiful Caribbean Islands. We are based in Barbados and lucky to have all different sailing conditions available right at our door step. We have an extensive fleet of training vessels available and can offer customized training courses to suit your needs.

More Information

Wet & Salty Adventure Sailing School St Michael, Barbados

+1 (246) 231-8297 wetandsaltysailing.com.

sailboat lessons caribbean

Wet & Salty Adventure Sailing School is your warm weather destination sailing school based in beautiful Barbados, where the water is warm and the winds are favorable all year round. Whether you’re a beginner or diligently working towards your next ASA certification or captain license, we can help you build your confidence and sailing skills on the water.

British Virgin Islands

Horizon sailing school tortola, bvi, british virgin islands, (877) 877-1888 horizonyachtcharters.com.

sailboat lessons caribbean

Over the course of a week you will gain the knowledge and experience to charter sailboats anywhere in the world, and embark on your own sailing adventure! The emphasis is on learning how to sail, through hands-on experience, in a beautiful part of the world.

Sail Caribbean Sailing School Tortola, BVI, British Virgin Islands

(800) 321-0994 sailcaribbean.com.

sailboat lessons caribbean

Offering unforgettable sailing programs for ages 11-18 and young adults alike. Fostering leadership, marine learning, and adventure in the BVI & Leeward Islands.

Sailing Virgins Tortola, BVI, British Virgin Islands

(415) 619-2704 www.sailingvirgins.com.

sailboat lessons caribbean

Sailing Virgins is the only sailing school in the Caribbean that caters solely to adventurous people in their 20s and 30s, making for not just a great sailing experience but a very social one at that. Sailing Virgins’ Island Adventures combine sailing instruction with a full-on adventure.

Sea Dog Sailing Tortola, BVI, British Virgin Islands

(404) 374-4754 www.seadogsailing.com.

sailboat lessons caribbean

SeaTrek BVI Tortola, BVI, British Virgin Islands

(877) 467-2454 seatrekbvi.com.

ASA School - SeaTrek BVI

Whether you’re interested in scuba diving, sailing, marine science or just the all around summer adventure program, you’ve come to the right spot! SeaTrek offers tropical adventure summer camp programs for junior high, high school and college-aged students in the British Virgin Islands and other islands throughout the Caribbean.

Sistership Sailing School Tortola, BVI, British Virgin Islands

(284) 496-7145 sailsistership.com.

sailboat lessons caribbean

Located in the beautiful British Virgin Islands, aptly named ‘the sailing capital of the world’, Sistership specializes in ASA courses for women, couples and families. Our women instructors have many years of experience in the BVI and the charter industry and can prepare you for your first charter experience like no one else. Learn to sail in the safe, fun, sailor-friendly waters of the beautiful BVI with experts who really care about the quality of your experience. Our motto is ‘Life begins at the edge of your comfort zone’. We are serious sailors whose top priority is your safety and …

Swain Sailing School Tortola, BVI, British Virgin Islands

(800) 948-7245 swainsailing.com.

Rob Swain Sailing School - Caribbean

Rob Swain Sailing School is located in Tortola in the beautiful British Virgin Islands. Founded 23 years ago by our lead instructor Rob Swain we pride ourselves in providing a complete experience. Whether you are learning to sail or wish to gain bareboat or coastal cruising certifications our ASA qualified instructors who are all experienced yachtsman and women will help you reach your goals.

TMM Yacht Charters Road Town, Tortola, BVI, British Virgin Islands

(800) 633-0155 sailtmm.com.

sailboat lessons caribbean

We offer only charter courses. Charter a yacht and take the instructor with you and enjoy the beauty and great sailing in the BVI at the same time. Courses are conducted in the beautiful sailing conditions of the BVI

Top Tier Sailing School Tortola, British Virgin Islands

(877) 250-6300 toptiersailing.com.

sailboat lessons caribbean

An ASA certified training school located in the British Virgin Islands. Whether you are new to sailing or an experienced sailor looking to achieve specific ASA certifications, Top Tier Sailing School offers comprehensive sailing courses and a learning experience like no other.

True Blue Sailing School Tortola, BVI, British Virgin Islands

(284) 541-6666 www.truebluesailing.com.

sailboat lessons caribbean

LTD Sailing – Living The Dream! Grenada, Grenada

(473) 457-3240 ltdsailing.com.

sailboat lessons caribbean

LTD Sailing – ‘Living the Dream!’ is the premier sailing school in the Caribbean, offering 7 & 10 day ‘Cruise and Learn’ vacations. We can also customize private courses to accommodate your specific sailing goals. Our instructors are the best in the industry and we only use top quality, modern charter boats from the best charter companies. We offer both monohull & catamaran certification courses. Learn to sail with the best while enjoying an unforgettable Caribbean sailing vacation!

Nautilus Sailing St. George’s, Grenada

(800) 680-7902 nautilussailing.com.

sailboat lessons caribbean

Dreaming of learning how to sail and embarking on your own sailing adventures? Nautilus Sailing offers premium live aboard sailing courses in Grenada and the Grenadines – one of the most pristine parts of the Caribbean! The consistent trade winds make for excellent sailing between the islands and we love the vibrant and friendly local culture. An amazing place to sail!

Beaches Negril Resort & Spa Negril, Jamaica, Jamaica

(876) 527-5341 www.beaches.com.

Beaches Resorts Sailing

Beaches Sailing Fun has international recognition from the American Sailing Association with competent and highly trained Instructors who are meticulous on introducing beginners to Sailing in a resort setting. Our Sailing Program aboard a fleet of Laser Bug Performance, Hobie Wave, and Hobie Getaway that is perfect for Sailing.

Beaches Ocho Rios Resort & Spa St Anns, Jamaica, Jamaica

(876) 527-1264 www.beaches.com, puerto rico, caribbean sailing solutions fajardo, puerto rico, (787) 502-7201 www.sailingsolutionscaribbean.com/.

Caribbean Sailing Solutions

A short ferry ride from mainland will take you to Isleta Marina where our school is located, we are close to many beautiful venues, El Yunque Tropical Rain Forest, excellent restaurants, and beautiful beaches. Enjoy your Learn to Sail vacation with us, there is time to learn and explore the East Coast of beautiful Puerto Rico, including Culebra and or Vieques. US Coastguard licensed Instructor, Coastguard inspected sailing boats.” Bienvenidos!!

Puerto Rico Sailing School Fajardo, Puerto Rico

(787) 370-0909 www.puertoricosailingschool.com.

Puerto Rico Sailing School

Puerto Rico Sailing School is located in Isleta Marina in a small island in Fajardo, half a mile from shore on the beautiful east coast of Puerto Rico. Our location is surrounded by many tourist attractions and is walking distance from hotels, inns & other accommodations.

Sail Caribe Yacht Charters Fajardo, Puerto Rico

(787) 889-1978 www.sailcaribe.com.

sailboat lessons caribbean

Saint Vincent and the Grenadines

Barefoot offshore sailing school (boss) kingstown, saint vincent and the grenadines, (784) 456-9526 barefootoffshore.com.

Barefoot Offshore Sailing School (BOSS), St Vincent - ASA Certified Sailing School

Barefoot Offshore Sailing School (B.O.S.S.) is the longest-established (more than 20 years) and most active American Sailing Association (ASA) sailing school in the south-eastern Caribbean. BOSS is a subsidiary of Barefoot Yacht Charters, owned and run by folks who have been sailing and living here for more than 3 generations, and this gives us the unusual advantages of insight and local knowledge that most charter companies, no matter how experienced, simply cannot offer.

LTD Sailing – Living The Dream! St. Vincent and the Grenadines, Saint Vincent and the Grenadines

(786) 450-7163 ltdsailing.com.

sailboat lessons caribbean

LTD Sailing is the designated sailing school for Sunsail in the Southern Caribbean. Sunsail recognizes the quality instruction that we provide to our students and we are happy to offer classes on the best boats in the industry. We are charter brokers for Sunsail and can help you book your next vacation on a Sunsail or Moorings boat. Ready to buy ? We are international yacht brokers for the Multihull Company and 5 Oceans Marine Group. We offer private courses on your own yacht, as well. From beginner to boat owner, we can help!

BodyHoliday St. Lucia, St. Lucia

(758) 724-7807 thebodyholiday.com.

At BodyHoliday, we make the promise to our guests “Give us your body for a week, and we will give you back your mind”. We are extremely pleased to add the official ASA accredited sailing courses to our wide array of activates and are certain that through sailing, we can help those keen individuals forge a meaningful connection with the water, wind and world. BodyHoliday offers a unique stay and learn vacation at our 5-star all-inclusive hotel. Not only will you learn how to sail, but you can also indulge yourself in many of the other complementary activities that we …

Turks and Caicos

Beaches turks and caicos resort providenciales, turks & caicos, turks and caicos, 649-946-8000 www.beaches.com, ritz sailing academy grace bay, turks and caicos, (649) 245-5792 ladygracecatamaran.com.

sailboat lessons caribbean

The Ritz Sailing Academy will be offering the ASA 110 Small Boat Sailing Course exclusively to guests of The Ritz-Carlton. The course takes 10 hours to complete and can be administered over 3 or 4 classes during a guest’s stay.

US Virgin Islands

Black rock sailing school st thomas, us virgin islands, 1-888-607-sail blackrocksailingschool.com.

Black Rock Sailing School, US Virgin Islands ~ An ASA Certified Sailing School

We at Black Rock are confident in saying that we are the Virgin Island’s Foremost Sailing School! We perform more thorough lectures and sailing drills than ANY other sailing school in the Caribbean, aboard some of the nicest training boats available – guaranteed!

Go Sail – Virgin Islands St. Thomas, US Virgin Islands

(786) 905-6865 gosailvi.com.

sailboat lessons caribbean

Go Sail Virgin Islands, located in sunny St Thomas offers you a 6 day liveaboard sailing instruction and adventure. With over a decade of experience cruising these dreamy waters, our captains and crew know how to deliver industry leading sailing instruction mixed with action-packed fun.

iYacht Club St. Thomas, US Virgin Islands

(855) 924-8252 iyachtclub.com.

ASA Certified Sailing School - iYachtClub, St. Thomas, Virgin Islands

You deserve a sailing vacation where you are attended to and get the best expertise. At our school, you get to explore one of the best sailing grounds in the world: the Caribbean. Your journey will specifically focus on the beauty and diversity in the U.S. and British Virgin Islands. Charter House is the accredited school that oversees all the charter yachts, captains, and crew. Because we are locals, we draft an itinerary, based on your interests, that highlights the locations you’ll want see and activities you’ll want to do.

Virgin Island Sailing School St. Thomas, US Virgin Islands, US Virgin Islands

(805) 850-8135 sailusvis.com.

sailboat lessons caribbean

In the Caribbean, the water is 78-82 and air, about the same with 10-15 knot breezes 340 days a year. We are based in St Thomas (which is more economical to fly in to) but spend most of our time island hopping in the BVIs. With so many islands, the majority of ocean swells are block making for fast, comfortable sailing. Students are limited to 6 per class and matched to our small but outstanding group of highly experienced instructors.

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Caribbean Sailing Lessons

LTD SAILING - "LIVING THE DREAM!"

Caribbean sailing school.

Caribbean Sailing Lessons

ASA Sailing School, Skippered Charters, Bareboat Charters, and Yacht Brokerage

What are your sailing goals?

  • Learn to sail?
  • Go for a sail?
  • Bareboat Charter?
  • Buy a boat?

We offer ASA (American Sailing Association) certified courses from beginner to advanced during our live-aboard cruise & learn classes.

If you just want to go sailing, our knowledgeable, professional captains will show you the best places in the islands. Or as brokers for the major yacht charters, we can help you find a boat to take out on your own - anywhere in the world!

Experience the exotic islands of Grenada and the Grenadines with LTD Sailing - "Living The Dream!" This is the REAL Caribbean!

Learn to Sail in the Caribbean

Caribbean Sailing Lessons

Sailing Courses

  • Basic Cruise & Learn
  • Catamaran Cruise & Learn
  • Advanced Cruise & Learn
  • Private Courses

Caribbean Sailing Lessons

  • Skippered Day Sails
  • Discover Sailing
  • Private Sails

Caribbean Sailing Lessons

Skippered Charters

  • Sailing Adventures
  • Custom Itinerary

Check us out on TripAdvisor! We have over 100 Five-Star Reviews!

TC_L

Absolutely incredible experience. We did the week-long 101-104 on a monohull and it was perfect. I can’t think of a single complaint. Our skipper had a wealth of experience, enjoyed teaching, and went above and beyond to make sure each of us had the support to learn and gain skills where we needed.

I was welcomed by the LTD team, on very short notice, to complete the weeklong live aboard course for 101, 103, and 104. It was fantastic! My instructor, Andy, was/is excellent! He is knowledgeable, professional, and generous with his information…and he’s a great cook! I would recommend, without hesitation, LTD to anyone who likes to learn while doing. I had a great week!

Incredible week learning to sail and exploring beautiful islands and bays! What a fantastic experience for my wife and I – we both learnt to sail, living aboard a 39ft monohull yacht and completed our ASA 101,102,104 certifications! LTD Sailing created an amazing week – very thoughtful provisioning and incredible itinerary sailing to beautiful islands and bays! Our skipper and instructor Andy Van Zyl was brilliant. Strongly recommend LTD Sailing.

Gaining confidence sailing a 40 ft monohull boat and getting to know locals in Grenada. You’re treated like family. Our instructor Nico was great with advice and constructive critic. Ladies, he did it in an Italian accent. Learning was fun and rewarding. Thank you LTD Family.

My son and I just completed ASA courses 101, 103, 104, and 114 through LTD Sailing. There we met Sarah who was to be our sailing instructor for all four courses. 101 was taken aboard a monohull. Sarah was a delight, skillful and knowledgeable. You’re getting a lot of bang for your buck! If you’ve been looking for sailing instruction with a live-aboard experience, stop reading this and do it! LTD Sailing and Sarah are just the best!

My husband has been dreaming of sailing for several years and finally convinced me to give it a try. After a lot of research through countless sailing schools, we found that LTD Sailing checked all of our boxes. During our week-long cruise, we earned our 103, 104, and 114 certifications. If you are reading this and are considering taking the course, do it. I promise you won’t be disappointed. Thank you, LTD for getting us one step closer to living our dream!

We were nervous about spending charter money for “a class”. We were hoping to enjoy a skippered charter through paradise. If we could get all of the fun AND leave with our certificates, then it would be a success. LTD NAILED IT! Jenni was our Skipper/Instructor. She was also our tour guide, our chef and instantly became our friend. I would recommend them to anyone interested in sailing! On a 5 star scale, LTD is a 7 star operation!!

Private Yacht Charters

Book a Bareboat Charter

Let's book the right boat for you. We've sailed most boats in the fleet to connect you to the best charter.

Caribbean Sailing Lessons

Buy The Boat

Find that dream boat through our expert yacht brokers for The Multihull Company and 5 Oceans Marine Group!

Caribbean Sailing Lessons

About LTD Sailing

Our goal is to help you live your Caribbean sailing dreams! We offer premier ASA certified Caribbean sailing schools, skippered charter service and charter brokerage. Our Caribbean sailing schools specialize in weeklong “Cruise and Learn” vacations.

Our skippered charter service provides you with a modern charter yacht and a professional skipper to guide you through beautiful islands.

Ready to take the helm yourself? Find the right boat at the right price through our charter brokerage. We take care of the details so you can relax and enjoy the experience!

Caribbean Sailing Lessons

GRENADA AND THE GRENADINES

Grenada , the ‘Spice Isle’, is one of the friendliest islands in the Caribbean. Grenada consists of three islands – Grenada, Carriacou, and Petite Martinique – all blessed with beautiful white sandy beaches and exquisite Caribbean blue water. Grenada is the southern gateway to the Grenadines.

Grenada’s international airport  has helped it to become a tourism destination with direct flights from the U.S., Canada, and the UK. These direct flights make air access much easier and usually more affordable than any other access point to the Grenadines.

Caribbean Sailing Adventures

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sailboat lessons caribbean

sailboat lessons caribbean

Horizon Sailing School - Charters

  • Sailing Tips
  • ASA Courses to learn Sailing

Basic Keelboat Sailing Standard (#101)

Basic Coastal Cruising Standard (#103)

Bareboat Chartering Standard (#104)

  • Cruising Catamaran Standard (#114)
  • Meet our instructors

Learn to Sail Caribbean

Horizon Sailing School

What better way to learn to sail, or hone your existing sailing skills, than on a sailing vacation in the Caribbean?  We have ASA sailing schools in the BVI and St Vincent; some of the most idyllic cruising grounds in the world, offering first-class tuition, consistent breeze and 365 days of sunshine.

“I loved every minute of my certification.  My ASA Instructor gave me such confidence”

Our schools are  American Sailing Association  certified facilities offering you first-class tuition with our great Instructors. All of our ASA courses are taught on our private boats as opposed to renting a cabin with other people; it’s just you and your friends or family onboard.  Our courses are personally tailored around your own vacation schedule; you let us know when you would like to take your Learn to Sail adventure. You will experience a true ‘liveaboard’ experience; all of your study and practical work takes place on your private yacht as you sail the beautiful Caribbean.

After your safety briefing and initial theory work, you will depart from your  Horizon Yacht Charters Base , having provisioned and organized your snorkel equipment, and sail to the next stunning anchorage; all the time working through your ASA certification with your ASA Instructor.

Over the course of a week you will gain the knowledge and experience to charter sailing boats anywhere in the world, and embark on your own sailing adventure.  The emphasis at Horizon Yacht Charters Caribbean sailing schools is on gaining hands-on experience at your own pace.  Typically, the day will be split between theory work and practicing new skills through sailing exercises.

“My wife and I undertook the certification together which makes us more confident sailing together now”

Once anchored for the afternoon; put the books away and enjoy a swim, a snorkel or spend time exploring ashore.  After all, it’s your Caribbean vacation!

Click Here to Meet our Instructors

HOW DOES IT WORK

The American Sailing Association (ASA) program has structured levels of sailing standards, which are examined at progressive certification levels at our Caribbean sailing schools. Students who learn to sail with Horizon Yacht Charters receive an ASA Logbook that lists the standards, certification and records sailing experience. All courses and examinations are run by our ASA qualified instructors. When a certification level is successfully completed, your ASA Logbook is signed and stamped so that any charter or rental fleet operator can see your level of competency. The most popular American Sailing Association courses we offer are as follows:

If you have little or no experience, then we recommend that you begin with ASA 101 and ASA 103.  If you are on a week’s charter, these two courses can be taught in 5 days, giving you a couple of days to practice your new-found skills at the end of the week or to simply relax in the Caribbean sunshine.

Those that have cruising experience and basic seamanship skills should also add ASA 104 to their instruction. The three courses can be taught in one week, but don’t forget you are on vacation too so you may want to extend a few days to relax.  We also offer the catamaran ASA 114 certification.

“This has given me a taste of what it could be like to buy our own boat in the future and go cruising – that’s the dream, isn’t it?”

Email our Horizon Caribbean bases to check availability and full pricing.

About the ASA

The American Sailing Association introduced certifications to the United States over 35 years ago. Today, with 350+ sailing schools worldwide and 508,000 ASA-certified sailors, ASA represents the largest and most trusted network of schools in the United States.

Learn to sail in the Caribbean with Horizon Yacht Charters way and achieve American Sailing Association certification.  Contact our Caribbean sailing schools here .

ASA Sailing Tips

As an accredited provider of American Sailing Association (ASA) courses, we’re pleased to offer a selection of the most popular ASA sailing tips! A learn-to-sail charter with Horizon provides the perfect way to learn to sail whilst enjoying a Caribbean sailing vacation.

if you would like to get a head-start on your learning, or simply refresh your memory on certain aspects of sailing, we’re pleased to provide a series of video ASA sailing tips below.

If you would like more information on our learn to sail courses please feel free to contact us .

Keeping lines tidy

Wind Direction

Slot Effect

Tacking & Gybing

Slowing the boat

Raising the Main

Spring Lines

Roller Furling

The American Sailing Association is the leading authority on sailing instruction & sailing schools in the United States. You can learn to sail through Horizon Yacht Charters’ certified sailing schools with certified sailing instructors. Through our sailing classes, Horizon and ASA will help you learn sailing, safely & with confidence. ASA Certified Students can go from basic sailing lessons to advanced sailing courses, enjoying sailing experiences around the world. Students who learn so sail with Horizon Yacht Charters receive a Logbook that lists the standards, certification and records sailing experience. All courses and examinations are run by ASA qualified instructors.

Would you like to find out more about Horizon Yacht Charters Learn to Sail sailing vacations? Follow this link or complete a reservation request form and we will be delighted to assist.

If you would like to find out more about the American Sailing Association, you can visit their website here .

If you have any queries on sailing tips, or suggestions on additional tips to include on our website, we would be delighted to hear from you – send us an email and we’ll see what we can do!

The American Sailing Association (ASA) program has structured levels of sailing standards, which are examined at progressive certification levels at our Caribbean sailing schools. Students who learn to sail with Horizon Yacht Charters receive a Logbook that lists the standards, certification and records sailing experience. All courses and examinations are run by ASA qualified instructors. When a certification level is successfully completed, your logbook is signed and stamped so that any charter or rental fleet operator can see your level of competency.

You will set sail from your Horizon Yacht Charters Base and visit several special locations whilst at the same time earning your American Sailing Association learn to sail certifications.

Over the course of a week, you will learn to sail, gaining the knowledge and experience to charter sailboats anywhere in the world, and embark on your own sailing adventure!  The goal is to enjoy a learning vacation while you learn to sail.

The emphasis at Horizon Yacht Charters Caribbean sailing schools is on learning how to sail, through hands-on experience. Mornings will be spent learning and practicing new skills. In the afternoons you will set sail, refining these newly learned skills along the way.

Once anchored for the afternoon, there will be free time to spend exploring, engaging in watersports, fishing, and relaxing…

 learn to sail ASA 101

ASA 101 Prerequisites: To learn to sail Non-Sailors must sail a boat of about 20 feet or more in length in light to moderate winds and sea conditions in familiar waters without supervision.  A preparatory Standard with no auxiliary power or navigation skills required. Successful candidates earn a National Safe Boating Certificate approved by NASBLA and the U.S. Coast Guard.

Obtain your ASA 101 qualification and learn to sail with Horizon Yacht Charters !

learn to sail ASA 103

ASA 103 Prerequisites: Basic Keelboat Sailing Certification. Sailors must cruise safely in local and regional waters as both skipper and crew on an auxiliary powered sailboat of about 20 to 30 feet in length, in moderate winds and sea  conditions.

Obtain your ASA 103 qualification and learn to sail with Horizon Yacht Charters !

learn to sail ASA 104

Obtain your ASA 104 qualification and learn to sail with Horizon Yacht Charters !

learn to sail - catamarans

ASA 114 Prerequisites: Basic Keelboat Sailing Certification (ASA 101). Basic Coastal Cruising Certification (ASA 103) and Bareboat Cruising Certification (ASA 104) and the ability to demonstrate competencies in all knowledge and skills elements of those Standards.

Obtain your ASA 114 qualification and learn to sail with Horizon Yacht Charters !

“We’ve sailed with Brian as a skipper only and as an ASA instructor. He is as patient with a large family as he is in a one on one teaching role. Brian has an intuitive mastery of sail trim that he passes on to his students with ease. It’s clear he has not only been sailing his entire life but that he is a natural teacher as well. His knowledge of Grenada, St Vincent and all in between is matched only by his rapport with the locals. If you walk around any of the Windward Islands with Brian, you immediately feel like a local as everywhere he goes he is warmly greeted.  Without a doubt, Brian has made each of our charters that much more enjoyable and we’ve walked away with more sailing knowledge gained in 7 days than we might have learned in years of trial and error.” – John Baldschun

This is what one of our clients had to say recently: “The three of us loved Donna. She is obviously very skilled and experienced, but joins this with a delightful, engaging manner. She evaluated, but also shared much of her substantial knowledge of sailing in your local waters. We liked her so well we were sorry to part.” Andy L, Dec 2016.

Another client has said: “ I just wanted to say a huge thank you!  We had a phenomenal trip!  BVIs are an amazing place. Would like to especially praise Donna. She did a great job of balancing teaching my ASA 104/114 and vacation time for others on the boat.  Her energy and enthusiasm for sailing are obvious. Everybody on the boat consider this one best all time trips. Already planning the next charter”. Joe Parkey – 1/2 – 1/92020.

“Incredible week sightseeing, snorkeling, great stops for overnight. Cara’s knowledge of sailing is tremendous, answered all our questions, always made us feel safe, and was a great teacher.”

“Cara was awesome, gave us her personal cell phone number, and responded to questions happily. A pleasure to have a board”

Chris’ training will focus on safety, doing things the right way and thorough understanding of the water. While I am still a novice skipper I feel as if I know more than a lot of the skippers that I watched during the week. If you follow his instruction you too will be a better skipper. No shortcuts and you will ensure a safe happy trip for you and your family.

If you want an instructor or just a skipper ask for Chris. You will not be disappointed.

We will be back and I will recommend this charter company to my friends and family”. Patrick Anglim – January 13th 2020.

“Greg is an excellent sailor/skipper! His knowledge and explanations were fantastic” ~ Kaczmarek

“Greg and Laura are off the charts! If you are lucky enough to sail with them, you will have the sail of your dreams” ~ Hilary Cohen

 “Selwyn Maxwell was professional, friendly, sensitive to guest needs, cheerful and an excellent tour guide. He was always conscious of safety and comfort.” ~ Nattall

“Selwyn was an excellent captain, very attentive and good to work with. Highly recommend him!” ~  Stricker

“Selwyn had top-notch local knowledge and sailing experience” ~ Kelly Family

“Outstanding experience! Great local knowledge. Captain is highly experienced to handle any situation. Captain flexible with plans and showed me all the local highlights” , Yacht: Bavaria 40 Transitions, Dates: 9th to 19th December 2021. ~ Client: Diane DeGroot

“My husband and I chartered a catamaran for 9 days and arranged to have a certified ASA instructor to take ASA 101,103,104,& 114. I have to say we feel really lucky to have Brian as our instructor. He is the only local certified ASA instructor in the Grenadines…I was incredibly impressed with his knowledge and his teaching styles. We were able to complete all 4 courses and had a lot of fun in the process. I would highly recommend him as a hired Captain or Instructor. He was definitely was a huge part of what we loved about our trip!  We will be hiring Brian again for our next trip to the Grenadines.” ~ Natasha & Andi Marcher 2019

“Heiden was great – made trip super easy and fun” ~ Morris

“Heiden was fantastic, very friendly with the kids and extremely professional.” ~ Sirgue

“The family are not natural sailors so we were a bit apprehensive but we had a great trip. Heiden was very helpful and really helped with the kids. We had a great time!” ~ Langford

“We could not have been better treated in a 5 star hotel. Everything was superb!” ~ Gittins 2010

“Michael and Ellie were excellent crew and we were well looked after in every way.” ~ Harris 2012

Meet our instructors!

sailboat lessons caribbean

The Best Sailing School in the Virgin Islands

Learn explore adventure, get in touch, us virgin island's most experienced sailing school.

The Caribbean Sailing School, located in the US Virgin Islands, is widely regarded as one of the most prestigious sailing schools in the world. The school offers a wide range of courses, from beginner to advanced levels, and is staffed by some of the most experienced and qualified instructors in the industry.

sailboat lessons caribbean

The Best Way to Learn to Sail!

The Caribbean Sailing School is the perfect place to learn to sail. With experienced instructors and a beautiful location, you can’t go wrong with this school. Whether you’re a beginner or an experienced sailor, the Caribbean Sailing School has something to offer you.

Our classes are small and intimate, so you can get the most out of your instruction. And, our prices are unbeatable. If you’re looking for a sailing school in the Virgin Islands, look no further than the Caribbean Sailing School. No matter what your level of experience, the Caribbean Sailing School has something to offer you. So come on down and learn to sail with us!

sailboat lessons caribbean

USVI's Top Sailing School For Beginners

The Caribbean Sailing School is the perfect place for beginners to learn the ropes of sailing. With its calm waters and steady breezes, the US Virgin Islands is the ideal place to get started in this exciting sport. The school’s experienced instructors will teach you everything you need to know to get out on the open water and start sailing your own boat.

When you’re ready to set sail on your own, the Caribbean Sailing School has a fleet of boats available for rental. And if you’re looking for a more challenging sailing experience, the school also offers charter services to take you to some of the best sailing spots in the Virgin Islands.

sailboat lessons caribbean

  • Captain Course

Our captain course is a comprehensive sailing program that provides the skills and knowledge required to skipper a sailing vessel in coastal and inland waters.

sailboat lessons caribbean

  • Catamaran Course

Our catamaran course is a sailing course that teaches you how to sail a catamaran and is ideal for those who want to learn how to sail a catamaran.

sailboat lessons caribbean

  • Liveaboard Course

We offer a liveaboard course that takes you through the US Virgin Islands with experienced sailors.

sailboat lessons caribbean

  • Caribbean Sailing Course

At some point in our lives, we all dream of becoming a pirate and sailing the seven seas.

sailboat lessons caribbean

  • Scuba Diving Certifications

We offer several levels of scuba diving certifications, from beginner to Divemaster.

Caribbean Sailing School

Call us today, usvi's top sailing destination.

The US Virgin Islands are a top sailing destination, and Caribbean Sailing School is the perfect place to learn how to sail. With our experienced instructors, you’ll be able to learn everything you need to know about sailing in no time. We offer both beginner and advanced sailing courses, so you can choose the one that’s best for you.

At Caribbean Sailing School, we believe that sailing is for everyone. Whether you’re a beginner or an experienced sailor, we can help you learn the skills you need to enjoy this amazing sport. We offer a variety of courses, so you can find the one that’s right for you. If you’re ready to start your sailing adventure, contact us today!

Learn To Sail in the Caribbean Sun!

The Caribbean is a great place to learn to sail, with its warm sunny weather and calm seas. The US Virgin Islands are home to some of the best sailing schools in the Caribbean, offering both beginner and advanced courses.

The Caribbean Sailing School offers a variety of courses, from beginner’s classes to advanced sailing certification. We offer group and private classes, as well as customized courses to fit your needs. Our location in the US Virgin Islands allows us to offer some of the best sailing conditions in the Caribbean. We have warm weather year-round, and the seas are typically calm. This makes for a great environment to learn to sail.

Why You Need Sailing Schools in US Virgin Islands?

The Caribbean is one of the most beautiful sailing destinations in the world. The Virgin Islands offer some of the best sailing conditions and scenery that you will find anywhere. If you are thinking about taking up sailing as a hobby or sport, then you should definitely consider enrolling in one of the many sailing schools in the US Virgin Islands.

There are a number of reasons why sailing schools in the US Virgin Islands are the perfect place to learn how to sail.

  • The first reason is the weather. The Virgin Islands have some of the best sailing weather in the world. The trade winds blow steadily throughout the year, and the temperatures are warm and pleasant. This makes it an ideal place to learn how to sail.
  • The second reason is the scenery. The Virgin Islands offer some of the most beautiful sailing conditions and scenery that you will find anywhere. The clear blue waters and the beautiful island scenery make it a perfect place to learn how to sail.
  • The third reason is the people. The people in the Virgin Islands are very friendly and welcoming. They are always willing to help out anyone who is new to sailing. This makes it a great place to learn how to sail.
  • The fourth reason is the facilities. The sailing schools in the US Virgin Islands are well equipped with the latest boats and equipment. They also have experienced and qualified instructors who can help you learn how to sail.
  • The fifth reason is the cost. The cost of living in the Virgin Islands is very reasonable, and the sailing schools in the US Virgin Islands offer very competitive rates. This makes it a great place to learn how to sail.

sailboat lessons caribbean

A: The US Virgin Islands offer some of the best sailing conditions in the world. The climate is warm and sunny year-round, the trade winds are reliable, and the islands are surrounded by beautiful turquoise waters. In addition, the US Virgin Islands have a long history of sailing and are home to some of the world’s best yacht clubs and sailing schools.

A: A sailing school is a place where you can learn how to sail. Most sailing schools offer both group and private lessons, so you can choose the option that best suits your needs. During your lessons, you will receive instruction from experienced sailors on topics such as boat handling, navigation, and safety.

A: The cost of attending a sailing school varies depending on the length and type of course you choose. Private lessons are typically more expensive than group lessons, but they offer the benefit of one-on-one instruction. Most sailing schools offer discounts for longer courses and for multiple family members.

A: Most sailing schools will provide you with all the necessary equipment, but there are a few items you should bring with you. These include sunscreen, a hat, sunglasses, and comfortable clothing that can get wet. You should also bring a water bottle and snacks, as you will likely be spending several hours on the water each day.

A: If you’re interested in learning how to sail and are willing to put in the time and effort, then you’re probably ready for sailing school. Most sailing schools have beginner courses that are designed for people with little or no experience.

Why Sail With Us!

sailboat lessons caribbean

Experienced and Certified Instructors

Our team of experienced and certified instructors will help you learn the ropes of sailing, whether you’re a beginner or an experienced sailor. With our fleet of boats, you’ll be able to explore the beautiful Caribbean waters at your own pace.

sailboat lessons caribbean

Variety of Sailing Courses

There are a variety of sailing courses available at Caribbean Sailing School. Whether you are a beginner or an experienced sailor, we have a course that will fit your needs. Our instructors are certified and are passionate about sailing. We offer both group and private lessons, so you can learn at your own pace.

sailboat lessons caribbean

From Beginner To Advanced

At the Caribbean Sailing School, we have a program for every skill level. Our beginner classes are the perfect way to start learning the basics of sailing. You'll be out on the water in no time, enjoying the beautiful views of the Virgin Islands.

You want to learn to sail, but don’t know where to start. There are a lot of sailing schools out there, but how do you know which one is right for you? Caribbean Sailing School is the perfect place to learn how to sail. With locations in the US Virgin Islands, we offer a variety of sailing courses for all levels of experience.

From beginner courses that teach you the basics of sailing to advanced courses that help you hone your skills, we have something for everyone. Plus, our instructors are some of the best in the business and will help you become a confident sailor in no time.

Contact us today to find out more about our sailing courses and book your spot on a course today!

sailboat lessons caribbean

Quick Links

Contact info..

  • 000-000-000
  • Us Virgin Islands

LEARN TO SAIL IN THE GRENADINES

Cost per person: from $6475 (catamaran courses available).

Trip costs depend on season and available yacht models. Contact us  today to share your sailing dreams and goals, desired dates and location, and let us put together a quote for you!

YOUR COURSE FEE INCLUDES:

  • Private cabin onboard the newest sailboats
  • Hands on training from exceptional instructors, flown in for your course
  • FREE access to Nautilus’ exclusive online MASTERCLASS, with over 30+ videos, a $599 value to better help you prepare
  • All food on board, apart from three evening meals ashore
  • Formal ASA certification
  • All textbooks, materials and international logbook
  • Induction into our very own Alumni Tribe to join global trips, flotillas, sailing adventures, and custom deliveries

Grenadines, Caribbean

WHY LEARN TO SAIL IN THE GRENADINES?

About this destination.

Grenada and the Grenadines, form the southern end of the islands in the Caribbean. Join us on a sexy new catamaran or monohull for a week as you learn how to sail and earn your ASA certifications (ASA 101, 103, 104 and 114 are offered). An amazing place to embark on your own sailing journey.

WHAT MAKES THE GRENADINES SPECIAL?

This area of the Caribbean is what most of the Caribbean was like 30 years ago, pristine! We love the topography with the dramatic jungle covered peaks, and white sand beaches. The vibrant local culture is beautiful, and the locals are genuine and friendly. Consistent trade winds and warm weather make this one of our favorite Caribbean destinations!

WHY LEARN TO SAIL IN THE GRENADINES?

Video Coming Soon

SAILING CALENDAR: WHERE AND WHEN TO SAIL

Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec
MALLORCA WE SAIL WE SAIL
CROATIA WE SAIL WE SAIL
BAHAMAS WE SAIL WE SAIL
MEXICO WE SAIL WE SAIL
TAHITI WE SAIL
GRENADINES WE SAIL WE SAIL

BOOKING LEAD TIMES: Grenadines, Caribbean

How far in advance should I book my course with Nautilus? The further in advance the better as boat and captain availability fill up well in advance.

CHALLENGING

Very difficult, sample itinerary and map.

Fly into St George Grenada (airport code GND). Grab a taxi to the nicest marina on the island, Port Louis marina. You can drop your bags at the office and head to the Victory Bar to grab a rum punch and wait for boarding. We will board the boat at 5pm, get settled and head out for dinner together!

Do a chart briefing, systems overview and check all the equipment on the boat. We will then head out to practice our first drills on the boat, getting familiar with controlling a large sailboat. It's then up to Moliniere Point to practice mooring ball pickup and settle in for the afternoon. Swim and enjoy the tropical water. After some fun, do your first formal lessons aboard.

Today we talk through the basics of learning how to raise and trim the sails and set sail on our passage north, to the island of Carrioucou, avoiding the active underwater volcano called "Kick'em Jenny". We will stop at remote Ronde Island for lunch and a swim. We then set sail again to head towards Sandy Island.

This morning we will cover systems aboard, take a deep dive into engines and do mooring practice. It's then off to practice our sailing drills around Hillsborough. After hours of sailing fun we moor off paradise beach and head in for grilled lobster!

After an ASA morning test we set sail for the private island of Petit St Vincent, a stunning island surrounded by beautiful reefs. The challenge today is for students to navigate and sail around all the tricky reefs in the area. We will anchor off the white sand beaches of the island, and go ashore for sunset drinks.

Chart a course and set sail on a downwind leg to the remote bay of Anse La Roche. After another ASA test we will have a chance to swim, snorkel or paddle board around this beautiful beach. It's then time for another sail south to Tyrrel Bay, with several fun local restaurants where we can experience some of the cuisine of the Spice Islands.

We weigh anchor early and sail to the underwater sculpture garden off St George. This beautiful underwater sculpture park is a truly memorable snorkeling experience! Its then back to the marina for docking practice and a final celebration meal at our favorite restaurant on the island! We spend the last night of our trip on the boat in the marina.

We are off the boat by 8am and you are free to fly home, or take a couple of extra days to explore the rest of the beautiful island of Grenada, as there is lots to see and do from hiking to waterfalls, rum distillery tours, to great scuba diving!

Grenadines, Caribbean

YOU DESERVE THE BEST... EXPERIENCE THE NAUTILUS DIFFERENCE

sailboat lessons caribbean

PUT TOGETHER YOUR PERFECT SAIL TRAINING EXPERIENCE

Connect

MEET A RECENT STUDENT...

“Just got home from an ASA 101-104 class in Grenada with my wife and another couple that could not have been better. Our instructor, Lindsay Moore, has found her calling. Lindsay has a wealth of experience on the water but even more than that she is truly a teacher. It’s relatively easy to acquire skills, it’s another thing to be able to impart those skills on others.

Beyond being a fabulous teacher she was easy for all of us to relate to and an incredibly fun companion for a week living aboard a sailboat. Communication from the office staff at Nautilus was prompt and informative. I would highly recommend Nautilus Sailing, our course has changed our lives!”

KEVIN, Alaska (USA)

Grenadines, Caribbean

EVERY ALUMNI JOINS THE TRIBE

Grenadines, Caribbean

EXCLUSIVE EVENTS

The only way to join our tribe is to learn to sail with Nautilus.

We’re really careful to make sure that we know and trust anyone coming on one of our special trips.

Join us on flotillas, offshore deliveries, free webinars and unforgettable sailing adventures around the world. Join the Tribe.

AS FEATURED IN

Grenadines, Caribbean

COMMENTS

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  2. Live Aboard Sailing School in the Caribbean - Ltd Sailing

    You'll spend one week out on beautiful Caribbean waters learning the sailing skills you need to start bareboat cruising on your own. The Basic Liveaboard Sailing School course includes: Basic Keelboat (ASA 101), Basic Coastal Cruising (ASA 103), and Bareboat Cruising Certification (ASA 104).

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    You can learn to sail through Horizon Yacht Charters’ certified sailing schools with certified sailing instructors. Through our sailing classes, Horizon and ASA will help you learn sailing, safely & with confidence.

  5. Home - Caribbean Sailing School

    The Caribbean Sailing School offers a variety of courses, from beginner’s classes to advanced sailing certification. We offer group and private classes, as well as customized courses to fit your needs.

  6. Learn To Sail in The Caribbean With Nautilus's Premium Courses

    Private cabin onboard the newest sailboats. Hands on training from exceptional instructors, flown in for your course. FREE access to Nautilus’ exclusive online MASTERCLASS, with over 30+ videos, a $599 value to better help you prepare. All food on board, apart from three evening meals ashore. Formal ASA certification.