This all inclusive price covers the cost of a private cabin onboard the sailboat, and 3 meals per day (apart from three evening meals ashore to sample the local cuisine). Also covered in the cost are all textbooks, certification materials, and a 90-day ASA membership. Airfare is not included. A discount of $500 is offered to couples that book the owner’s cabin. A 50% non-refundable deposit is due at the time of booking. Remaining payment is due 60 days prior to the trip.

special OFFERS ON Grenadines, Caribbean

$250 pp

Couples Discount

Couples booking together will save $250 each, a further $500 off their combined fees!




    We can book a monohull or catamaran course for almost any date you want! We run courses in the Grenadines year round, as we are south of the hurricane belt.

    All of our courses run from Saturday to Saturday.

    Courses are filling up VERY quickly at the moment so plan your trip well in advance!

    Simply contact us by email or call (800) 680-7902 to check availability and we’ll put together the best trip option for you.

    Why Future Captains Choose Nautilus
    • Sail the newest sailboats in production
    • Experience the world’s most award-winning ASA instructors
    • Learn to sail AND have an amazing vacation!
    • Join the Nautilus family for global alumni trips, flotillas, sailing adventures and deliveries
    • Benefit from using Dream Yacht Charters‘ official sailing school
    Earn Your ASA Badges



    Join us in the Caribbean, for a complete living aboard sailing course aboard beautiful monohulls and catamarans. We’ll sail from the island of Grenada and visit numerous other islands in the Grenadines.

    Explore this stunning location while earning American Sailing Association 101,103, 104 (and 114 if you are doing a catamaran course) certifications. Over the course of a week, learn to sail and gain the knowledge, experience and certifications to charter sailboats anywhere in the world, and embark on your own sailing adventure!


    sailing school caribbeanWHY CHOOSE GRENADA AND THE GRENADINES?

    After sailing in other popular Caribbean destinations (like the British Virgin Islands and the Bahamas), we fell in love with the Grenadines. The “Spice Islands” offer a perfect blend of culture, dramatic landscapes, friendly people, abundant marine life, and unspoiled beaches. Ideal sailing conditions, and the lack of crowds, make this an excellent place to conduct our Caribbean sailing lessons and courses.

    We recommend spending an extra couple of days, either before or after your trip to explore this unique destination. Whether wandering through St. George (the historic and colorful capital), diving the reefs, taking in a rum distillery tour, visiting a cacao plantation, driving through the dense jungle to mountain waterfalls, or touring the island in a rental car, there is lots to see and do.



    All of our sailing courses are taught by excellent instructors, with a wealth of sailing experience. Nautilus Sailing instructors are knowledgeable, patient and dynamic teachers. They are able to tailor instruction to meet students diverse learning needs and styles. Passionate about sailing and adventure, they love helping others embark on their own sailing journeys.


    Bareboat Sailing Training Caribbean


    Fly to St. George Grenada (airport code GND) and arrive Saturday afternoon. Grab a shuttle/taxi for the 5 minute ride to the marina. Board the boat at 5pm, get settled aboard and head out for dinner with the new crew!


    Do a charter briefing, where we will learn about sailing conditions in the area and get information about all of our destinations. First sailing class; boat familiarization, systems overview, docking and anchoring. Depart and enjoy your first sail to Moliniere Point! Practice man overboard drills and get used to maneuvering the boat. We then will snorkel the underwater sculptures of local artist Jason Taylor, exploring the 55 life size sculptures situated in a labyrinth of coral.


    Morning sailing class; sail theory, points of sail and sail trim. Chart a course and set off on your first ocean passage. We’ll sail up the coast of Grenada and cross the channel to the island of Carriacou. We’ll continue with our sailing lessons, and everyone will have a chance to captain the boat. Fishing techniques for cruisers will be introduced, and hopefully we’ll catch fresh fish for dinner! Then, we anchor off Sandy Island for the evening, and will enjoy some snorkeling and time ashore on this picture perfect little island.


    Introduction to navigation, chart reading, GPS, and chartplotters. Do mooring practice at Sandy Island. Today we spend the day sailing around the area working on sail trim, reefing, MOB drills under sail and heaving too. We will stop for a late lunch in Hillsborough and explore this quaint little town. ASA 101 test this afternoon.


    Today we start the day with learning about emergencies at sea and what to do, and then take the ASA 103 test. We then turn the boat over to you and see how you do navigating and sailing along the west coast of Carriacou, around the northern coast and arrive on the tiny speck of sand known as Mopion Island. We’ll have lunch here and head shore to this island featured in many VISA commercials. After this it’s on to Petit St Vincent for our evening anchorage! Head ashore in the dinghy to this exclusive resort and enjoy a drink…


    Take the ASA 104 test and then set sail. Sail by Union Island and down the coast of Carriacou, allowing us more time to practice navigation, chart plotting and points of sail. We’ll arrive at Anse La Roche beach for a lunch and swim (another beautiful spot!) and then sail down to Tyrrel Bay for the night. Here we head ashore and enjoy dinner out at a lovely restaurant, serving delicious local food.


    As confident sailors now, you’ll captain the boat for the passage back to Grenada. We’ll stop along the way for lunch, and then it’s docking practice in St. George’s harbor heading back to the marina. We will head out to a lovely restaurant on the beach to celebrate everyone passing the course, and then head back to the boat for our final night aboard.


    Pack up bags, and catch the shuttle to the airport for your morning flight home … Or, stay on a couple of days to further explore Grenada!


    If you need any further information, want to check availability or discuss anything to do with our courses – then please get in touch.


    Nautilus is like no other sailing company, and our trips are serious fun. Of course you want the certs, but we offer so much more.

    We have an ever-growing list of passionate, outward bound, sailing fanatics who just love visiting new places and experiencing adventure. Every year we have several Alumni trips around the globe where past Nautilus graduates, and some of our team get together and just… you know. Sail. And Surf. And Snorkel. And Scuba…

    Nautilus Alumni


    “I wasn’t very familiar with boating and less with sailing. Learned a lot while still enjoying every minute of it. The Sea of Cortez was an excellent sailing destination. ” G.D., Missouri