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 ASA membership. Airfare is not included. A discount of $500 is offered to couples that book the owner’s cabin. A $1500 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


Couples Discount

Couples booking together receive $500 off their total fees!



Take $100 off any 2019 trip if booked before 10/1...



  • July 21st-28th (FULL)
  • July 28th-August 4th, course on a catamaran, (FULL)
  • August 4th-11th (FULL)
  • August 18th-25th, course on a catamaran, (FULL)
  • August 18th-25th (FULL)
  • October 6th-13th, course on a catamaran, (AVAILABLE)
  • October 13th-20th (FULL)
  • October 20th-27th, course on a catamaran, (FULL)
  • October 27th-November 3rd, Grenadines Flotilla for Alumni
  • November 3rd-10th, course on a catamaran, (FULL)
  • November 3rd-10th, (2 spots left!)
  • November 10th-17th (1 spot left!)
  • November 10th-17th, course on a catamaran, (AVAILABLE)
  • November 24th-December 1st (FULL)
  • December 1st-8th, course on a catamaran, (1 spot left!)
  • December 1st-8th, (2 spots left!)
  • December 8th-15th, (2 spots left!)
  • December 8th-15th, course on a catamaran, (AVAILABLE)
  • January 5th-12th, course on a catamaran, (FULL)
  • January 12th-19th, (FULL)
  • January 12th-19th, course on a catamaran, (2 spots left!)
  • January 19th-26th, (AVAILABLE)
  • January 26th-February 2nd, course on a catamaran, (AVAILABLE)
  • February 2nd-9th, (AVAILABLE)
  • February 9th-16th, course on a catamaran, (AVAILABLE)
  • February 16th-23rd, (AVAILABLE)
  • February 23rd-March 2nd, course on a catamaran, (AVAILABLE)
  • March 2nd-9th (2 spots left!)
  • March 9th-16th, course on a catamaran, (AVAILABLE)
  • March 16th-23rd, (AVAILABLE)
  • March 23rd-30th, course on a catamaran, (AVAILABLE)
  • March 30th-April 6th, (AVAILABLE)
  • April 6th-13th, course on a catamaran, (AVAILABLE)
  • April 13th-20th, (FULL)
  • April 20th-27th, course on a catamaran, (2 spots left!)
  • April 27th-May 4th, (AVAILABLE)
  • May 4th-11th, course on a catamaran, (AVAILABLE)
  • May 11th-18th, (AVAILABLE)

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Join us in the Caribbean, for a complete liveaboard 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!



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 Carrioucou. 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 Carriocou, 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 Carriocou, 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