The all inclusive per person course fee includes a private cabin onboard, 3 meals a day (apart from two evening meals ashore), all sailing materials and textbooks, formal ASA 101-104 certifications, and membership in the ASA. We do offer a $500 discount for couples booking 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. The course fee is non-refundable in the event of participants having to cancel. One of the price benefits of the Spanish Virgin Islands is how accessible it is, and how inexpensive flights are in comparison to our other destinations.

special OFFERS ON Spanish Virgin Islands, Caribbean

$250 pp

Couples Discount

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




  • October 13th-20th (AVAILABLE)
  • October 20th-27th, (AVAILABLE)
  • November 3rd-10th (AVAILABLE)
  • November 10th-17th (AVAILABLE)
  • December 1st-8th, (AVAILABLE)
  • December 8th-15th (AVAILABLE)
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



You’ve probably heard of the British Virgin Islands (BVIs)? Well, the Spanish Virgin Islands are their lesser known neighbors. We love the BVIs, but there are now over 1,800 charter boats in the area, and it can get really crowded. Whereas the SVIs were owned and operated by the US military up until recently, and have thus stayed undeveloped and pristine. Making them an incredible cruising destination, far from the crowds.



WHY THE SPANISH VIRGIN ISLANDS?Sailing Courses Spanish Virgin Islands

With easy access from North America (plan on flying into San Juan Puerto Rico and catching a shuttle to Fajardo), this is an amazing sailing destination. Pristine beaches, a huge array of marine life, and small local communities, make for an incredible adventure. Warm Caribbean weather, and excellent winds are the icing on the cake.


Sailing Lessons Spanish Virgin IslandsCOURSE INSTRUCTORS

Nautilus instructors are avid and passionate sailors, experienced teachers and guides, and love introducing people to sailing. They are able to meet students at whatever level of experience they find themselves; from participants that have never sailed to those that already confident in the basics.


Learn to sail in Spanish Virgin Islands


Catch a flight from your home airport to San Juan Puerto Rico (airport code SJU). From the airport, hop on a shuttle that will take you 45 minutes to the city of Fajardo, on the eastern coast of the island. Plan on arriving at the boat later afternoon or early evening. You’ll come aboard, unpack, and get settled. We’ll grab food ashore and get acquainted.


Attend a charter briefing with the charter company, where they will talk about sailing conditions in the area and give us information about all of our destinations. First sailing class; boat familiarization, systems overview, docking and anchoring. Depart and enjoy your first sail to Isla Palominos. A stunning couple of islands, complete with powder white sand and turquoise waters. Go for a swim, snorkel or relax on a spectacular beach.


Morning systems briefing. Get an in depth look at all the systems on the boat, including an intro to diesel engines and maintenance. First sailing class; sail theory, points of sail and sail trim. Practice your new sailing skills as we sail to Cayo Luis Pena, a picturesque island off the coast of Culebra with numerous anchorages and little bays.


Introduction to navigation, chart reading, GPS, and chartplotters. Chart a course and set off on an exploration of Culebra, choosing a beautiful bay to anchor in for lunch. We’ll then land in Bahia Honda, the largest town in the area and go ashore to explore. Plan on having dinner tonight in town to sample the delicious local cuisine.


Today is crossing day! Plot a course for the island of Vieques, pop the sails, and enjoy the passage. 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 in one of the many stunning bays on the south side of the island, and will enjoy some snorkeling and time ashore.


Today we spend more time sailing and exploring the south coast of Vieques. A lunch stop at a stunning beach, and if conditions are favorable, we’ll anchor outside one of the most amazing bays in the world. It is renowned for it’s biolumiscence, that creates an incredible night time experience. Even the fish leave a glowing wake as they shoot through the water!


As confident sailors now, you’ll captain the boat for the passage back to Fajardo. It’ll be a great sail, and a chance to apply all that you’ved learned during the week. Then head out for evening drinks and a meal to celebrate your completion of the sailing course!


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 the area!

BOATS USED IN THE Spanish Virgin Islands, Caribbean - HIGH SPEC & WELL MAINTAINED

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