Our private sailing courses truly are all inclusive. We will quote you a package price that allows you to relax and enjoy the sailing adventure. Our trip fees include the boat charter fee, all boat costs (insurance, mooring, marinas, and fuel), instructor/captain fee, instructor travel and expenses, all breakfasts and lunches and 4 evening meals on the boat (the other meals will be ashore to sample the local cuisine!). We allow a maximum of 6 people aboard, with no more than 4 people getting certified. If you have more than 6 people in your group, we can look at renting multiple boats for your adventure.

We collect a 50% deposit at time of booking and the remaining 50% of the trip fee is due 60 days before your adventure.

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


Where would you like to sail?

Custom Sailing Training VacationsWe create custom liveaboard vacations for in over 50 cruising destinations around the planet.

These are the most spectacular sailing locations imaginable! South Pacific, Caribbean, Mediterranean, Seychelles, Maldives, Australia, New Zealand or even in colder latitudes like the fjords of Norway. If you have a new recommendation, then we’re open to hearing it!

Your Crew

We can cater these sailing courses and adventures around your needs. Bring your family or friends! We often have families with children do private sailing courses, and these experiences are a wonderful family vacation and experience.

We have a limit of four students per boat completing formal ASA certification. However on the larger boats we can accommodate up to six, where two or more people are not intending to get formal certifications.

The Boats

We use beautiful, modern monohulls and catamarans that represent the latest in sailboat design and technology. Are you interested in learning on a particular boat type or model? We can help to get you on the boat you want!

Trip Itineraries

Private Liveaboard Sailing HolidaysOur sailing courses and adventures are truly an excellent balance of learning and fun!

We are usually busy about 6 hours per day focusing on learning how to sail. This includes sailing theory, sailing maneuvers, operating the boat systems, responding to emergencies, and taking the formal American Sailing Association tests.

Each day we are learning while sailing between stunning islands. We stop in numerous anchorages to swim, paddle board, snorkel and explore. In all of our destinations we love to see the sights, and experience the culture!

Plan on some fun adventures ashore to sample the cuisine, meet the locals, and get a taste of the area. So, if you’re imagining the perfect private custom liveaboard sailing vacation, challenge Nautilus to create it for you.

BOATS USED IN THE Location You Choose with a Custom Trip - 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