Find great sailing lessons for any destination.

1592 reviews worldwide.
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Learn to sail or further hone your skills with sailing lessons anywhere in the world.

Do you want to learn how to sail? Or perhaps you'd like to further hone your sailing skills? Learn to safely operate a sailboat with the guidance of a skilled professional. Lessons are available for a variety of sailboat types around the world and will help you learn the proper skills to operate a boat safely.

Using GetMyBoat to book your next sailing lesson.

Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to search quickly, compare prices, submit hire enquiries, and pay for your hire or charter from the convenience of your phone or computer. We offer a secure platform for customers to facilitate a seamless hire transaction. For boat owners, we connect millions of customers to their boat and provide the security and safety checks on each hire transaction.

Search for the perfect experience now and book your dream day out on the water.

Things to consider for your sailing lesson.

  • Sailing lessons are great for improving your skills. Check regulations and licensing requirements of your local area before booking.
  • Diffehire sailboats require diffehire skills, so be sure to have a lesson on the type of boat you want to captain.
  • If you have any questions about the content of the lesson or required skills/abilities, just ask the captain.

GetMyBoat customer reviews for Boat Rentals worldwide.

  1. JB
    Jacki
    Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

    We had a wonderful time sailing with Nijole and her husband Remus (I probably spelled that wrong, apologies!). Lake Michigan and views of Chicago are stunning, we had perfect weather, and the boat and her crew were wonderful. Highly recommended, especially as a somewhat "physically distanced" option in these times.

  2. SC
    Sheana
    Monday - Thursday Charters (excluding Holidays) $1200 for 3 hours saving you $300! Friday - Sunday $1500 per 3 hours. .

    David was a GREAT host, and the boat is incredible. Between himself and the Stewardess, Kim (who is incredibly kind, fun, and helpful!) it was the perfect luxury boat day. There was more than enough space for 12 people, and we had such a great time we extended the trip for 2 hours. You will undoubtedly have an AMAZING time******

  3. Mk
    Matthew
    Monday - Thursday Charters (excluding Holidays) $1200 for 3 hours saving you $300! Friday - Sunday $1500 per 3 hours. .

    David, was an excellent captain and sailed us around the Toronto bay, and anchored near Hanlan's beach .We had a perfect day. We were a party of 6, and there was ample space for at least 10. I would highly suggest David, for any boat rental in the future and look forward to our next charter with him.

  4. as
    amy
    Cruising Sloop in Marina del Rey

    Mark is amazing. He contacted me with instructions to meet him and even where to park. The boat is absolutely beautiful with plenty of space to relax and bring snacks and drinks if you want. We loved being able to drive the boat a bit and learn about sailing as well as have time to sit and chat and relax. We went for a sunset cruise and would have been a gorgeous view if the clouds weren’t blocking our sun, but the ride itself was so great, it was perfect regardless. Mark is great! Very personable and extremely well versed in boating, flying.. you name it! Hope to join again soon!

  5. SC
    Shelby
    38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA

    Captain Alberto and his wife were an absolute delight! He is incredibly knowledgeable in sailing and he made us feel welcome and at home on his sailboat. My entire family had such an amazing time, and I would recommend to anyone! If you have an opportunity and want a wonderful, safe, and fun experience, choose this charter!

  6. ND
    Nancy
    Charter a 31' Pearson Cruising Sloop, Chicago

    We had a wonderful time with Captain Joey! The weather was perfect for cruising around and sailing. The Captain showed us beautiful views of the city skyline and there was never a dull moment on board. I would definitely book again with Captain Joey and recommend others to do so too.