Find great sailing lessons for any destination.

104 reviews worldwide.
1 - 18 of 159 listings

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 rental inquiries, and pay for your rental or charter from the convenience of your phone or computer. We offer a secure platform for renters to facilitate a seamless rental transaction. For boat owners, we connect millions of renters to their boat and provide the security and safety checks on each rental 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.
  • Different sailboats require different 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. KD
    Lets go sailing in San Diego!

    Book this trip! We had such a fun and relaxing time on the water. Gabriel was great, and took us on the perfect ride around the bay for the sunset which was beautiful and we 100% recommend! I couldn’t say enough good things about the overall experience :)

  2. SS
    Learn to sail a Catalina 22 in Vancouver, BC

    We had a great time seeing the sites with Keven. He was easy to talk to, knowledgeable, had good music and the boat was well kept and comfortable. He even dropped us off closer to the hotel so we didn’t have to take an Uber. We would definitely recommend him and do another sail next time in Vancouver. We got lucky weather wise. The weather and winds were 5 stars too!

  3. LB
    Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

    Captain Joe was great! Great customer service all around. The boat was beautiful and very spacious. It was an awesome experience, sailing around the Chesapeake was relaxing. On the way back, we had the opportunity to take a dip in the bay to cool off, and Captain Joe surprised us with a plater of brownies and strawberries when get back on the boat!! Can’t wait to sail again with Captain Joe! Overall it was a prefect to spend our Sunday 100 percent recommend.

  4. IM
    Charter Sailboat Cruiser in Stamford, Connecticut

    We had a great time! The weather was good. The boat is beautiful Hunter and kept in tip top shape. Marco is a great captain, very knowledgeable. We felt very safe with him at the helm. Will definitely repeat!

  5. KE
    Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

    We sailed with Captain Charlie and everything was perfect. He was very communicative ahead of time and was even able to accommodate when my folks decided to join us after I booked. The Daffy is lovely and he was a treat to sail with - clearly knowledgeable and funny too! We will be back!

  6. JT
    Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

    Captain Joe was Amazing! The boat was incredible so nice plenty of space. A Amazing View. We took great pictures! Captain Joe’s communication was Awesome. His Wife made perfectly made brownies that just blew our mines. The whole experience really made my birthday Weekend I loved it All. Thank you Captain Joe!