Yes, you can take a sailing course and gain a qualification while taking a holiday on a chartered sailboat. There are many options available for you to choose from, depending on your location, budget, and level of experience. Here are some of the web search results that might interest you: RYA Sailing Courses | Sailing Holidays: This website offers a range of RYA sailing courses in the Greek islands, from beginner to intermediate level. You can book a berth on a school yacht, or book a whole boat and a private instructor. You can also pair your course with a flotilla holiday, where you sail in a group of other yachts with support from a lead boat. Learn to Sail | Sailing Holidays: This website also offers RYA sailing courses in the Greek islands, with a similar approach as the previous one. You can learn to sail in the sunshine, with instructors who are passionate and experienced. You can also sign up for a VHF course, which is required by law in some countries to charter a yacht. Sailing Package Holidays 2023 - Mark Warner: This website offers sailing package holidays in various destinations, such as Greece, Turkey, Italy, and France. You can learn to sail on holiday by taking part in a relevant course for your age group and skill level. You can also enjoy other activities such as windsurfing, kayaking, cycling, and tennis. Learn to Sail Holidays | Beginner & Intermediate Sailing Courses: This website offers learn to sail holidays in Florida and the British Virgin Islands. You can take a beginner sailing course with no prior experience, or an intermediate sailing course to improve your skills. You can also explore the beautiful scenery and wildlife of these locations.