window.dataLayer = window.dataLayer || []; function gtag(){dataLayer.push(arguments);} gtag('js', new Date()); gtag('config', 'UA-120432172-1'); window.dataLayer = window.dataLayer || []; function gtag(){dataLayer.push(arguments);} gtag('js', new Date()); gtag('config', 'UA-41085487-1');

Classic Tall Ship Charters

With Blue Clipper and Maybe

Charter your own Tall ship in 2024. With our two Tall ships, Blue Clipper and Maybe to choose from you could enjoy a unique and memorable experience along the Algarve coast, Cornwall or the West coast of Scotland and the Hebrides. You don’t need any previous sailing experience and there are no minimum age limits as there will be full crew on board. By chartering the entire boat for your sailing holiday, you will have the opportunity to customise the experience for your family or friends.


Maybe is a classic sailing ketch with 7 sails and Blue Clipper is our luxurious 3 masted schooner. Blue Clipper can be found on the West Coast of Scotland exploring the inner and outer Hebrides until the winter months and Maybe will be exploring the Cornish coastline and the Isles of Scilly before both vessels return to Portimão – located on the beautiful Algarve coastline, in the port of Ferragudo Portimão on the southern edge of Portugal. In the Spring Blue Clipper and Maybe will return to sail around The West coast of Scotland starting from Greenock, Oban, Mallaig, Ullapool. Or the Cornish Coast and Isles of Scilly from Penzance and Falmouth.


For someone who has never been sailing before, I was very apprehensive but still excited about the whole experience. It really surpassed my expectations. The team, the food, the spontaneity of sailing and learning the ropes was an amazing and one of a kind experience.

The crew were lively and really entertaining, great with children and because of having to work in a team, a close bond formed very quickly with everyone onboard. When asked by the captain at the end, what I thought of the experience, only one word came to mind, ‘phenomenal’ – it really was!

Marley, aged 10.


Marley J - TS Maybe August 2020

My family and I recently had an amazing opportunity to spend time onboard the Tall Ship Maybe. I was a little apprehensive about it at first as we have two young children aged three and one. However, a quick visit to Maybe soon reassured us that we were making the right decision as she is a very spacious, sturdy boat, with great Family sized cabins and all the necessary safety equipment for children.

Maybe is incredible in every way. She is a beautiful boat and coupled with her outstanding crew is a dream to sail for both the experienced and inexperienced. As well as having exceptional knowledge and control of the boat, the good-humoured and approachable crew also provided magnificent food, and were fantastic with the children. They involved them whilst sailing, giving each of them little jobs and tasks, and once anchored played games with them and even had them baking bread and pizza. They all worked tirelessly to ensure everyone was happy every minute of the day.

Our trip was extremely well planned with the perfect balance of sailing and stop off points for adventure activities like kayaking, paddle boarding, and snorkelling. There was nothing better than having drinks on deck in the evening beneath the stars whilst the children were close by, fast asleep in their bunks. Then, after an action-packed day of sailing it was so nice to retreat to your bunk and be rocked gently to sleep by the Ocean.

The trip left us with amazing memories and a burning desire to get back on board as soon as possible.

Christina S – TS Maybe – August 2020

Find Our More

If you are interested in finding out more about our exciting Scottish Sail Charters, please fill out the following form:

  • If you are from another country, please give the country code too.
  • Please tell us when you would like to sail?

Join Friends of Maybe

  • Data Protection

    By subscribing to our newsletter you agree to receive content from Maybe Sailing including special offers, updates and newsletters. Please refer to our privacy policy to see how we use your data.