Private Charter Expeditions Adventures

Classic Tallship Sailing Holidays

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Variety of hands on Classic Sailing Adventures For All Ages

Blue Clipper

On board TS Blue Clipper, enjoy a hands on classic sail training adventure and sail to areas of the world you had only dreamed of visiting.  Become fully immersed into life on board a classic tall ship and learn all about sailing this beautiful classic schooner.


On board TS Maybe, enjoy a hands-on sailing voyage around the UK, Ireland and Western Europe. With many youth sail training voyages throughout the year, tall ship adventure holidays and the opportunity to take part in the International Tall Ship Races and Regatta, there is something to suit everyone.


Welcome to our tall ship Leila, the oldest ship in our fleet dating back to 1892 and the most recent one to join the fleet. Restored to her traditional gaff cutter sail configuration, we offer sail training opportunities around the UK, Ireland and Europe.

About Maybe Sailing

Maybe Sailing operates three Tall Ships
offering a variety of opportunities for all ages
to experience and enjoy hands on classic sail training.

What Clients Say

It's the first time I went sailing on a boat for a couple of days. I loved helping out with the ropes and sails and waking up and going into the caves with the kayaks. Also getting to know new people and sharing food with everyone. It was a great experience and I loved it.
Marley J – TS Maybe August 2020

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