Adventures Expeditions Private Charter
Classic Tallship Sailing Holidays
Our Ships
Variety of 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.
Maybe
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.
Leila
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 sailing holidays for all ages
to experience and enjoy hands on classic sailing voyages.
Maybe Sailing also provides private charters, expedition charters and corporate events at sea and in port. Love sailing and need a holiday with adventure? Then please come and join us on one of our Tall Ships.
What Clients Say
Our Voyages
Biscay Crossing Portugal – Cornwall BC050525
Portimão, Portugal - Penzance, UK
May 5, 2025 - May 15, 2025
Cornwall to Scotland Mile builder BC170525
Penzance, UK - Oban, Scotland
May 17, 2025 - May 22, 2025
BC250525 Outer Hebrides and St Kilda £2834
Oban, Scotland - Oban, Scotland
May 25, 2025 - June 3, 2025
BC060625 Sailing in the Hebrides £1823.20
Oban, Scotland - Oban, Scotland
June 6, 2025 - June 11, 2025
BC170625 Outer Hebrides and St Kilda £2630
Oban, Scotland - Oban, Scotland
June 17, 2025 - June 25, 2025
BC270625 Sailing in the Hebrides £1820
Oban, Scotland - Oban, Scotland
June 27, 2025 - July 2, 2025
Live Tracking
Follow Our Ships
Is someone you know currently on board Maybe or Blue Clipper? Click the links below to track Tall Ship Maybe and Tall Ship Blue Clipper live using our yellow brick tracking system. You can follow their voyage every step of the way and even send them a message on the blog!
Our Blog
Get News and Updates from Our Ships
Videos
The Inner Workings of Blue Clipper
Videos
Sailing In The Windward Islands
General
Sailing around Scotland and The Hebrides
General
Cornish Summer Sailing
General
Flying Around Maybe by Helicopter
General
Maybe August Sailing Algarve Boat
Photo Gallery
Atlantic Crossing Dec 2019
General
Welcome to Our Winter Charters
