Adventures Expeditions Private Charter

Classic Tallship Sailing Holidays

Charters Follow Maybe Follow Blue Clipper

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

My land legs may have returned, but I am sorely missing the Blue Clipper.

Peter G – TS Blue Clipper August 2021

Our Voyages

View All Voyages

Offshore Atlantic Crossing from Portugal to Barbados 2024 – Leg 1 and 2 combined

Portimão, Portugal - Bridgetown, Barbados

November 4, 2024 - December 16, 2024

Atlantic Crossing, Tenerife to Barbados 2024 – Leg 2

Santa Cruz, Tenerife - Bridgetown, Barbados

November 17, 2024 - December 16, 2024

Atlantic Crossing, Tenerife to Barbados and Christmas in St Lucia 2024 – Leg 2

Santa Cruz, Tenerife - Soufrière, Saint Lucia,

November 17, 2024 - December 27, 2024

Christmas voyage, Barbados – St Lucia BC201224

Bridgetown, Barbados - Soufrière, Saint Lucia,

December 20, 2024 - December 27, 2024

Caribbean Christmas and New Year, Barbados – St Lucia BC201224

Bridgetown, Barbados - Soufrière, Saint Lucia,

December 20, 2024 - January 4, 2025

New Year Voyage St Lucia – St Lucia BC281224

Soufrière, Saint Lucia, - Soufrière, Saint Lucia,

December 28, 2024 - January 4, 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!

Follow Maybe

Follow Blue Clipper