Maybe Sailing

Maybe Sailing Maybe Sailing provides sail training opportunities and tall ship adventure holidays to people of all ages.

From 1 day taster sails, to 4 week expeditions and ocean crossings we have something for everyone. Tall Ship MAYBE is a traditional Dutch sailing ketch, launched in 1933 and was designed for round the world cruising. In recent years she has been completely restored by her current owner and returned to sailing in 2007. Tall Ship MAYBE took part in the first ever Tall Ships Race in 1956. She made a successful return to the Tall Ships Races in 2009 in the Baltic’s and completed a full schedule of Tall Ships Races and Regattas during 2010. During the winter of 2010/2011 ‘Maybe’ underwent further restoration to transform her back to her former glory, sailing with an original gaff rig again for the 2011 sailing season along with almost complete refurbishment below deck. The winter of 2011/2012 we made further improvements to the inside cabins and to gaff the mizzen. Maybe Sailing offers sailing voyages from short sails of 1-4 days to longer sails including taking part in the prestigious Tall Ships Races annually. When ‘Maybe’ is in the UK she is based on the East Coast of Yorkshire but spends several months of the season sailing in European waters. We offer sail training opportunities for trainee crew of all ages but strongly believe in the benefits sail training has as a role in youth development. Our aim is to provide many young people, aged 25 years old and under, with an unforgettable sailing experience where they can develop valuable life skills.

‘Maybe’ has the capacity for 18 crew members on each voyage which includes 4 permanent crew and 14 places for trainee crew members. She has extensive comfortable accommodation below deck which has been newly refurbished. In 2013, MAYBE won the Tall Ships Races overall for Class B!

Thank you, Sail Training Ireland , for an amazing season! ⛵️It has been fantastic to hear about so many young trainees e...
22/09/2026

Thank you, Sail Training Ireland , for an amazing season! ⛵️

It has been fantastic to hear about so many young trainees enjoying such a wonderful season gaining hands-on sailing experience, developing leadership skills, building confidence and resilience, challenging themselves, making new friends and creating memories that will stay with them forever.

We are so proud to have been part of their journey and to know that Tall Ship Maybe has helped create so many special moments along the way.

And while one season comes to an end, the next adventure is already beginning… 🌊

The first few adventures for the 2027 season are already out and we can’t wait to welcome more young people on board, create more memories and share many more adventures, experiences and smiles together.

Here’s to 2027! ⚓️💙

Why Antigua?Imagine waking to a Caribbean sunrise on board of a traditional tall ship. Climb on deck as the sails fill w...
17/09/2026

Why Antigua?
Imagine waking to a Caribbean sunrise on board of a traditional tall ship. Climb on deck as the sails fill with the warm trade winds and Blue Clipper comes alive beneath you. Take the plunge from the bowsprit into crystal clear turquoise waters, or relax on a paddle board in a peaceful Caribbean anchorage. Explore beautiful islands, secluded bays hidden beaches far from the crowds, discovering places without a cruise terminal, where the big ships simply can’t go. This is more than a holiday. It is a true Caribbean sailing adventure, where the journey is as memorable as the places to visit.

🔧 ENGINEER WANTED!Join Blue Clipper as a Relief Engineer.
Minimum qualification: MEOL
📩 Interested? Contact us: info@may...
24/08/2026

🔧 ENGINEER WANTED!
Join Blue Clipper as a Relief Engineer.
Minimum qualification: MEOL

📩 Interested? Contact us: [email protected]
⛵️

24/08/2026

Follow Our Ships! 🌍
Want to join the adventure from wherever you are? You can follow our ships live, wherever they are in the world!
Keep an eye on Maybe and Blue Clipper as they sail from one exciting adventure to the next. But it’s more than just watching a dot on a map…
Follow their voyages through our blogs, packed with stories, updates and incredible photos from life at sea. Discover where the crew and trainees and voyage crew are heading, see what they are getting up to, and experience the adventure alongside them!
The journey is just beginning come and follow along! 💙
⚓
 
https://www.maybe-sailing.com/our-ships/follow-our-ships/

24/08/2026

We’re looking for a Full-Time Bosun to join our crew from September onwards.

Minimum qualification: Yacht or Deck Rating
Work at sea • Explore new destinations • Join a passionate crew

Interested? Get in touch: [email protected]

17/08/2026

Another memorable adventure aboard Blue Clipper

From the Enchanted Isles and the misty shores of Skye during the solar eclipse, to sailing the Small Isles and exploring Canna and Eigg, it’s been a voyage full of spectacular scenery, wildlife, great food and plenty of adventure.

We sailed past the dramatic Sgùrr of Eigg, enjoyed sunshine and 8 knots of wind, spotted Belted Galloways grazing above Canna, and took in the beautiful coastline around Sanna Bay before heading towards Loch Sunart and Tobermory.

With good food, great company and plenty of time under sail, it’s been another fantastic voyage aboard Blue Clipper. 💙

11/08/2026

🌊 ATLANTIC CROSSING 2027 — JOIN THE ADVENTURE!
Ever dreamed of sailing across the Atlantic? Now is your chance to be part of an unforgettable ocean adventure on board Blue Clipper.
Our 2027 Atlantic Crossing sails from Antigua to Penzance, with the voyage split into 2 legs so you can choose an option that suits you.
🌊 FULL ATLANTIC CROSSING- ANTIGUA to PENZANCE
9 March – 24 April 2027
🌊 LEG 1 — ANTIGUA TO THE AZORES
9 March – 9 April 2027
A month at sea crossing the Atlantic towards the Azores.
🌊 LEG 2 — HORTA TO PENZANCE
12 April – 24 April 2027
The final stage of the Atlantic adventure.

✔️

10/08/2026

Looking back at another unforgettable adventure ⛵️🌊 From Stavanger to Ullapool, Blue Clipper had another fantastic sailing trip, full of memories, wind and wild seas. 💙
More adventures to come… ⚓️✨

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Leeds
LS196JT

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