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!

23/06/2026

Blue Clipper Blog 22.06.26 A perfect day at sea!
Puffins on Lunga, stunning views at Staffa and Fingal’s Cave, seals in calm waters, and a sunny evening in Iona. A day to remember! 🌞🌊

We couldn’t have asked for better conditions. A perfect afternoon for island exploration and unforgettable Hebridean sce...
22/06/2026

We couldn’t have asked for better conditions. A perfect afternoon for island exploration and unforgettable Hebridean scenery.

Blue Clipper Voyage Blog 18th -21st JuneThursday – We spent the day in Barra, with guests exploring ashore and taking pa...
22/06/2026

Blue Clipper Voyage Blog 18th -21st June

Thursday – We spent the day in Barra, with guests exploring ashore and taking part in seamanship activities onboard, including knots, splicing, bowsprit walks, and mast climbs. That evening we set sail for St. Kilda beneath a spectacular sunset.

Friday – After an overnight passage, we arrived at St. Kilda. Guests enjoyed time ashore exploring the island before we sailed past the dramatic Stacs, surrounded by thousands of seabirds, and headed for the Sound of Harris.

Saturday – We transited the Sound of Harris at sunrise before continuing to Loch Harport on Skye. After anchoring, guests visited the nearby distillery and enjoyed a relaxing evening ashore.

Sunday – A perfect sailing day saw us reach Canna under full sail. Dolphins joined us on arrival, and guests spent the afternoon exploring the island in beautiful sunshine.

Fun fact from yesterday’s sailing adventure!🐦‍🔥⚓️ As we sailed past Lunga at the Treshnish isles, we picked up an unexpe...
18/06/2026

Fun fact from yesterday’s sailing adventure!🐦‍🔥⚓️ As we sailed past Lunga at the Treshnish isles, we picked up an unexpected es**rt a curious Skua! It followed closely for a while and seemed particularly fascinated by bright orange waterproofs. After giving us a good inspection it finally decided to continue on its own adventure.

Blue Clipper Blog 16.06.26  Sails up and spirits high! ⛵Our new crew quickly got into the swing of things as we sailed p...
18/06/2026

Blue Clipper Blog 16.06.26 Sails up and spirits high! ⛵

Our new crew quickly got into the swing of things as we sailed past Lady’s Rock and Duart Castle, enjoying some classic West Coast scenery. After rounding Ardmore Point, we settled into our anchorage and tucked into another fantastic meal from Chef Sam.

The skies have cleared this evening, and everyone is still enjoying the view from deck.
A brilliant first day of the voyage.

Last-minute sailing holidays on board Blue Clipper⛵️  always seem to be the best ones!!!No endless planning, no overthin...
11/06/2026

Last-minute sailing holidays on board Blue Clipper⛵️ always seem to be the best ones!!!
No endless planning, no overthinking just unforgettable adventures.

Join for an epic voyage from Oban to Tórshavn, exploring the Hebrides and the remote Faroe Islands.
⚓ Hands-on sailing
🐬 Incredible wildlife encounters
🌊 Unforgettable ocean passages
🏝️ Remote anchorages and wild coastlines

Two incredible routes ,both unforgettable:

• The Inner Passage: Explore the stunning Hebrides, from Uist and Benbecula to Harris and Lewis, before embarking on a thrilling 200-nautical-mile Atlantic crossing.

• The Wild Atlantic West :Venture into some of Europe’s most remote waters, with opportunities to visit the Monach Isles, the legendary St Kilda, the mysterious Flannan Isles, and the spectacular southern Faroes.

Whichever route the weather delivers, expect dramatic landscapes, seabirds, ocean sailing, and the adventure of a lifetime.

Who would you bring on this adventure? Tag them below! ⬇️

👉 Book now and sail the edge of the Atlantic.

Blue Clipper Blog 10.06.26 ⛵️ Today’s adventure took us to the stunning Treshnish Isles, where we anchored off Lunga in ...
11/06/2026

Blue Clipper Blog 10.06.26
⛵️ Today’s adventure took us to the stunning Treshnish Isles, where we anchored off Lunga in glorious sunshine. The turquoise waters were breathtaking, and we were delighted to spot puffins almost immediately from the dinghy!

On the island, puffins were everywhere, popping in and out of their burrows, while thousands of razorbills covered the cliffs in an incredible display of sight and sound.

After lunch, we sailed towards Staffa and Fingal’s Cave with a great breeze pushing us along. Along the way, we responded to a PanPan call from a vessel in need of assistance. As we caught up with them, they managed to restart their engine and continue under their own power good news for all involved!

The day ended in beautiful Iona, where guests explored the historic Abbey and stunning white sand beaches before enjoying Cat’s cocktail of the day, The Pilgrim Promise.

Now anchored in a sheltered bay for the night, we’re looking forward to seeing what tomorrow brings.



All well on board. ⚓️

11/06/2026

Watching the Puffins coming out of their burrow and going about their day 😁 What a privilege to see this.2027 sailing adventures are already out, come and sail with us.

Blue Clipper Blog   9th June 2026🌞 We welcomed our guests aboard in sunny Oban and set sail through the North Channel in...
10/06/2026

Blue Clipper Blog 9th June 2026🌞

We welcomed our guests aboard in sunny Oban and set sail through the North Channel into the beautiful Sound of Mull. After enjoying stunning scenery, a trip out on the bowsprit, and a delicious dinner prepared by Chef Sam, we anchored in Ardmore Bay for the night.

A spectacular sunset rounded off a fantastic first day on board. Tomorrow we head for the Treshnish Isles in search of puffins!



⚓ All well on board.

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Leeds
LS196JT

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