Advanced Thrills & Spills, Sailing Challenges & Command Skills

The staff in the Classic Sailing Office have enough sea miles to go around the world 6 times, but we are not embarrassed by paying to go a sailing voyage, if it fits our ambitions. The logical conclusion of a sailing hobby is to buy your own boat, but there are cheaper ways to see the world on a beautiful and probably bigger sailing ship…and keep the day job. 

Experienced sailors don’t always want their next voyage to be more challenging or harder. We have plenty of customers who have weathered the gales and already been tested for courage by the sea. Our office and sea staff hope we can offer you mutual respect and we can learn from each other. When you ring us we are ready to answer questions from novices to master mariners. You might be someone who knows enough to look for an ocean passage that has trade winds in the right direction, but we can tell you which ship might will offer the most advanced thrills or good company.

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Moosk near Plymouth

26/01 RYA Sailing Courses

RYA Competent Crew

Learn hands-on sailing aboard traditional vessels. No experience needed. Ready to Go from Useless to Useful? Become a confident crew member in 5-6 days.

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Traditional sailing training with crew hauling sails on tall ship

07/11 Educational

Why Learning to Sail on Traditional Vessels is Different (And Better)

You’ll Actually Sail the Ship This is what sets traditional sailing training apart: when you step aboard one of our tall ships or classic

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RYA Day Skipper Online Theory Course – Learn Navigation and Chartwork | Classic Sailing

23/10 Educational

RYA Day Skipper Online Theory Course

RYA Day Skipper Theory – Why it Matters Taking charge The RYA Day Skipper Theory course gives you the knowledge to take charge of

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11/10 Educational

Lessons from HMS Victory for Today’s Sailors

HMS Victory – animation If you have visited HMS Victory in Portsmouth, you will appreciate, as I do, this fascinating animation. HMS Victory remains

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Recently Viewed Voyages

Santa Maria Manuela

Atlantic Crossing to the Azores SM110726 V29

Embark

Sat 11-07-2026

Lisbon, Portugal

Disembark

Sat 18-07-2026

Ponta Delgada, Azores

Santa Maria Manuela sunset

From

€1715

Eye of the Wind

The Kiel Canal and Flensburg Fjord- EYE26/13

Embark

Mon 11-05-2026

Hamburg, Germany

Disembark

Sat 16-05-2026

Flensburg, Germany

Tall ship Eye of the Wind with her red square sails set

From

€1850