Tall Ship and Small Ship Sailing Holidays | Classic Sailing

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Welcome to Classic Sailing

We hope you can find the ‘hands on’ sailing holiday of your dreams. In 2021 there are a lot of adventures to choose from, Tall Ship Day Sails, Ocean Passages, and many weekend breaks. More voyages are being added as things get better, please join our Mailing List to get the latest News.

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Latest Offer

Blue Clipper Sailing from Oban to Mallaig via the Inner Hebrides

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~~£1971.00~~

NOW

£1773.90

Ships Tall and Small

What our customers think

Thank you for providing one of the best experiences of my life. It was too short, guess I will need to do more voyages. – (J Whistler, 2018)

Maybe | Onboard Maybe

Why did I sail? – Never had before and wanted my first experience to be on a beautiful traditional sail boat. I wasn’t disappointed. Carolyn P June 2019

Testimonials | Onboard Johanna Lucretia

Explore our sailing grounds

Scandinavia, Scotland, Isles of Scilly, Greenland, Cornwall, Brittany Iceland and more.

New destinations being added as travel opens up again.

Brittany – Brest International Festival of the Sea and Douarnenez

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Western Europe – Scotland to Gibraltar

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North Sea

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Sailing in Sweden

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Paimpol Maritime Festival 2021

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The English Channel and the Channel Islands

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Greenland and the North-West Passage

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Iceland and the Faroes

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The Baltic – Kiel Canal – North West German Coast

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Sailing Holidays Cornwall

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Sailing in Scotland

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Sailing in the Isles of Scilly

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Sailing Holidays in Devon

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Inspire me

Our holidays are not just for sailors. People from all walks of life run away to sea for a multitude of reasons. Answering the call of the sea is the perfect cure for modern life.

No Experience Needed – Learn to Sail Holidays

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Take Part as crew in the International Tall Ships Race 2021 postponed from 2020

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RYA Yachtmaster Offshore or RYA Yachtmaster Coastal Certificate – Prep Course & Exam

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PPR – Professional Practice & Responsibilities – On line Course

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Family Friendly Sailing Holidays

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Explore the Coast Under Sail

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RYA Yachtmaster Ocean Theory – On Line Course

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RYA Yachtmaster Coastal and RYA Yachtmaster Offshore Theory

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RYA Day Skipper Theory

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RYA Essential Navigation & Seamanship – On Line Course

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Career Sailor – Work on tall ships & traditional boats

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Already Hooked – What Next for Intermediate Sailors

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RYA Day Skipper – Learn how to combine navigation, leadership and sailing skills

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RYA Competent Crew – A comprehensive ‘hands on’ course for beginners

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Advanced Thrills & Spills, Sailing Challenges & Command Skills

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First Sailing Holidays for Beginners

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RYA Online Courses -Navigation Qualifications at home

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Tall Ship Wildlife Expeditions in South Georgia

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Winter Sun on Tall Ships

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Three Festivals Tall Ships Race 2018

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Summer Tall Ships Race in Europe 2018

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Tall Ship Day Sails and Tasters

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Tall Ship Racing – Participate as tall ship crew

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Weekends & 2-5 Day Sailing Breaks

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Day Sails – a family day out, gift or taste of future adventures?

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RYA Practical Sailing Courses on Classic Boats, Theory Courses online.

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Cargoes Under Sail – The Green Transport Revolution

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Themed Sailing Voyages – Art, Music, Wildlife, Photography

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Island Hopping Voyages – Never Far from a Beach

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Ocean Passages – 8 day voyages to several months

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Sail a Tall Ship – Yes you can be Tall Ship Crew

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Sailing Holiday Tasters & Short Breaks

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Sailing Journeys for GAP Year, Mid Life Crisis & Career Breaks

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Our Expertise

Our Ethos

“Professional sailors and guest crew working together as a ship’s company. Sharing adventures afloat and exploring amazing places ashore. This is our passion; This is what we do.” Co-founder Debbie Purser

Gallery

Ships, people and places.

Stories and Articles

Past, present and future,