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Featured Journal

15/06 Announcing New Voyages

2023 Sailing Schedules

First to hear will be our Newsletter subscribers. More Schedules being added. So much to choose from in 2023 in Europe, Scotland, Devon, Cornwall,

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sailing in scotland

15/05 Inspiration

Holidays on the Water in Scotland

Mountains High and Seas Rich with Abundant Wildlife Scotland offers you some of the finest sailing waters in the UK and how better to explore

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Sailing Holidays to the Isles of Scilly with Classic Sailing

10/05 Inspiration

Isles of Scilly

Reward yourself with a sailing holiday to the Isles of Scilly Forget flying, forget the large ferries and cruisers. Sailing to the Isles of

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sail to secluded coves and wild swim

06/05 Educational

Nine Great Ways to Explore the Coast

1 Sailing 2 Sea Kayaking 3 Coasteering 4 Cliff climbing 5 Walking 6 Cycling 7 Horse riding 8 Wild Swimming 9 Rowing + Best

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Grayhound Caribbean Eco Adventures

18/04 Announcing New Voyages

Wild Swimming in Cornwall from a sailing ship

Wild Swimming in Cornwall from Tallulah with safety supervision. Swimming from Tallulah in a beautiful anchorage is often a big part of the fun

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Wild Boy built by Debbie, Tallulah's skipper.

02/04 Educational

Conserving our maritime heritage

At Classic Sailing we still believe the best way to conserve our maritime heritage and traditional sailing skills is for historic vessels to go

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Sailing on Oosterschelde with Classic Sailing

24/03 Inspiration

Why are sailing holidays great value for money?

Unique and unforgettable experience: Active sailing holidays on tall ships offer a one-of-a-kind adventure that cannot be replicated by any other type of vacation.

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Three People on Provident

02/03 Educational

Affordable wet weather gear for sailing and boating.

Practical advice 1 First time afloat? 2 Materials 3 Motor Boating 4 Yacht sailing 5 Tall ships and traditional vessels 6 Whats the choice

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Tecla passage making across oceans

12/02 Inspiration

Getting Ready for a Big Adventure

Preparing for the Voyage of a Lifetime Booking a big sailing trip is incredibly exciting. We’re here to help you make sure you’re ready

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yoga for tallulah sailors with Sophie

24/01 Inspiration

Sailing & Yoga – Coastal Retreats to Boaty Fitness Camps

The sailing holiday ethos on pilot cutter Tallulah is very much a celebration of healthy coastal living. Sailing ships with blocks and tackles are

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21/01 Inspiration

Grayhound Refit and maintenance winter 2024

The Captain writes Grayhound Ongoing Work Grayhound is continuously being serviced and maintained. Despite being a brand new wooden ship there are still plenty

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Sail in the Caribbean with Classic Sailing

17/01 Special Offers

Difficult or Unpopular Voyages

Hold on a minute, you would think Classic Sailing would say that all voyages are popular and easy to do? Life ain’t like that.

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Current Voyages

Tallulah

GROUP BOOKING FULL Isles of Scilly - Seas are at their warmest and ocean sunsets are spectacular

Embark

Mon 07-09-2026

St Mawes, Cornwall

Disembark

Sun 13-09-2026

St Mawes, Cornwall

Fully Booked

Oosterschelde

Tall Ship Sailing from La Rochelle to Bordeaux OS050926

Embark

Sat 05-09-2026

La Rochelle, France

Disembark

Thu 10-09-2026

Bordeaux, France

From

€950

Oosterschelde

Summer Sailing: A Coruña – La Rochelle OS260826

Embark

Wed 26-08-2026

A Coruña, Spain

Disembark

Sat 05-09-2026

La Rochelle, France

From

€1900