More

Voyage Filters

Adventures, News and Educational Articles

Run by sailors for sailors new or old.

Share This

Featured Journal

21/02 Customer Reviews

How People Feel After Their First Sailing Trip

Why people enjoyed their first voyage. First time and novice “I was amazed how quickly we felt safe. It was only my second time

Read More
On the helm of Morgenster

21/02 Educational

Good Skippers don’t shout

Why Good Skippers don’t shout. You have to ask yourself why would a skipper be shouting? Is it for a safety reason, is it

Read More
tecla whale ice

02/02 Cold Climate Sailing

Breaking ice

Cold Sailing, Clear Minds, Real Adventure Overheard Office discussion DEB “ Jess do you like hot sailing destinations or cold?” JESS “Hot. Not really

Read More
Met Office Synoptic of Storm Goretti

26/01 Educational

Weather bombs and Sting Jets

A first Hand Experience If you lived in Cornwall this winter you would have experienced both weather bombs and sting jets. These are not

Read More
Gazing into the sea and sky on Tecla

17/01 Inspiration

I never tire

Why my traditional sailing experience never tires me. Adam – Sunday, January 20th 2026 Hi sailor, This week I’m going to tell you all

Read More

01/01 Classic sailing at 30

Our Theme for 2026 is ‘CLASSIC SAILING at 30’

Celebrating 30 years of Classic Sailing 1996-2026 Last year we celebrated the PEOPLE that bring your sailing voyages to you, and the fascinating range

Read More
Why we recommend DialaFlight to get you thee and back.

31/12 FAQ - Frequently Asked Questions

Why Use a Travel Agent for Flights to Your Sailing Holiday

Travel agent for flights! Surely that’s a bit old-fashioned in our digital age, but when you’re planning a sailing holiday with Classic Sailing, having

Read More
When you love sailing all aspects of sail handling become interesting

28/12 Inspiration

Why We Love Traditional Sailing: A Love Letter to Life at Sea

Hi Sailor, Jessie here,  2025 was the first year in my adult life that I haven’t been sailing. I find this quite a depressing

Read More
Sail to St Kilda on traditional tall ship holiday.

07/12 Educational

Rare Voyages: Traditional Tall Ship Holidays

Rare Voyages: Traditional Tall Ship Holidays I’ve never been on a cruise ship though more than  2 million Britons annually have; sad to say

Read More
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

Read More
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

Read More

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

Read More
Sailing on a Tall Ship - “Great adventure, very hands on, and not to be forgotten as a complete novice and landlubber.”

10/10 FAQ - Frequently Asked Questions

Top FAQ’s

Classic Sailing Top FAQs What kind of experience should I expect? You join the ship as crew, not a passenger. Expect to steer, set

Read More

Current Voyages

Grayhound

Round trip: Brittany to the Isles of Scilly GR030926

Embark

Thu 03-09-2026

Douarnenez, Brittany

Disembark

Thu 10-09-2026

Douarnenez, Brittany

From

€1760

Grayhound

Round trip: Brittany to the Isles of Scilly GR230626

Embark

Tue 23-06-2026

Douarnenez, Brittany

Disembark

Tue 30-06-2026

Douarnenez, Brittany

Grayhound crew coming ashore for an evening BBQ on St Martins

From

€1760

Grayhound

2 Night Breton Explorer GR170626

Embark

Wed 17-06-2026

Douarnenez, Brittany

Disembark

Fri 19-06-2026

Douarnenez, Brittany

From

€540