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Classic Sailing Vessels

Our Sailing Ships Always Create a Scene

Classic Sailing holidays feature sailing ships from a bye gone era. They are all traditionally rigged and share our ethos of 'hands on' participation, where you can sail them as guest crew.

Each boat or tall ship is independently owned and has their own distinctive style of sailing.

Read our opinion on what each vessel does best, what the accommodation is like and where they sail. You will also find their voyages, dates and prices.

If it helps you can try our lighthearted quiz to help find your perfect sailing vessel.

What others say about us


Facebook reviews

"A life changing experience with talented crew who gave us hope for mankind ...and biscuits"

Customer comments

Read what the press say about our holidays

Magazine articles


Why book with Classic Sailing?

The call of the sea

Destinations for sailors & explorers

Over 300 voyages a year

11, 051 customers introduced to

traditional boats and tall ships.

Tell us your sailing dreams


Office Team of Skippers

6 Times Around the World between Us

Selling Holidays for 22 Years

2 Dogs to make us laugh

Contact Us

How to Book

Voyage Applications Online 24 /7

How to book a voyage

Terms & Conditions   Travel Insurance

Loyalty Discounts & Price Match

Frequently Asked Questions