Call a Skipper 01872 580022

Sailing Breaks and Tasters - Introduction and Sailing Holiday List

Sailing Breaks:  A great selection of 1- 4 day voyages

Any day sail, weekend break or 3-4 day short voyage on our traditional boats and tall ships make an ideal taster experience for beginners. If it’s your first voyage you will not be expected to understand all that goes on immediately.  There is full training throughout the voyage but as guest crew you are learning by doing - so its fun and you hardly notice the steep learning curve. In no time at all you will be pulling on ropes and taking an active part in all the sailing as if you had been sailing for years. Classic Sailing currently offer more short breaks on classic boats and tall ships than any other UK traditional boat operator so we hope our website will be your first port of call whenever you want to escape 21st Century life ashore.

Classic Sailing Short Breaks - All Vessels - descriptions, dates & prices

Why Short Breaks Beat Day Sails

eve with bone in her teethYacht Sailor? Try something different for the weekend

Experienced yachtswomen and men regularly come for a refreshing sailing break on our pilot cutters. It is a great pose to 'own a classic boat' for a few days. Not only are they fun and physical to sail, Pilot Cutters Eve, Agnes, Lizzie May,  and Annabel J are rather show stopping when they come into port, and it is nice to get admiring looks out on the water. Many of our customers come just to experience gaff rig sailing as a change from modern yachts.
It is also rather satisfying to be crew on something larger than your average ocean going yacht.  In size order we have short breaks on impressive gaff cutter Eda Frandsden and then getting bigger, three masted lugger Grayhound, Schooners Hildur and Haukur in Iceland, Brixham Sailing Trawlers Provident and Leader and 1904 West Country trading ship Bessie Ellen. All these ships a originals or wooden replicas with loads of character and no more than 12 guest crew, so everyone feels part of the action and able to approach the skippers and professional crew easily to learn new skills.

Lonely Planet Travel Magazine

10 Best Weekend Courses

Classic Sailing was selected by Lonely Planet Magazine under the category 10 Best Weekend Courses for 2010. We are rather pleased to be in their overall list of 52 best weekends away too, although some of these are really pushing the boundary of what you can do in a 'weekend'

Our pilot cutter 2-3 day breaks on Eve of St Mawes in Cornwall, Lizzie May in Western Scotland and Annabel J in the Solent are featured in the Lonely Planet magazine January 2010 issue.

In Cornwall Eve of St Mawes has been developing short breaks for the longest of all our fleet. Eve runs her classic 3 day tasters and themed breaks from Sailing and Painting holidays to Wind Power Challenge - sailing without an engine, Sailing and Walking combinations, marine photography workshops, Women go Wild, Wild Swimming, Beach cleans and wildlife spotting, gaff sailing master classes. Newest voyage is a Health and Fitness voyage - a sort of Nautical Boot Camp...not as scarey as it sounds.

Eve of St Mawes - Short Breaks in Cornwall- descriptions, dates and pricesl

A Sailing Break Near You

We have four pilot cutters strategically based in the best sailing areas around the UK - Southern Cornwall, Western Scotland & the Solent. All three areas have a great mix of exciting coastal sailing and more sheltered tidal waters to explore. Westcountry trading ketch Bessie Ellen sails a lot in the Westcountry this year offering day sails and short trips or join large gaff cutter Eda Frandsen in Cornwall for 2-3 day voyages. New 3 masted lugger Grayhound has a few day sails and weekend breaks available.

British Tall Ships Tenacious and Lord NelsonAll Inclusive Alternative Weekends

The beauty of our short breaks is that we provide a mini adventure in an unusual environment with so many experiences thrown in that they always feel like you have been away for more than a few days. All you need to do is book and turn up with enough clothing for an active outdoor weekend and a sleeping bag. We provide accomodation on board, waterproofs if you need them, 3 freshly cooked meals (special diets catered for), full instruction and a sailors view of our local coastline, wildlife and maritime history. You provide the human power and teamwork to sail our inspiring vessels to the next destination under sail. The planet will thank you too for leaving the car behind for a few days.

Short UK Voyages on a Tall Ship

For a more authentic experience of life at sea on a proper large sailing ship you need to spend a night or two aboard, climb aloft to work the sails, experience an anchor watch or steer a sailing ship under the stars. We never seem to have enough short sailing breaks and weekends around the British Coast, so you do need to sign up early. You can become the crew on a tall ship for 2-4 days, sailing the coastline of Britain and often an overnight passage to a port in France, Ireland, Belgium or the Netherlands.

Classic Sailing holidays - a passion for wooden boats and tall ships.

Photo Description Departs Disembarks
Golden Vanity - GV041014 - 6 days Details
SAVE £245 on a 6 Day RYA Competent Crew & Day Skipper Course on a Gaff Cutter
Per Person | GBP £ 695.00 Offer! GBP £450.00 Available
Sat, 04/10/2014 - 14:00
Fri, 10/10/2014 - 14:00
Eve of St Mawes - EV041014 - 3 days Details
SAVE £135 now Only £240 for a Long Weekend Break this Autumn on a Sailing and Coastal Exploring
Per Person | GBP £ 375.00 Offer! GBP £240.00 Available
Sat, 04/10/2014 - 15:00
St Mawes, Cornwall
Tue, 07/10/2014 - 10:00
St Mawes, Cornwall
Tenacious - TNS420 - 6 Days Details
Sail in the Autumn at Affordable Prices - English Channel Blast on Britain's Biggest Tall Ship
Per Person | GBP £ 495.00 Available
Tue, 07/10/2014 - 13:00
Sun, 12/10/2014 - 13:00
Annabel J - AJ1419 - 3 days Details
Annabel J - Solent and South Coast Weekend Break
Per Person | GBP £ 375.00 Available
Thu, 09/10/2014 - 16:00
Sun, 12/10/2014 - 16:00
Tenacious - TNS421 - 6 Days Details
Sail in the Autumn at Affordable Prices - Try Tenacious and take a square rigger to French, Channel Island or West Country Ports
Per Person | GBP £ 495.00 Available
Mon, 13/10/2014 - 13:00
Sat, 18/10/2014 - 13:00
Agnes - AG2014/30 - 5 days Details
Agnes - Cornish Coast and last voyage of the season party
Per Person | GBP £ 520.00 Available
Wed, 15/10/2014 - 15:00
Falmouth, UK
Mon, 20/10/2014 - 11:00
Falmouth, UK
Annabel J - AJ1420 - 3 days Details
Annabel J - Solent and South Coast Weekend Break
Per Person | GBP £ 375.00 Available
Thu, 16/10/2014 - 16:00
Sun, 19/10/2014 - 16:00
Oosterschelde - OS191014 - 7days Details
A Tall Ship in the Mediterranean - Balearic Island Hopping - Children under 16 half price
Per Person | EUR € 840.00 Available
EUR €420.00 | Available
Sun, 19/10/2014 - 17:00
Sun, 26/10/2014 - 09:00
Golden Vanity - GV251014 - 6 days Details
Adventure Sailing or Duke of Edinburgh Gold Award (Residential) for 16-25yrs
Per Person | GBP £ 495.00 Available
Sat, 25/10/2014 - 14:00
Fri, 31/10/2014 - 12:00
Tenacious - TNS423 - 10 Days Details
TENACIOUS WINTER SUN SEASON 2014-15 - Coastal Sail with stops down the Portuguese and Spanish Atlantic Coast to Cadiz,.
Per Person | GBP £ 895.00 Available
Sat, 15/11/2014 - 16:00
La Coruna, Spain
Mon, 24/11/2014 - 10:00
Cadiz, Spain


Pick your Sailing Holiday

E.g., 01/10/2014

Keep up to date

"I have very fond memories of my first sailing trip, I'll be going again." Sue, Newbury.
Tell us what sort of sailor you are and we'll keep you posted.
I want to start sailing.
Some but need more.
Experienced sailor


Customer Comments

Grayhound: Fantastic, exhillarating, and an honour to be on such a ship. Aspects I enjoyed most ? -...

Provident - Customer Testimonials

“An amazing experience!  To also sail and live on a piece of history...

I could not let too much time to pass before putting a few thoughts on the website. Have had the most marvellous wee...

Follow us on Facebook

RSS Feeds