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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
Pilgrim - PM240418 - 3 nights Details
Spring Explorer on a Brixham Trawler - Devon Taster Sail
Per Person | GBP £ 325.00 Offer! GBP £299.00 Limited places - Book Now
Tue, 24/04/2018 - 13:00
Fri, 27/04/2018 - 12:00
Irene Irene - IR250418 - 6 Nights Details
East or West? Sail Where the Wind Blows. West to Mevagissy, Fowey and Looe or East to Devon's finest Ports.
Per Person | GBP £ 900.00 Fully booked
Wed, 25/04/2018 - 17:00
Tue, 01/05/2018 - 10:00
Luke on Agnes Agnes - AG2018/05 - 3 Nights Details
Available for Private Charter Only - Enjoy a Long Weekend with Friends and Family in the West Country Exploring the Cornish Coastline out of Falmouth
Only for a group or family of 4 or more | GBP £ 2,610.00 Available - Book Now
Fri, 27/04/2018 - 11:00
Falmouth, UK
Mon, 30/04/2018 - 11:00
Falmouth, UK
Maybe - MA270418 - 2 Days Details
A Youth Weekend Tall Ship Sailing Experience for those Under the Age of 18yrs
Under 18 years old only per person | GBP £ 200.00 Fully booked
Fri, 27/04/2018 - 14:00
Sun, 29/04/2018 - 10:00
Pilgrim - PM280418 - 1 Night Details
Weekend Sail, Dinner, Bed and Breakfast, Sail
Per Person | GBP £ 149.00 Provisionally Full
Sat, 28/04/2018 - 12:00
Sun, 29/04/2018 - 12:00
Maybe Sail Maybe - MA300418 - 2 Days Details
An Irish Short Tall Ship Taster Voyage - midweek voyage with berths
25yrs and under per person | GBP £ 200.00 Available - Book Now
26 years old & over pp | GBP £220.00 | Available - Book Now
Mon, 30/04/2018 - 14:00
Wed, 02/05/2018 - 10:00
Agnes - AG2018/06 - 3 Nights Details
Spend May Bank Holiday Weekend Exploring Cornwall and Sailing a Beautiful Pilot Cutter
Per Person | GBP £ 435.00 Fully booked
Fri, 04/05/2018 - 11:00
Falmouth, UK
Mon, 07/05/2018 - 11:00
Falmouth, UK
Golden Vanity - GV050518 - 6 Nights Details
Sailing and Art Voyage with artist, fisherman and skipper Toni Knights.
Per Person | GBP £ 595.00 Last Place - Book Now
Sat, 05/05/2018 - 14:00
Fri, 11/05/2018 - 12:00
Pilgrim - PM110518 - 2 Nights Details
Short Sailing Break with visit to Dartmouth Music Festival
Per Person | GBP £ 299.00 Fully booked
Fri, 11/05/2018 - 13:00
Sun, 13/05/2018 - 12:00
Maybe - MA110518 - 2 Days Details
The Firth of Clyde Explorer, the Islands of Bute and Arran -Join at 4pm and depart at 1pm on this 2018 break
25yrs and under per person | GBP £ 250.00 Last Place - Book Now
26 years old & over pp | GBP £280.00 | Last Place - Book Now
Fri, 11/05/2018 - 16:00
Greenock, Scotland
Sun, 13/05/2018 - 13:00
Greenock, Scotland


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