Group Sailing

'Exclusively Yours' - Whole Boat Groups big discounts.

Book your dates early - Our vessels are not on stand by !

Classic Sailing specialises in adventurous ‘hands-on’ sailing for all our voyages. Our vessels aim to be out there sailing every week of their season.

Our traditional boats and tall ships are fantastic fun for a group charter, but you do have to be quick to be able to reserve a vessel exclusively. Ideally you need to book your dates within a few weeks of a new sailing schedule being published. Each vessel creates an exciting sailing schedule once a year, typically between August and December for the next year. For the ‘all year’ round ships – they normally produce a separate summer and winter sailing schedule in the spring and autumn.

Group Booking Prompts

Subscribe to our e mail newsletter and we will always notify you by e mail when a new sailing schedule is published.  link

Get ahead of the game by requesting an RSS feed online for new voyages and you will personally receive the voyages as we load them onto the website.

Private Group Charters -

See our full range of ideas on traditional boats and tall ships for private groups. Whether you are a bunch of friends who just want an interesting sailing holiday; celebrating a special event or birthday or a club or organisation with a particular sailing expedition or sail training outcome in mind.

Classic Sailing has identified some of the key nautical events for next year, and you may have other waterfront events your company or organisation wishes to attend in an eye catching way. vessels has Our skippers are all creative, resourceful characters and are fully aware how to create a certain image with their vessels and help you stand out from the crowd.

Best Current Boats for Group charter

 West Country Trading Ship - Bessie Ellen  vessel details

Guest Berths - 12

Professional crew - skipper, mate /cook, 2 deckhands

Home Sailing Ground -Canary Islands in winter, Roving Europe in Summer

Whole Boat Prices

12 go for the price of 10 on any available voyage in Bessie Ellen's published programme.

Whole boat 7 days normal voyage £7990

Whole boat 7 days special event  voyage £8990

Group Booking ideas - week or fortnight expeditions for groups of friends; schools or university expeditions. Large living space in old cargo hold is ideal for presentations or social events.    

Pilot Cutter Eve of St Mawes   - vessel details

Guest Berths - 6

Professional crew - skipper (mate can be hired)

Home Sailing Ground - Cornwall

Whole Boat Prices

Whole boat for 15% discount from 6 places on published prices.

Whole boat 6 days normal voyage £3400

Whole boat 6 days special event  voyage £3900

Group Booking ideas - short breaks for special birthdays, Pilot Cutter Racing, women only voyages with female skipper, RYA courses

Pilot Cutter- Annabel J- vessel details

Guest Berths - 8

Professional crew - skipper (mate can be hired)

Home Sailing Ground - Solent and Roving Cornwall and France in Summer

Whole Boat Prices

Whole boat for 15% discount from 8 places on published prices.

Group Booking ideas - short breaks for special birthdays, Pilot Cutter Racing, Solent events like Cowes Week, Spacious accomadation can fit two families of 4.

Pilot Cutter -Lizzie May - vessel details

Guest Berths - 5

Professional crew - skipper (mate can be hired)

Home Sailing Ground - The Clyde & North West Scotland

Whole Boat Prices

Whole boat for 15% discount from 5 places on published prices.

Group Booking ideas - short breaks for special birthdays, Pilot Cutter Racing, Clyde Events, Classic Malts, Corporate events for Scottish or Northern Ireland Companies.                            

Topsail Schooner - Oosterschelde

 Guest Berths - 24 in 2 or 4 berth cabins

Professional crew - skipper, mate, cook, engineer, 2 deckhands

Home Sailing Ground - Rotterdam, NL  homeport. Worldwide roving

Group Booking ideas - High standard of accommodation and catering with a huge saloon with bar, piano, wood burning stove (see photo below).  Weekly or fortnight expeditions for groups of friends; Experienced at running expeditions to remote locations like Spitsbergen, Norway, St Kilda, Cape Verde- with local guides. In 2012/13 planning to sail around the world.