How to Organise a Sailing Holiday

Everything you Need to Know to Organise a Sailing Holiday

Sailing Holiday n. (slɪŋ ˈhɒlɪdeɪ) a holiday spent sailing or travelling in a canal boat, cruiser, etc.

Friend n. (frɛnd ) a person known well to another and regarded with liking, affection, and loyalty; an intimate.

How to Organise a Sailing Holiday for Your Friends?

Our guide will take you step-by-step through the stages of searching for and booking a yacht charter for your sailing holiday. From choosing your crew, to choosing your route – we have explained it all.

  1. Crew. Get together a likeminded bund of friends.
  2. Where. Choose the Right Destination.
  3. Budget. Find the right budget for your crew.
  4. Getting There. Look at flights and travel.
  5. Search. Get in touch with SailChecker!
  6. A Bit Like This? We see how it looks with an example.



You’re Not on Your Own. We already know how daunting it is to organise a sailing trip for friends. In the end, the pressure feels like it’s on you, unless everything goes to plan. That’s were we are here to help; we have lots of experience, most of us have done it ourselves and understand the pitfalls. So don’t be a stranger and let us help you out.

The ultimate ‘sailors guide of all levels and ages seeking the answer to the question “How do I Organise a Sailing Trip for Friends.

1. Crew

Get together a likeminded bund of friends.

Crew. This sounds all far too obvious, yet this is our experience: The bigger the boat, typically the cheaper it is (to a certain degree), so a 5 cabin boat, with 12 people on it – you killed it, a super week long sailing charter for the price of two nights in a dodgy hotel – you rock.

What then happens is that you fill half the places with close friends. But you’re not near enough, so you reach out to brothers sisters, friends of friends – and you nail that too. Sorted?

12 people in a confined space, need to know how to get a long – one ex-partner, one guy that only came because there was a boy she liked, suddenly your on a charter from hell. Our advice: Choose people you know and are sure you can get along with. If in doubt, get a smaller yacht, pay a bit more, and sail with friends creating those memories that you will be talking about years later.

2. Where

Choose the rRight Destination for You

Which Country is Best for Sailing With Friends?  This depends on you, your sailing experience, and your friends. Things to consider:

  • Accessibility. Are you coming from different areas of the country, or different countries; are there easy connections?
  • Experience. Are you choosing an area with long sails on open water when half the crew are novice sailors? Do consider how people might react to heavy sailing so early in their careers!
  • Activities.  Are you looking for hot-spots and night-life; or trying to avoid it like the plague? Be sure you cruising area has the facilities and amenities you are looking for.

Crew Cabin

Crew Berths. Larger monohulls, typically 50ft and over, and many catamarans provide an extra cabin(s) designed for professional crew (skipper, hostess, etc.) often situated in the bows (front). They make great dens and hideaways for older children (and the snorers!). Use of these cabins by guests is at the charter operator’s discretion.

Beneteau 46 Sense

All Images Courtesy of Beneteau Yachts

Forward Cabin

Forward Cabins. Pronounce “for’ad cabin”, for those wanting to sound like salty sea dogs, are in the bows (front) of the yacht.  Often smaller than their aft counterparts, there is enough space for 2 people. On larger yachts, they might have access to their own bathrooms. On the modern designs, much has been done to make these cabins larger and more luxurious.

Saloon Berths

Saloon Berths. In many designs the charter yacht’s saloon can temporarily turn into a double bed, offering accommodation for 2 extra crew members. These berths can only be used at the discretion of the owner or operator. You will often see berths described, for example, as  “6 + 2”, here the 2 refers to the saloon berths and normally indicates they can be used.

Master Cabin

State Rooms. Manufacturers provide different layouts and configuration of their boats. You will often see a boat described as an owners version or center cockpit (cc). Here where there would have been two cabins, there is now one much larger one almost always with it’s own ensuite shower room and head (WC).

This configuration is ideal for couples chartering with their family where the division of luxury is not an issue! It’s also perfect those wishing to add a little more glamour to their sailing adventures.

Still Have Questions?

Give us a Call or Send us an Email. We’re here to Help.

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