Sailing Concierge

Your time is precious. That’s why we make sure you have more of it. Let us match you with the perfect provider and find you the perfect sailing experience,absolutely free.

FREE Sailing concierge

Find the perfect sailing trip; start by telling us your requirements

We will find you your perfect sailing trip, and we won’t charge you a penny. Just fill out the form and we’ll call you to discuss your requirements. Then we’ll do the rest.

Whether you’re looking for a laid-back island cruise, an adrenaline fuelled sailing adventure, or you’re looking to gain sailing experience and qualifications, let us take care of the boring stuff, and find you the perfect trip.

A classic sailboat cuts through the pristine blue water under a clear sky.

A woman relaxes on a yacht with scenic Montenegro views, enhancing travel vibes.

How it works

Once you fill out the short concierge survey, we will be in touch over WhatsApp to confirm your requirements and may arrange a call with you if you’re happy to speak. We’ll then call around our provider list to find you the perfect trip at the best rates.

Yes, our concierge service is completely free to use! SailScanner is designed to make discovering and booking sailing adventures simple and accessible for everyone—no fees, no subscriptions, just easy access to a wide range of sailing options and access to exclusive discounts.

Even if you know where you want to sail, we can find you deals that you may otherwise not get access to. We are also on hand to speak to providers on your behalf, saving you time and energy.

No not at all. We are on hand to help for the whole trip, from the first enquiry, up until you are safely back home. We can provide recommendations on the best times to travel, things to do, places to see, and even suggest what you should or should not to take with you.

If you have any questions, please fill out the form at the bottom of the page and we’ll answer any questions you have as soon as we can.

Woman in flowing dress gazes at scenic ocean view from elegant terrace with mountain backdrop.

Sailing concierge

Find the perfect sailing trip; start by telling us your requirements

Whether you’re looking for a laid-back island cruise, an adrenaline fuelled sailing adventure, or to gain sailing experience and qualifications, let us take care of the boring stuff, and match you with your perfect trip.

Hello! I’m Chris.
I’m part of the sailing community and organise sailing trips for people from all over the globe.
I have access to the best trips and deals, as I have a network of personally vetted sailing holiday companies.
No previous sailing experience is needed to sign up and it’s totally free.
To check if your expectations match the sailing trips offered by the providers I work with please fill in the questionnaire. This way I can guarantee both parties will have the best experience!

Christopher Hennessy

Skipper & Concierge

30+

Providers

300+

Locations

1000s

of Sailing Experiences

Get matched with the perfect provider

Filling out our quick survey ensures you are matched with the right provider

Not sure which locations are for beginners and which require more advanced knowledge and seamanship? Don’t know the best time of the year to visit certain idyllic locations? No problem. Fill out the survey to get started.