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What is Sailing Choices?
Sailing Choices is an independent booking-and-advice service for sailing holidays, run by someone who has worked both afloat and in the offices of UK sailing holiday operators. It is aimed at everyone from complete beginners to experienced sailors, and it covers the main ways to get on the water: bareboat charters, flotillas, skippered or crewed charters, cabin charters and learn-to-sail courses.
The site positions itself as a single place to work out the practical questions — where to go, what qualifications you need, how to get there, who to book with and what to take — rather than as a pure directory of operators. Because it is an independent agent, it offers yachts from a range of suppliers instead of one company's programme, and it says it sticks to providers it considers quality rather than listing everything available.
Who it suits
- First-timers who want help choosing between a flotilla, a skippered charter and a course, since no previous experience is needed for some options.
- Sailors with a clear idea of what they want, who can jump straight to flotilla, bareboat or other holiday categories.
- People who prefer a package and would rather have travel arrangements handled, as well as those who like to make their own plans.
- Anyone short of time who would rather talk it through than compare hundreds of companies online.
What to check before booking
The site claims you pay no more than booking direct, and sometimes less, with the same operator discounts plus extra discount on repeat bookings. Treat that as the service's own pitch and verify it against a direct quote for the same yacht and dates.
A useful next step: decide first whether you want to be responsible for the boat. If you lack the experience or qualifications for bareboat, ask about a flotilla or skippered charter instead, then compare the total — flights, transfers, mooring fees and any tuition — rather than the charter fee alone. For general context on destinations and operators, see RYA and Sunsail.
Should I choose a bareboat charter or a flotilla for my first sailing holiday?
For a first sailing holiday, choose a flotilla if you want company, a set route and backup; choose bareboat only if you already have the skills and confidence to skipper and manage a yacht yourselves.
How the two differ
| Flotilla | Bareboat | |
|---|---|---|
| Skipper | You usually skipper your own yacht, but a lead boat organises the route and offers support | You are entirely responsible for the yacht, crew and itinerary |
| Experience needed | Often little or none; many operators accept novices | Typically a recognised qualification and recent sailing time |
| Structure | Planned daily passages, group socials, help with mooring and local knowledge | Complete freedom over where and when you sail |
| Best for | First-timers, families, couples wanting to meet others | Confident sailors who want privacy and independence |
A practical way to decide
Ask yourself three questions:
- Can you confidently handle a yacht of the size you're chartering, including mooring, anchoring and emergency procedures?
- Do you have a crew member with equivalent experience, or will you be sailing with people who have never sailed?
- Would you rather have a fixed itinerary and a support network, or the freedom to change plans daily?
If the answer to question 1 or 2 is no, a flotilla is the safer and more enjoyable choice.
The middle-ground options
If a flotilla feels too structured but you're not ready for bareboat, a skippered or crewed charter, or a learn-to-sail course, can bridge the gap. Sailing Choices covers all of these categories, including bareboat, flotilla, skippered, crewed and cabin charter, plus tuition, so you can compare formats in one place. Sailing Choices
For a concrete scenario: a couple in their forties who have done a few dinghy courses but never skippered a cruising yacht would get far more from a flotilla in the Mediterranean than from a bareboat charter, where a damaged propeller or a missed mooring becomes their problem alone. A group of four friends who race regularly and hold qualifying certificates would likely find the flotilla schedule restrictive and prefer bareboat.
Next step
Decide which category matches your experience, then check what qualifications the operators in your chosen destination require for bareboat. If you're unsure, a flotilla or a course is rarely wasted time; the skills transfer directly to your first bareboat trip later.
How do I know if I have the right qualifications to charter a yacht myself?
The short answer: it depends on the type of charter and the country, and the operator sets the final bar. Bareboat (skipper-yourself) charter is the only category where your own qualifications matter; flotilla, skippered, crewed and cabin charters all place a professional in charge, so no licence is normally needed. Sailing Choices groups holidays along exactly these lines — bareboat, flotilla, skippered, crewed, cabin charter and learn-to-sail courses — which is a useful way to see where you sit.
What operators typically expect for bareboat
- A recognised sailing certificate. The RYA Day Skipper practical is the common benchmark in the Mediterranean and Caribbean; ICC (International Certificate of Competence) is widely accepted and often required in Croatia and Greece. US sailors often present ASA or US Sailing bareboat cruising certificates.
- A VHF radio certificate. Frequently requested alongside the sailing ticket, and legally required in some countries.
- A sailing CV. Many charter companies ask for a short record of previous charters, boat types and cruising areas. Recent, relevant experience counts for more than a certificate earned years ago.
- A deposit or damage waiver. Financial rather than a qualification, but part of the same conversation.
Practical decision criteria
- Where are you sailing? Rules vary by country, not just by company. The same certificate may be sufficient in one cruising area and not another.
- How big is the boat? Larger yachts usually mean stricter requirements and sometimes a higher-level certificate.
- Who else is aboard? If a second experienced sailor is listed as co-skipper, some operators relax the requirement.
- How recent is your experience? Logged time in the last few seasons is what most charter companies look for.
If you are unsure, the cheapest path is often a short course rather than a longer charter. Sailing Choices describes learn-to-sail courses as one of its booking categories, which suits someone who wants to convert a holiday into the qualification itself.
A useful next step
Before contacting any operator, write a one-page sailing CV: certificates held, dates, boat types, cruising areas, approximate miles and any night passages. Then ask the specific operator two questions — "what do you require for this boat in this location?" and "will you accept my certificate?" A good independent agent can compare this across several providers at once. For broader context on the different holiday formats, see RYA for course and certificate definitions and American Sailing for the US equivalent.
What is the difference between a skippered charter and a crewed charter?
A skippered charter gives you the boat with a professional captain aboard; a crewed charter adds staff who handle the cooking, service and housekeeping. In both cases the yacht is yours for the trip rather than shared with strangers, but the amount of work and hosting left to you differs.
The practical difference
| Skippered charter | Crewed charter | |
|---|---|---|
| Who runs the boat | A skipper sails and navigates | A skipper plus crew run the boat |
| Food and drink | Usually you plan, shop and cook | A cook or host prepares meals |
| Your role | Can be as hands-on as the skipper allows | Mostly a guest; you may still take a turn at the helm |
| Best for | People who want to learn, sail actively or keep costs down | Groups who want a relaxed, hotel-like holiday |
| Privacy | You share the yacht with the skipper | You share it with skipper and crew, so less private space |
On a skippered charter, expect to be involved: helping with lines, keeping watch, maybe steering. Some skippers are happy to teach; ask before booking if that matters to you. On a crewed charter, the crew absorb the chores, so the trip suits families, mixed-ability groups or anyone who wants the scenery without the galley duty.
How to choose
Ask three questions: Do you want to cook? Do you want to learn? How much private space do you need? If you answered "no, no, plenty", a crewed charter fits. If you answered "yes, yes, not much", a skippered charter is likely better value.
Sailing Choices describes itself as an independent agent covering bareboat, flotilla, skippered, crewed and cabin charters plus learn-to-sail courses, which makes it a reasonable place to compare these formats side by side before you commit. The site also notes that booking through it should not cost more than going direct, and that repeat customers get extra discount, though you should confirm current terms with the operator.
As a next step, write down your group's answers to the three questions above, then ask any agent or operator which specific boats include a cook versus a skipper only. That single detail usually decides which charter type you actually want.
Can I book a sailing holiday through Sailing Choices if I have never sailed before?
Yes. Sailing Choices is aimed at both experienced sailors and complete beginners — the site explicitly says “no previous experience needed” — and it covers holiday types that don’t require you to skipper the boat yourself.
Beginner-friendly options it lists
- Flotilla holidays — you sail in a group with a lead boat and organised support, so there’s help on hand if you’re new.
- Skippered or crewed charters — a professional runs the yacht; you can join as a guest and learn as you go.
- Cabin charter — you book a place (a cabin) on a yacht rather than the whole boat, which suits solo travellers and first-timers.
- Learn to sail courses — formal tuition if you want to build skills before or during a holiday.
What to decide first
Ask yourself whether you want to learn or just be aboard. If you want to handle the boat, a course or flotilla is the natural starting point. If you mainly want sun, swimming and the experience of being at sea, a skippered, crewed or cabin charter gets you there without qualifications.
Practical next step
Check the site’s own breakdown of flotilla, bareboat and other sailing holidays, then compare with a specialist operator such as Sunsail or Neilson to see how packaged beginner trips are structured. Sailing Choices positions itself as an independent agent drawing on years working afloat and in UK holiday offices, so it’s reasonable to use it for advice and booking rather than only browsing.
What discounts do I get by booking through Sailing Choices instead of directly with a yacht operator?
Booking through Sailing Choices is presented as costing the same as going direct, and sometimes less. The site states that you get all the same discounts you would get booking direct with the operators, sometimes more, and that returning customers get extra discount across the holidays it offers, not only from the provider used last time. It also describes itself as an independent agent offering yachts from many suppliers and holiday companies, sticking with quality providers rather than listing everything available.
That matters most if you are comparing a specific yacht or flotilla and want to know whether an agent adds cost. Here the claimed model is discount parity plus a possible extra, so the practical check is to price the exact same yacht, dates and charter type both ways.
How to use that in practice
- Ask for a like-for-like quote: same operator, yacht, dates, crew option and extras.
- Confirm what is included: transfers, cleaning, fuel, skipper or host, and any damage waiver.
- Ask whether the extra returning-customer discount applies to your next booking and how it is calculated.
- If you are new to sailing, the bigger value may be the guidance on bareboat versus flotilla versus skippered or crewed charter and learn-to-sail courses, rather than the discount alone.
A useful next step is to shortlist two or three options, then request quotes through Sailing Choices and directly from the operator for the identical trip. If the prices match, the deciding factor becomes the advice, choice and aftercare rather than the headline discount. For broader operator research, you can also look at RYA for training and qualification context.
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