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Your First Sailing Trip: What to Expect on Board

Booked your first sailing holiday – and wondering what you've let yourself in for? Relax. A first sailing trip is one of the most rewarding holidays there is, and you need no experience at all to love it. This guide walks you through exactly what to expect on board, from the moment you arrive to daily life at sea, so you can step aboard relaxed and ready to enjoy it.

Arrival day: meeting boat and crew

You'll usually board in the late afternoon on day one. After stowing your bag in your cabin, you meet your skipper and fellow crew, get a safety briefing and a tour of the boat, and often head out for a first dinner together in the harbour. It's a relaxed start – a chance to settle in, learn where everything is, and get to know the people you'll share the week with.

A friendly crew relaxing together on the deck of a sailing yacht

A typical day on board

No two days are the same, but the rhythm is wonderfully simple. A leisurely breakfast at anchor; a morning sail of a few hours to the next bay or island; lunch and a swim in a quiet cove; an afternoon passage; then an evening moored in a harbour town or anchored under the stars. You help as much or as little as you like – hoisting sails, taking the helm, or simply lying on deck with a book. Distances are short, so there's always time to relax.

What life aboard is really like

Yachts are cosier than a hotel but more comfortable than you'd think: a private or shared cabin, a heads (bathroom), a galley (kitchen) and a sociable cockpit where much of the day happens. The crew shares a light-hearted kitty for food and takes turns helping with simple tasks. It's sociable, active and refreshingly unplugged – and if you're new to sailing, our guide to learning to sail shows how much you'll pick up.

Ready to book your first adventure? Browse our sailing trips and find your week.

What to bring – and not bring

Pack light and soft: a soft holdall (not a hard suitcase), soft-soled shoes, sun protection, a light jacket for evenings and a small daypack. Space is limited, so leave the heavy luggage at home. Worried about seasickness? It's usually mild and easily managed – see our tips on avoiding seasickness.

Frequently asked questions

Do I need experience for my first sailing trip?

No. On a shared trip a professional skipper runs the boat, so complete beginners are welcome and can join in as much or as little as they like.

Where do I sleep on a sailing trip?

In a cabin aboard the yacht – a private double or twin, or a shared cabin on a cabin charter. Each boat also has a bathroom and a shared living area.

What should I pack for a sailing holiday?

A soft bag, soft-soled shoes, sun protection, a light jacket and swimwear. Pack light – storage on board is limited.

Conclusion

A first sailing trip is easy, sociable and unforgettable – you arrive a beginner and leave hooked. Now you know what to expect, all that's left is to go. Ready? Explore our sailing trips.

Frequently Asked Questions

Before Your Trip

Is sustainable travel possible?

Yes.

Some sailing destinations can be reached by train, ferry or long-distance bus.

Examples: Baltic Sea, Sardinia, France, Croatia.

Which insurance policies are useful?

Insurance is not mandatory, but recommended:

- Travel cancellation insurance

- International health insurance

- Accident insurance

- Liability insurance

How do I get from the airport to the marina?

All travel information is available by e-mail and here:

https://sailwithus.de/gut-zu-wissen/anreiseinformationen/

What is the best way to pack my travel bag or suitcase?

You can find packing tips here:

https://sailwithus.de/gut-zu-wissen/packliste/

When does the crew meet and can I come outside the recommended arrival time?

The crew usually meets between 2 and 4 p.m. in the marina or a nearby café.

From around 5 p.m., the skipper can board the yacht and carry out the handover. Meanwhile, the crew goes shopping.

Late arrival is possible in exceptional cases by arrangement.

Saturday is an organization day - sailing usually takes place on Sunday after the safety briefing.

Which piece of luggage is best?

A sports bag or hiking rucksack is best.

Please do not bring a hard-shell suitcase - there is no storage space for it and it is always in the way.

Recommendation: Packing list on the website.

YouTube:

- https://www.youtube.com/embed/5dPxMRSR9OM

- https://www.youtube.com/embed/JGboVfN5hVQ

What happens after I book my cruise?

After your booking, you will receive further information by email at regular intervals. This includes tips on packing, advice on meal planning, etc.

About a week before the start of the trip, we create a Whatsapp group where you can get to know each other as a crew and the skipper.

Approx. 5 days before the start of the cruise you will receive the final arrival information including a harbor plan and berth.

And then it's time to cast off!

Do I need a passport or identity card?

That depends on the area.

An identity card is sufficient in most districts.

A passport is required for overseas destinations (Thailand, Caribbean, Seychelles, etc.).

Recommendation: Check current information with the Federal Foreign Office.

Will I get to know my fellow sailors before departure?

Yes, a WhatsApp group will be created in the week before your trip. You can discuss travel and organization there.

Are there bed linen, pillows and towels on board?

Yes, you will be provided with bed linen and a towel.

But bring another towel yourself.

A beach towel is not necessary - you jump straight into the sea.

Frequently Asked Questions