What to Bring on a Sailing Holiday

by | Aug 12, 2014 | Learn to Sail

Heading out on a voyage is always exciting, and especially so for sailing holidays in the Mediterranean. But if you are a first time sailor what do you bring on board?

Here are First Class Sailing’s picks of essential items to pack:

A Soft Luggage Bag

And before you start packing… Do NOT use a large hard-frame suitcase – space on board will be far too limited. Instead soft sailing bags are perfect as they can be stowed away easily.

Sun protection

With all outdoor sports the fun can be spoilt by sunburnt so make sure you bring broad-spectrum sunscreen (which protects against UVA and UVB rays from the sun) and choose a high SPF (50 or 50+ is best). Remember to reapply sunscreen after going in the water, even if the sunscreen claims to be waterproof.It’s also wise to bring a hat to keep your head cool, and a pair of sunglasses to prevent the constant glare affecting your vision.

Clothing

Sailing is all about travelling light and compact. Don’t pack loads of t-shirts and shorts, but you should definitely bring swimming shorts or swimsuits as one of the best things about a sailing holiday is anchoring in a cove or bay and taking a dip in the sea. Something warm for the cool evening breezes and if modesty is a requirement then something to sleep in.

Don’t worry about dressing up for your time on dry land – most sailing locales are fine with casual clothing and beachwear. However check on your itinerary as you wouldn’t want to miss a great restaurant because you didn’t have a pair of trousers.

As for your feet Deck shoes are great but can start to smell in hot weather. Crocs are great for walking round on deck and protecting your toes from stubbing. They are also brilliant for jumping off the dinghy on to the beach when you don’t quite know what you will land on.

Earplugs

Should you be a light sleeper earplugs help block out all those ‘onboard’ noises – such as snoring from your fellow crew members, that might prevent you from getting shut-eye between watches.

Entertainment

You can bring electronic gadgets, they can be recharged via a 12V cigarette style socket but if they get wet, the ensuing corrosion will mean you can pretty much kiss goodbye to them. Many boats nowadays have car stereos with USB connections so you can bring a USB fob with your music collection.

Or bring a board game or a deck of cards. The latter is good for sailing in rough weather as you can hold onto them for games, rather than resting them on a table where they could be dislodged by the motion of a wave. And a book is always a good companion. Try to bring books you can share as this helps reduce the amount of baggage the crew has to bring.

A camera

What’s a holiday without holiday snaps? Bringing a waterproof disposable camera will allow you to capture some special memories, as well as any surprises that crop up while you’re on board (for example, sightings of the local sea life). And if it falls, overboard you have a chance of keeping your pics.

These are just a handful of the items which are handy to have on board for your sailing holiday. What do like to take with you on sailing trips? Leave us a comment below or get in touch via our Google+, Facebook or Twitter.

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Maurice MacSweeney profile pictureMaurice MacSweeney
11:45 30 Oct 25
Over the last few years First Class Sailing have taken me all the way from complete novice to Coastal Skipper, with theory and other courses along the way (like VHF, First Aid, etc), and there's now no other school I'd want to train and study with. They really stand out from other providers with the quality of their instructors and the support and responsiveness you get from the office team. There's never too many students on a course, so you get lots of time to practise and learn from the instructor. By the end of each course you really feel you've been stretched and graduated to a much higher level of skill. A really high quality outfit and thoroughly recommended!
Response from the owner 13:56 06 Nov 25
Hi Maurice, we're so pleased to have been with you from the start of your sailing journey. That's great that you enjoyed the ratio of students to instructor and felt confident with the levels you achieved. Thanks for the review, we hope you manage to get plenty of sailing in after all the hard work you've put in.
Marty Stromquist profile pictureMarty Stromquist
15:22 24 Oct 25
I just finished another training week at First Class Sailing’s training center. The week was dedicated to Yachtmaster Ocean Theory, with a highlight on Celestial Navigation. The instructor, Nigel Rennie FRIN (Fellow of the Royal Institute of Navigation), was fantastic. It was very fast-paced, but covered the basics and theory behind Celestial Navigation. The jewel of the week was Rennie. His abundant patience, coupled with his experiences and passion for the art, made the week incredible. First Class Sailing have the best instructors. They know their craft and have real-life experience to make training both fun and memorable. Well Done!
Response from the owner 13:42 06 Nov 25
Thanks Marty. We're so pleased you enjoyed Nigel's expert guidance and passion for sailing. Like all our instructors, he loves teaching and sharing his knowledge, but manages to make it fun too. Thanks for the recommendation.
Anne-Laure McLeman profile pictureAnne-Laure McLeman
10:07 15 Oct 25
Being in an all female boat is a great way to learn. Kirsten, our instructor, had a very calm and reassuring style. The small size of the group (only 3 of us) meant we got a lot of attention and many opportunities to practice. Such a good week!
Response from the owner 13:24 06 Nov 25
Thank-you for the review Anne-Laure. That's great that the all female option suited you well and you enjoyed learning with Kirsten. Hopefully all that practice has set you up well for future sailing. Good luck!
Angus Sandison profile pictureAngus Sandison
19:57 07 Oct 25
Really great experience with First Class. My partner and I did our Day Skipper over two weekends with our instructor Mark. He was fantastic. Patient as we learned and made the whole thing fun. The boats are great and organization by First Class was seamless. Would totally recommend.
Response from the owner 13:17 06 Nov 25
Thanks Angus. That's good that you enjoyed Mark's style of teaching and also had lots of fun along the way. Wishing you lots of happy sailing in the future.
Tricia Bunten profile pictureTricia Bunten
18:48 07 Oct 25
I just finished a fantastic week taking my Day Skipper practical with First Class Sailing and I highly recommend them. I chose the Women Only week and had an incredibly patient instructor who was able to help each of us individually with areas of weakness but also worked great with us as a group. I had never sailed in the Solent before and it was the perfect location for this class. I am so grateful for First Class and my instructor for helping me build confidence and experience.
Photo from customer review
Response from the owner 16:59 04 Nov 25
Thanks Tricia, we're so pleased you enjoyed the Women Only week and had a positive experience. We always say that the Solent really is one of the best places to learn and it has some beautiful scenery to explore too, so that's good that you appreciated it. Hope you manage to get out on the water soon.
Evan Ainsworth profile pictureEvan Ainsworth
20:30 05 Oct 25
They do say that what sets great companies apart is customer service. This is my third time with first class sailing the first time was a few years ago when we did our competent crew it was one of the best weeks of our lives. Then we came again in August for the kids to do their competent crew and my wife and I to do our day skipper course. Unfortunately when I did my day skipper course the weather was terrible and I was unable to have a good session to pass. So Jake said to me you can come back and have a free weekend on us to enable you to pass. And again I had a fabulous weekend. There was just three of us on the boat. A wonderful instructor, Tom, and another student. Tom was an excellent instructor he was relaxed, he had great experiences, he got on with the practical part of sailing not just a lot of theory and he was thorough. He had lots of practical tips to make sailing easier and had some good exercises forest to try. We had a super trip down to Yarmouth where he cooked a wonderful dinner and then we went to the pub. Where we met another first class sailing group and spent the evening listening to their tall tales. The following day we had a super sail back to Southampton, with lots of cool exercises and I was thrilled to pass my day skipper.
Photo from customer review
Response from the owner 16:46 04 Nov 25
Thanks for the review Evan and congratulations on passing your Day Skipper practical, the hard work has paid off. That's good that the whole family joined you for one of the trips and so now hopefully you have some willing crew members for future sails. Good luck!
hugo kirby profile picturehugo kirby
15:26 09 Sep 25
great course with a very engaged and helpful instructor - who was happy to go outside the curriculum and give us the benefit of his wider knowledge - throroughly recommended
Response from the owner 15:30 11 Sep 25
That's good that you appreciated the experiences and extra knowledge that the instructor passed on. Thanks for the recommendation.
Justin Brooks profile pictureJustin Brooks
11:11 23 Aug 25
We would highly recommend First Class Sailing.

Very well organised with a top quality instructor who provided tuition tailored to our differing needs.

A fantastic option for a couple wanting an entire boat to do a mixed Competent Crew / Day Skipper itinerary.
Response from the owner 14:21 28 Aug 25
Thanks Justin. We always find that mixing the Competent Crew & Day Skipper works well, so that's great that it worked for you too. Hope you manage to get out on the water soon and put all your learning into practice.
ChrisC profile pictureChrisC
15:37 22 Aug 25
Great experience doing a Yachtmaster Offshore prep week followed by exam. Lots of useful paperwork up-front for the course admin and training exercises. The 3-day prep format worked well and Hayley did a brilliant job of cramming in the training over those days. Lovely modern boat too called Sazerac. Will be back.
Response from the owner 14:17 28 Aug 25
Hi Chris, thanks for the review. Congratulations on gaining your YMO qualification. There's a lot to cover, but as you've found, the hard work really pays off. We look forward to welcoming you back in the future.
Miles Barr profile pictureMiles Barr
11:27 03 Aug 25
I completed my Competent Crew and Day Skipper Practical with First Class Sailing. It was a great experience. I hired the whole boat each time, taking my family members along who also earned their Competent Crew qualifications.
Response from the owner 15:21 21 Aug 25
Thanks Miles. That's great that hiring the whole boat for your courses worked well for you all. Now that your family have their comp crew qualifications, you'll have plenty of help onboard for future sails! Good luck.

star rating  A consistently great experience  - Over the last few years First Class Sailing have taken me all the way from complete novice to Coastal Skipper, with theory and other courses along the way (like VHF,... read more

avatar thumb Mo M
October 30, 2025

star rating  Yachmaster Ocean Theory  - I just finished another training week at First Class Sailing’s training center. The week was dedicated to Yachtmaster Ocean Theory, with a highlight on Celestial Navigation. The instructor, Nigel Rennie... read more

avatar thumb Marty S
October 24, 2025

star rating  All female boat for day skipper practical  - Being in an all female boat is a great way to learn. Kirsten, our instructor, had a very calm and reassuring style. The small size of the group (only 3... read more

ALMC62
October 15, 2025

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