Sailing adventure with experienced skipper
Get on board and let yourself be pampered
- For both experienced and inexperienced sailors
- Adventurous sailing, with professional guidance
- Do you enjoy the view, or are you actively sailing along? You decide.
Sailing adventure with experienced skipper
Get on board and let yourself be pampered
- For both experienced and inexperienced sailors
- Adventurous sailing, with professional guidance
- Do you enjoy the view, or are you actively sailing along? You decide.

"The skipper made us feel like royalty. We had a wonderful weekend."
Sailing with an experienced skipper
Would you like to sail, but do you not yet have enough experience to charter a boat on your own? Or would you like to be pampered while enjoying beautiful sea views?
Then sailing with an experienced skipper is for you.
You can decide whether you are actively helping out on deck, or sitting back and enjoying the views of the sea. If you help out on deck, you will learn a lot about sailing and navigating at sea. Thanks to an inspiring skipper, you will soon want to buy your own sailboat. So beware!

What adventures can you experience with a skippered sailboat charter?
- Learn the intricacies of sailing thanks to an experienced skipper
- Get pampered with delicious snacks, drinks and dinners
- Experience the victorious of a Channel Crossing
- Plan the trip, take the helm and hoist the sails
The most affordable Skippered Charter of Nieuwpoort!
High Five Guarantee #1: If you find a similar sailing ship on the Belgian coast for a lower rental price, we will match the price.
* We charge € 100 per day for our professional skippers. This fee is added to the amounts shown above.
What's included?
We take care of all the equipment necessary for the sailing trip. This means that there is an approved life jacket and lifeline for everyone.
The ship is approved for commercial use and meets the SOLAS requirements for charter rental. So you can rest assured that the sailing trip will be safe.
The High Five is a luxury cruising yacht. She’s a fast ship that is very comfortable to sail.
Sail to the UK in one weekend, and back again
Many people dream of crossing to the UK by sailboat. You can make this unforgettable trip in one weekend.
Gather a group of friends, share the costs and cross across The Channel with a professional and experienced skipper.
We leave on Friday evening and arrive back in Nieuwpoort on Sunday night. On Monday you’ll be able to share your amazing story at work.

What if there's a storms and we can't set out?
Everyone longs for a wonderful, sunny weekend with a nice wind and calm waves. But Belgium is of course located on the Channel, so good weather is no guarantee. What if your booked trip falls in the water?
We don’t let anyone go out to sea if it blows harder than 7 Bft. This is not because the ship wouldn’t handle this, but because it’s less safe for the crew.
If it blows harder than 6 bft, you can schedule a new weekend after consoling our team. However, rainy weather and strong winds (up to force 6) are not a valid reason to cancel the booking.
Sailing in 6 bft, with rain pouring down on your all-weather sailing gear is a very adventurous and cool experience, which you won’t forget for a long time.
Want to make sure you've claimed your date?
Request a quote today, and reserve your departure date.
Decide later if you want to accept our offer.
- Claim your departure date today without obligations. Lowest Price guarantee is included.
- Includes High Five's 5 guarantees
Testimonials from people who joned us in the past
Kasper
“The salt the wind and the sea… An unforgettable experience! “High five ” Will deliver a true vision of what freedom can be!”
Jessy
“Experiencing a blissful sunset with High five Sailing. Together with friends on arrival, they were given an explanation of the operation of the sailboat and then enjoy a sailing trip with sunset under the professional guidance of Koen. Because of the many years of experience you immediately have a good and what was important to me was a safe feeling. Enjoy a drink together and a snack to get back ashore safely and well after a beautiful sunset. Open to us for repetition!”
Kim
“I made five trips with the High Five with Koen as skipper. Every trip was a great adventure (e.g. Atlantic crossing). With every trip I felt perfectly safe on board. The High Five is a fine and reliable boat. And Koen is a fantastic skipper: very skilled, flexible, energetic and passionate.”
Family Gtadm
“Cela fait 3 ans que nous avons eu la chance de rencontrer Koen . Dès le premier jour sur son bateau , le contact et la confiance sont passés entre notre famille et notre skipper! Koen est très pro, très calme, très pédagogue, très discret, très drôle, et très patient. C’est Un vrai plaisir de le retrouver chaque année et nous vous le recommandons chaleureusement! Bon guy! “
Wim
“A big high five for the team of high five sailing. Sailing to England with a group of people! A dream came true. On your own power, cross the channel. After some explanation of sailing and safety, we were allowed to taste for ourselves what it feels like to drive a sailing yacht. I’ve got the sailing bug! After 12 hours at sea, seeing the shore again is a fantastic experience. After a night of wonderful dreaming away on the boat we enjoyed a day in England. And then… sailing home 🎶🎶 Thanks for the top weekend!”
Kasper
“The salt the wind and the sea… An unforgettable experience! “High five ” Will deliver a true vision of what freedom can be!”
Günther
“Just returned from an incredible trip to Corsica. For me, a first introduction to sailing. Through the professional guidance of top skipper Koen I learned the tricks of the trade already doing. His peace and confidence make you feel comfortable… Especially prone to repetition. See you soon!”
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