Have you always dreamed of hoisting the mainsail and learning to
steer? Embark on the boat of a professional skipper who will be
delighted to share with you their passion for sailing. Whether you
are a beginner or an experienced sailor, a novice or a passionate
sailor, set sail and sharpen your sailing skills in Greece,
Croatia, Spain, Italy, and across the world.
25,000+ happy travellers, and 10,000+ holidays in 110 destinations worldwide.
Get onboard solo, with your family, or your friends
Reserve a single spot, a cabin, or a whole boat just for you and your friends or family.
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Introduce yourselves online, get to know each other onboard, and go home with a bunch of new friends.
Sailing holidays that suit all budgets
Rumour has it that sailing holidays are only for the rich or well-connected. With Sailsquare, that's no longer true. Come and discover a world you never thought was accessible!
Reviews - Week long to 1 day sailing courses with skipper
What to say, except that everything was perfect! And honestly I'm not exaggerating. Jean Luc was kind enough to share his passion for sailing with us and he made us discover his little secrets of navigation, wonderful places, his little dishes ....
His benevolence, his professionalism, his ability to adapt, his daily good mood, his patience, his adaptability ... (the qualifiers are numerous) allow a daily fluidity. he knew how to put himself at the level of each of us. We took pleasure in exchanging around sailing, but his playground is much larger, he knows small anchorages away from the crowds, the islands, the sea and the coast have no secrets for him. He managed to get the mayonnaise to take with the whole crew.
Jean Luc for all this Chrystelle and I thank you for the excellent moment you offered us.
Great Inti! The most ''ganzo'' skipper (tuscan like me) I have met so far.
Really engaging and dynamic person from a human point of view, but technical at the same time in pointing out some dangerous situations to the skipper or helmsman on duty, always with a smile or a joke that does not hurt.
I hope to have the opportunity to sail with you again
Good wind and see you soon
Matteo was the skipper of a day on Lake Garda, a precise and helpful attentive person, with the joke ready even in more complicated situations. I recommend it for your raids at sea!
I guess the communication was the biggest issue, despite speaking some English relaying information back was poorly executed by the skipper, which have cost me my flight, some lack of empathy during hiking trips instead of allowing time to rest he was pushing for faster or take the bus.
Speaking French round the table despite 2 people not speaking the language out of 4 was little rude, otherwise he was very caring when I was unwell during sailing at times and provided effective medical solution, The trip however was a blast, beautiful islands and locals with packed activities, and amazing memories to remember.
Barbara and Claudio are great hosts who made me feel home and free on their boat. They are speaking an excellent English so even for me as the only non-Italian it was easy to have conversations with them and to learn the English nautic language. It was so great to listen to their sailing experience all over the world. In general they are very caring and uncomplicated hosts, so not only my English was not a problem they also took care of eating habits. Barbara is a fantastic cook, and I garantee you definitely won`t lose weight on the boat but it will be worth it. The communication before the trip was very easy and and made you feel welcome already. They also were very supportive in terms of arrival and departure. The boat was beautiful and comfortable. In short, two truely exceptional great humans with a wonderful boat in a beautiful location!
Alberto and his dad were very kind and helpful. They are passionate and experienced! They involved us in the regatta (we also positioned ourselves well), it was a very positive, exciting, absolutely recommended experience. The boat is comfortable and the port of Loano close to the village center and the beach.
The holiday I was looking for!
Beyond the tour that we managed to do, touching Ischia, Procida and Amalfi (which is worth visiting) what I have left most is the passion and the will of Eugenio to appreciate life on the boat for what it is ... team spirit, organization, collaboration.
he is really very prepared, precise, patient and available to make you participate in the navigation.
I was so comfortable on the boat and with the rest of the crew, that I didn't even feel the need to get off to visit when we were stopped in port.
It was an experience that opened me up to a world I didn't know. it has enriched me so much on a human level. Eugenio and Anna (his partner) were two excellent travel companions.
Professional of the sea, expert navigator, precise and punctual.
Excellent teamwork with his wife in the all-round organization of the perfect holiday.
Nice entertainer who shares his browsing and life experiences.
The boat is masterfully kept and nothing is missing on board.
Keep it up Giò!
The weekend was wonderful, we went sailing a lot, as we hoped and Sergio is a kind and helpful skipper!
The only flaw is nostalgia for the sea I have now!
we have just disembarked from a week experience with the Havana Vela team (Giampy and Edo)... what to say... important, comfortable and performing means. Excellent skipper, really with great experience... not only skipper.. but really a member of the group with sympathy, availability, without ever losing professionalism .... a week full of smiles, sympathy, unique sailing experience!
Unique experience... more than recommended...
Being a sailor myself, I couldn't help but appreciate Elisa's technical skills, both in navigation and for everything related to a cruise. Exemplary mooring facing the open sea with 25 kn of wind. But as an adult as I am, the other characteristics that I was able to appreciate in her were humility, gratitude and the attitude to involve guests, which in an environment of superheroes such as sailing, leads Elisa to enroll by right in the narrow circle of "beautiful people", which is not entirely obvious for a skipper who has to endure you for a whole week :-).
Giancarlo is a real sea wolf, a very valid and recommended experience especially for those who want to learn and live the world of sailing!
Thanks for everything!
What about Paul? First of all, Paolo is an exceptional person. Humanely. The qualities of skipper, even the exceptional ones, are simply amplified by his human qualities. I could tell you how good Paul is at his job, but he still wouldn't give you the idea.
If you are looking for a person who can make you feel at ease, in tranquility, safety, relaxation, then Paolo is the right person for you.
I can only thank him for the time spent together. We saw beautiful places and his advice was invaluable. Paolo is precise, tidy, clean (which is essential on the boat) without ever being tedious or intrusive. The boat is perfectly equipped, with attention to a thousand details.
Paul you are really strong!
PS. A piece of advice to Paolo..... Paolo the engine of the tender :)
We had a very nice and educational week on the catamaran with Jos. Immediately after arrival we started - first with turns, then reverse and steer and finally dock. In the one week we visited Milna, Vis and the beautiful town of Hvar, anchored in great bays with crystal clear water and learned all sorts of sailing maneuvers in between. Jos is very competent and brings the necessary peace and quiet that you can do a lot on your own. We were on the catamaran with our 5 year old son and had a page completely to ourselves. But even in one of the spacious cabins, that wouldn't be a problem. The Lagoon 42 is modern, has plenty of space and each cabin has its own toilet/shower. We felt very comfortable and can highly recommend Jos. After the week of training, we have the confidence to be able to charter a catamaran ourselves in the future.
Ben is an experienced skipper with a deep knowledge of canarian waters! He is also super friendly and a great cook! I had an amazing time sailing around Lanzarote with him and the crew!
Perfect agreement between the man, Antoine, and the Pogo, wind, waves, paradisiacal spots, "funny" teammates, precise educational objectives, the whole contributed to the success of 100% of this "open sail" course! I recommend...
A nice experience. Boat in very good condition: beautiful, comfortable and fast! On board we immediately blended with a spirit of collaboration and desire to have fun. So we had a very good time both on land and sailing. Angelo is a highly experienced Commander at the helm and a guide in making known the places where you sail. Thank you.
I had an amazing sailing trip with Guido! It's a beautiful, comfortable and clean boat. Guido is very experienced and passionate about sailing. He's a absolutely safe sailor, is willing to teach you how to sail, shows you beautiful places and consider whatever you need. I can highly recommend to join he's boat and experience an unique journey!
Massimo is a very experienced skipper. Able to make you feel comfortable, respect the wishes of guests. On the boat with him I could learn many details of navigation that I did not know.
XX reasons to choose Sailsquare for you next TRAVEL IDEA
Find the adventure of your dreams from hundreds of sailing courses - with prices starting at €150 for weekends and €400 for week long trips.
Find your skipper from a community of several thousand local skippers driven by the desire to make you discover their passion for sailing and their sailing area.
Learn to sail while exploring magical places - only accessible by boat.
Share the magic of life aboard a sailboat with the other crew members.
Choose the experience that best suits your objectives, whether you are a total beginner or an expert.
Enjoy extraordinary experiences and realise your travel dreams - such as a transatlantic crossing, or Spitsbergen cruise. Or, if you prefer, participate in internationally renowned regattas - such as Antibes, Saint Tropez.
Sail all year round in more than 95 destinations across all the seas of the world: the Caribbean, Mediterranean, Pacific, Indian and even Greenland or Patagonia!
Tips to help you to better plan for your next sailing course or regatta holiday:
All you need to know about your next sailing cruise.
Learning to sail: how much does it cost?
You can find sailing courses from €150 on weekends and €400 on weekdays. This amount then varies according to several parameters such as the destination, style of the boat and proposed itinerary. Like with any other such experience, the cost of transport to and from the sailing trip, the participation in the ship's cash float (often around €150 per week), as well as the extras during your cruise, such as meals out.
The best destinations for an adult sailing course
Each destination is different and therefore so too are the possibilities. For a weekend sailing course, there is availability in more northern European destinations such as France - including Brittany, the French Riviera, the Atlantic coast. Across the Mediterranean, several areas are particularly well suited for a one-week sailing course: Croatia, the Greek Cyclades, the Balearic Islands, Corsica and Sardinia. For those who wish to combine learning to sail with the sun of the tropics, fly to the Caribbean Sea and sail in the paradise islands of the Grenadines or Guadeloupe.
I am a beginner - I am a pro. Is there an experience for me?
If you have never sailed before and would like to discover this new feeling, we recommend that you head for a discovery trip where you can learn how to steer, hoist, and handle the sails. For those who wish to improve their knowledge - including cartography, meteorology, night navigation, spinnaker, radios - recommend that you go on more technical and longer sailing courses (1 week or more) that will allow you to fully immerse yourself in the manoeuvres and life on board. For the more adventurous, cross the Channel, the Atlantic or the Mediterranean!
Sailing internship: Finally make your dream of learning to sail come true
There are dreams that can now be easily realised - learning to sail is part of it! No special knowledge is required to start sailing with a professional skipper who will gradually transmit his passion and advice to you during sailing courses corresponding to your level. Get ready to share unique experiences with other crew members and enjoy the friendliness of living on board a sailboat.
