The whole truth, and nothing but the truth. Reviews by those who have actually been onboard.

Here is what our travellers say about holidaying with Sailsquare.

Only those who have taken part in an experience can leave a review. Reviews based on real experiences lived.

Latest reviews.

Our trip from beginning to end was "plain sailing". Communication with Mike was great and he gave me confidence to book as this was our first time with SailSquare. Mike looked after us like we were family, nothing was too much trouble. He is so relaxed and calm and took so much time to explain how to sail, he's a natural teacher! I would not hesitate to go again. Thanks Mike.

Superbe croisière de Capo d'Orlando en Sicile à Nettuno sur 8 jours sur un bateau propre, grand, facile à manoeuvrer, en compagnie d'Alberto qui nous a fait vivre de belles expériences : baignade à la traine derrière le bateau devant Stromboli, dîner au port d'Ischia, arrivée inoubliable à Capri au lever du soleil, promenade avec vue à Palmarola, paddle dans une baie magnifique de Ponza. J'ai appris beaucoup de chose sur la voile et ai participé avec plaisir aux manoeuvres, mais sans jamais me sentir obligé. Le bateau est grand, propre, bien entretenu, fonctionnel et l'ambiance a bord toujours au beau fixe.

We really enjoyed our trip. The boat was nice and spacious though had it been a full trip then it would have been somewhat cramped. The sailing ended up being more challenging than I had expected as winds were quite high but we enjoyed that. Do take a waterproof jacket (we didn’t!). We did have to change the route because of the winds but we really enjoyed the variety of island stops - Places you would be unlikely to get to without your own boat. Rea was a great skipper and had lots of good tips of places to go on the islands .

I joined Alberto on his yacht in Sicily for a 7 day cruise to Nettuno in late September. The 52’ yacht was well maintained and fully functional with many luxuries including paddle board, snorkelling equipment, two fridges and electronically operated heads. Alberto was a very experienced skipper and I felt safe at all times. There was plenty of opportunity to learn as much or as little about sailing as you wanted during the week. We enjoyed many hours of cruising with the sails up and called at a number of beautiful Islands. Alberto found the most sought after anchorages and moorings as well as organising treks ashore which meant we saw the best of the Islands we called at. The crew were all great and I would recommend cruising with Alberto on his beautiful yacht.

It has been a magical week sailing around the Ionians with Andrea! He is very accommodating and welcoming, and despite early age does have some solid sailing experience and knowledge of the sea, navigation and weather conditions. Can't recommend highly enough to anyone looking for a sailing experience, and looking forward to another adventure in the sea! Alessandro was a great hostess during the journey, not only looking after the guests, cooking, cleaning for us but just a fun company to be around, taking us to hidden caves and arranging other fun activities!

We had a wonderful time on board. Great company, great food, manage to visit some really lovely little towns and hike the Path of the Gods. I feel completly zen after the holiday. Would highly recommend and book again.

Thanks to Alberto we had a marvelous week of 6 islands in 6 days, vulcans, grots, caves, increadible lagoons and sails. Alberto is friendly, cooperative and very helpful, he does not speak a lot but if you tell him about your needs, he takes them into consideration at once and adjusts the program. His boat is comfortable and well cared. He is not money oriented at all (some skippers bring you only to the places where they get commissions), on contrary he helped us to economize the money. He knows a lot and loves the sea and navigation. You feel well protected and cared when you are with him on the boat. We'll repeat the experience with pleasure, thanks Alberto!

George is the owner of the sail boats and he has at least 2 skippers that he works with (Eric & Georgios), so your experience can differ really depending on which skipper you get. George is a really cool guy with lots of great tips and local insider tips for taverns, caves and beaches, however, he is not the skipper. Our skipper was Eric. Eric is a polite person, we felt safe with him as he is a experienced sailor. Unfortunately, he preferred speaking French on the boat, which wasn’t so nice for the international crowd. My boyfriend was really curious to learn about sailing, but the English communication was an issue for that. I’d recommend the trip for French speaking tourists. He is also a bit introverted, so if you want to have someone entertaining the crowd, giving proactive advise, then this is not the skipper for you. However, overall Eric is a great person with a good heart. He brought us to some hidden gems for swimming and knows a few nice taverns in the area.

Fantastic week on the Giada. Amazing time and looking forward to sailing with her again in future :)

Highly recommended! Great memories with Riccardo, Giada and the team! Hope to come back soon!

Dears, Highly reccomend Marco as skipper (together with his TEam) ;-) Great experience, relaxing armosphere, clear roles, super food- what else can make you vaccations perfect? Great time!

una bellissima vacanza, un equipaggio molto bravo ed esperto, Massimo è un capitano bravo ed esperto, sono stato fortunato ad avere delle persone meravigliose ????

Una delle vacanze più belle della nostra vita, con il giusto mix di nozioni sulla vela, relax, e scoperta delle meraviglie naturali offerte dal parco marino di Tavolara. Per alcuni di noi era la prima volta in barca a vela, e devo dire che la vacanza è stata al di sopra di ogni aspettativa. Valerio e Ada mettono chiunque a proprio agio e sono stati estremamente gentili e disponibili per tutta la durata della vacanza. Un grazie di cuore! Alla prossima :)

I traveled solo to sail the Istrian Peninsula with Maurizio and other crew. È stato perfetto! In short it was a fantastic trip. A highlight was Maurizio’s thorough knowledge of the places we visited, his boat and sailing. Despite being the only non-Italian speaking member of the crew, all made me feel welcome and included me in conversations and laughter. I look forward to traveling with Maurizio again. Perhaps I’ll also add to my own sailing credentials as Maurizio is an accomplished instructor.

Barca comoda e bella, ottima cucina,!equipaggio top,sono adorabili padre e figlio!Lato da migliorare il rientro al porto L ultimo giorno, troppo presto ..e poche calette visitate.

Perfect experience! Sylvain is a really competent skipper and is truly passionate about sharing his knowledge with his crew. The whole crew was involved in all the activities on the boat, from deciding and calculating the route to all types of sailing manoeuvres. We all learnt a lot while also relaxing in beautiful beaches and sharing good Greek food in tavernas in the various choras we visited.

Emmanuel brought us to beautiful places and made sure everyone was experiencing a great week. He adapted to those who wanted to learn and those who wanted to relax. He is quick with a joke in multiple languages. Highly recommended.

We had a fantastic week sailing with Emmanuelle. She is an amazing skipper and as a family we always felt very safe at sail. Emmanuelle was always on hand to help out and is incredibly thoughtful. Sabir is a beautiful boat, but it did get a little hot at times at night, but it was a particularly hot week!

Magical trip…. Just magical!!! Our skipper Nicola was fenomenal in every sense of the word. Gorgeous sites, beautiful navigation routes, great music thanks to our DJ ( Grande Fabrizio) and the crew (meaning us…lol) was incredible. New friends made for ever. Would definitely repeat and recommend this amazing company!!!

Bellissima esperienza soprattutto per me che non sono mai stato in una barca del genere..grazie al mio skipper ho guidato a vela????…il mare della Grecia che ve lo dico a fare..gente super alla mano..feste a go-go..Strasoddisfatto????????????

First experience with CrazySail. Certainly, it will be not the last. Marvelous and magical moments throughout the trip. Astonishing locations, beautiful weather and the food on port was amazing. Our skipper Nicola was superb in every sense. He truly lives up to their motto "just crazy about sailing". I had no expectations and I am taking with me memories and new friendships that I will cherish a lifetime. What else can you ask from a holiday trip! My 2 recommendations is more free time at port and A/C on boat. Grande Nicola and the entire CrazySail team.

We were a family with 2 kids Andrea was an amazing skipper who took us for an amazing week across the Islands . This was our first long boat trip and will not be our last.

Esperienza bellísima, Mario è uno skipper molto professionale e attento. Ottimi anche i menu preparati da Stefano, altrettanto gentile e professionale.

Super sailingholiday. Giuseppe was very kind and in a good mood. He was always taking safe decisions both when sailing and in and around harbours and moorings. He knew the good places to swimm and the good restaurants. Will highly recommend the trip. Henrik, Denmark.

Our family of four (2 adults and two children aged 8 and 10) have just finished an amazing 14-day sailing trip with Francesco. We visited so many beautiful islands, coves and ports including Zakynthos, Kefalonia, Ithica, Lefkada, Kalamos, and Kastos. Francesco was a brilliant captain and we feel so grateful to have selected him. He was wonderful with our children, very relaxed whilst being extremely conscious of safety, and went out of his way to ensure that we had a well-balanced holiday that included sleeping in secluded bays, visiting charming fishing villages, eating in some wonderful tavernas and relaxing as a family. We would highly recommend Francesco for your Greek sailing adventure!

Bellissima vacanza con Paolo! È una persona affidabile e paziente. Attento alle esigenze di tutto l'equipaggio. Abbiamo navigato fra le stupende isole dell'arcipelago della Maddalena e nella costa della Corsica in totale sicurezza e relax.

Claudio è uno skipper fantastico che riesce sempre creare un’ottima atmosfera e che si prende cura di ogni persona a bordo assicurandosi del Benessere di ognuno. La sua esperienza di vela ti fa sentire sempre al sicuro e la sua passione per il mare è trasmissibile:) Il fatto che persone come me tornano per la seconda volta e non vedono l’ora di ritornare alle prossime escursioni organizzate da Claudio è già una recensione in se???? Grazie Claudio per questa settimana meravigliosa!! Ringrazio anche alle persone fantastiche che sono state al bordo e che hanno reso questa settimana piena di risate, ottime ricette e storie di vità!!!

Such a unique experience! Enrico was really great, he knows the sea like the palm of his hand, we felt secure the whole time, and he’s an amazing cook! Can’t wait to return next year! Grazie mille Enrico!

I spent some relaxing days on the beautiful islands of Ibiza and Formentera on board. Santo and Luisa smoothly sailed us from beach to beach and cook delicious meals. The plan changed slightly due to the winds, but that wasn't a problem at all! We got to know some calmer beaches on the north of the island. I totally recommend spending your vaccation with the company of Luisa and Santo :)

Dario was an exceptional skipper! The boat was spacious and clean. We had a great weekend and Dario was extreamly helpful and hospitable during the whole trip. We learned a lot about sailing, the lake, and the small surrounding towns thanks to Dario’s deep sailing experience. I would really recommend this sailing trip and Dario for everyone!

A truly great experience to go sailing with Alessandro and his girlfriend Sara. The hospitality was through the roof! Super delicious home cooked food morning, lunch, and dinner, and great sailing where you can join in on helping if you like. Unfortunately sailsquare only allows to give 5 stars. They have earned 6 :)

Amazing sailing trip. Alessandro is a great skipper, very experienced. Alessandro and his girlfriend Sara made us feel very comfortable the minute we boarded the boat. It was such a pleasure being in their company for a week. Great local cooking too. I can highly recommend a sailing trip with Alessandro and Sara! You will not regret it.

Bellissima vacanza con i nostri skipper Massimo e Giovanni ?????????????? all insegna del sole ???? del mare '???? del relax in navigazione ?? ,degli aperitivi ????????del buon vino???? ????della birra ???????? dell 'accento veneto ,toscano ,emiliano,genovese,,dei tuffi nel blu ???????e nell azzuro intenso del mare,??????? ottimo cibo???????????????? con i nostri uomini chef raffinati e come dimenticare le sfide serali a briscola chiamata in 8 con le carte trevigiane ????,che in realtà nessuno di noi equipaggio ha ancora capito bene fino in fondo ...????

Andrea è un grande. Abbiamo passato con lui una settimana nell'arcipelago della Maddalena. E' stata una bellissima vacanza. Lui non è solo uno skipper, è un amante della vela e una persona piacevolissima.

We had an amazing experience, one week sailing from Kos to Paros and passing by some beautiful islands of Dodecanese and Cyclades. Alessandro is a great skipper, he is a man of the sea. Even with 30+ knots, we felt safe and we really enjoyed the trip. With Alessandro and the rest of the crew we had a lot of fun, we were so lucky to meet amazing people that made the experience fantastic. Super suggested!

We did a week long mile-building trip with Elisa on a 13m sail boat in the Adriatic sea. Elisa was a great skipper, starting from the presail sign-up and instructions on the boat provisioning, to the sailing itself. Before the sail, she was able to quickly assess the skills of the crew and adjust the program, so everyone could enjoy the experience of learning something new. For me, all of the moorings we did at small bays and some of the manoeuvres (heave-to) were really cool things to learn. We felt safe on the boat, also during a 24 sail away from the shore. It was a great trip, I would recommend sailing with Lisa to everyone who wants to enjoy their week and learn more about sailing, she has several RYA certifications, a gold standard for a good sailor, and is also a very cool person :)

Vittorio is an expert skipper, he definitely made our trip the best it could be! He is professional and he looked after us, even in some tricky weather ;) He knows the best spots for volcanos and granita and it was a pleasure to be part of his crew for a week. Highly recommend, 5 stars!! Would love to go back again one day. Thank you (for the music) Vittorio!

“Riccardo… what a legend!” said our teenage son, and he’s right. Riccardo was a fantastic coach and made the boat a fun and safe place to be. He is a good sailor and knows the best places to go (my uncle has sailed 60 years in Mallorca and nodded sagely when we told him the itinerary Ricci took. He’s a good rock climber too. Riccardo… a legend… we’d recommend him to anyone!

Marco is very well-organized, responsive, professional, accommodating, informative, and fun to be around. It was a great pleasure to be a part of this trip around the Tremiti Islands with his capable leadership and flexibility to make each and every one on the boat enjoy their time to the maximum. He is very knowledgeable in both sailing and in recommending activities and excursions of the areas. I would be so lucky if I could join Marco in other future sailing trips!

Everything was great, Fabrizio and his partner are great hosts. We spent a really nice weekend.

Behind every memorable sailing holiday is a memorable skipper.

For the skippers on Sailsquare, sailing is much more than work, it's a passion.

Skipper appassionato, mi piace viaggiare, scoprire sempre cose nuove, Adoro anche la montagna, sono socievole,amico di tutti ma pretendo il rispetto . Sono sportivo , maestro nelle arti marziali, e mi piace leggere.

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Buongiorno a tutti! La vela ed il mare sono la mia grande passione, ma mi piace anche camminare, leggere e condividere I pensieri. Dicono che sono un compagno di viaggio sereno ed appassionato, capace di vivere la vela con semplicità e gioia. "Alla via", sali a bordo, issiamo le vele ed il Grande Blu...

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Vivo e lavoro a Milano da circa 10 anni ma la mia grande passione è il mare. Ho imparato ad andare a vela tra la toscana, la mia terra natale, e l'Isola di Capraia. Oramai conosco alla perfezione le isole dell'arcipelago Toscano, la Corsica e il nord della Sardegna. Adoro condividere le mie vacanze e...

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Siamo una Marmaglia appassionata di mare che naviga in barca a vela tutto l’anno organizzando divertenti vacanze e weekend. Ci piace pensare di star creando un grande gruppo di amici che hanno in comune l’amore per il mare e per il vento nei capelli. La nostra filosofia si basa su 4 punti fondamentali,...

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Istruttore di vela altura fiv e uisp, faccio attivita' su cabinato di mia proptieta' collaborando con scuole vela mare viareggio, utopia, skipper presso mondo vela. Esperienza in oceano .

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“Navigare mi piace, mi permette di vivere una dimensione adatta alla mia personalità”, Mi piace anche fare festa , nelle mie vacanze non servono antidepressivi ne sali minerali ma vino bianco e acciughe. Ci vediamo a bordo !

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Ciao a tutti, sono un appassionato di vela, di navigazione si....ma soprattutto della pace che si prova quando si spegne il motore e resta solo il suono del vento e lo scroscio delle onde contro le mura! Esperienza.....ho iniziato ad andare in barca a vela facendo corsi sulle derive all'età di 6 anni...

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Le vele sono le ali dei miei sogni, vado per mare appena posso, a vela, con un Van de Stadet 34, senza fretta, scrutando l'orizzonte che attimo dopo attimo riserva sorprese. In barca si vive il mare giorno per giorno e si condivide ora per ora con la voglia di staccare, immergersi, gustare, ascoltare...

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Sono nato a Palermo, praticamente in riva al mare, potrei dire che il mio amore per l'acqua salata è venuto alla luce insieme a me, ho sempre subito il fascino del vento e delle onde e sin da piccolo ho costruito il mio rapporto con il mare in maniera libera, senza vincoli senza incasellamenti in corsi,...

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Ciao sono Dario. Le nostre crociere sono delle vacanze in barca a bordo di comodi catamarani con equipaggio. Cabine con bagno privato, servizio di pensione completa e consumi inclusi. Partenze settimanali garantite. Belli e confortevoli i nostri catamarani hanno 6 cabine ospiti, una zona riservata all'equipaggio...

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Buon giorno a tutti! penso che l'entusiasmo e la voglia di vedere la parte positiva delle cose siano gli aspetti che preferisco del mio carattere. I primi giri sul lago li faccio a circa 12 anni con un piccolo motoscafo (anzi all'inizio non c'era il fuoribordo ma due remi di legno argh!) insieme a mio...

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Siamo una coppia che ha deciso di vivere il proprio sogno mettendo insieme la nostra voglia di viaggiare e quella di vivere in armonia con la natura…quale mezzo migliore per renderlo realtà di una barca a vela? Sardegna, Corsica e molto altro ancora…! Possiamo offrirvi la vacanza che avete sempre sognato…spiagge...

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Classe 1978. Luca lascia il porto di Livorno a 18 anni per trasferirsi a Roma e diventa Designer. Dopo 15 anni dedicati ai progetti più ambiziosi della capitale e conseguita la patente nautica illimitata, arriva il tempo per coronare i suoi sogni e le sue passione più grandi:" addio cara terra ferma...

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Mi sono appassionato alla vela, conseguito la patente nautica e acquistato il primo Bavaria 40 in società con un amico. Da poco ho acquistato un Bavaria 44 che utilizzerò per gite in Liguria e zone limitrofe noleggiando a privati la mia imbarcazione (con il sottoscritto come skipper). Vi attendo numerosi...

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Una grande passione per il mare trasmessa fin dai primi anni di età dal padre ufficiale di Marina. La passione per la vela si concretizza all'inizio degli anni 90 sul lago di Garda dove inizia la sua carriera a bordo degli Asso 99. Partecipa a vari campionati a "vele bianche" in nord Adriatico su barche...

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Passionné de voile depuis mon plus jeune âge, je me suis rapidement orienté dans une filière sportive. Je suis moniteur fédéral de voile depuis l'age de 18 ans à l'école de voile des glénans. Je passe le brevet d'état de voile en 1998 et deviens chef d'une base de voile légère de 1998 à 2001. En parallèle...

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Ho sempre viaggiato molto, amo vivere il mare e sono soddisfatto se le persone che lo vivono con me si appassionano, mi impegno molto in questo.... Io e la mia barca siamo disponibili per farvi provare questa bellissima esperienza.... che spero vi rimarrà nel cuore!

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Professionnel, je vous accueille pour des croisières ouvertes à tous, débutants et amarinés, sur un DUFOUR 50 CLASSIC. Je met mon expérience au service des amoureux de la mer ou de ceux qui veulent la découvrir, en proposant des croisières détente ou sportives qui vous permettront de valider des milles...

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Sono uno skipper di professione, nato a Milano ma presto adottato dalla Sardegna dove tuttora navigo e vivo.

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Sono molto esperto del lago di Garda nel quale veleggiavo fin da bambino. In possesso di patente nautica a vela e a motore entro le 12 miglia nautiche ho anche esperienza di charter in Croazia e nelle Baleari. Sono un ex Ufficiale di complemento degli Alpini e attualmente sono volontario autista soccorritore...

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Moniteur de voile diplômé d'état, Capitaine Marine Marchande, Je crée en 1986 mon école de croisières. En 2001, je dirige le chantier pour construire mon voilier avec lequel je participe à la course en solitaire "Route du Rhum". Je termine à la 4e place et remporte le record de distance sur 24 heures. En...

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Quand j'avais à peine un an mes parents décidèrent d'acheter un voilier en aluminium de 15 mètres et de partir à l'aventure. J'ai grandi sur ce voilier entre la Grèce et la Turquie. Mes parents m'ont fait l'école à bord par correspondance. Etant adolescent, je secondais déjà mon père sur des convoyages...

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Depuis 20 ans, j'enchaîne les saisons en Bretagne, puis en Méditerranée l'été, et aussi l'hiver aux Caraïbes. 18 Transats ! Ambiance toujours excellente. J'adore la voile conviviale et sportive, et le côté découverte hors des sentiers battus, en pleine nature.

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Ho iniziato da ragazzo a fare vela appena ho avuto la possibilità di comparare la mia prima barca, una deriva, un fling yunior a quel tempo disciplina olimpica. Ho fatto poi esperienza con gommoni da altura con i quali ho fatto campeggio nautico sia in Italia che in Croazia. Sono poi passato su barche...

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Marinaio d'acqua salata e dolce (ma dei grandi laghi americani). Skipper di imbarcazioni sino a 16 metri con equipaggio ridotto per crociere-vacanza, durante le quali adoro fermarmi alla fonda per la notte. Molteplici esperienze come membro dell'equipaggio di regate d'altura plurigiornaliere.

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A 22 anni avevo gia' la patente nautica senza limiti, avevo navigato in barca a vela come ospite gia' dai 15 anni in su in mini crociere in italia e in grecia su imbarcazioni di 12-15 metri. per circa 10 anni appena conseguita la patente nautica ho noleggiato varie barche a vela portando in giro amici,...

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Windart è passione per la vela, la musica, l'arte, l'avventura e l'adrelina. Siamo prima di tutto sognatori, skipper e appassionati delle cose belle e divertenti. La nostra famiglia ha l'obiettivo di creare e proporre vacanze indimenticabili, mettendo a fattor comune le nostre passioni, attenti a far...

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Sono un grande appassionato di vela e di viaggi Adoro cucinare! ,sopratutto primi piatti a base di Pesce, mi rilassa molto Amo coinvolgere le persone che salgono a bordo del mio Catamarano Oceanico Trasformando la vacanza in un'occasione di crescita e sperimentazione personale. La Vita è Breve, non...

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Che dire... vivo in barca, la vela è il mio stile di vita, libertà e rispetto per la natura e per le persone.

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Hello, Je suis un jeune skipper de 38 ans, belge, et je navigue depuis plus de 5 ans aux Canaries, plan d'eau que je connais par cœur, à terre comme en mer. Epicurien, pédagogue, cuisinier, mélomane, j'ai déjà embarqué plus de 200 personnes sur différents types de bateaux, et serai ravi de vous accueillir...

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Amo il mare e il vento, mi piace pescare ,cucinare e scoprire posti nuovi.

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Je navigue depuis mon plus jeune âge sur tous types d’embarcations à voile. J'ai pratiqué en compétition à un bon niveau en tant qu’amateur aussi bien sur des voiliers habitables qu’en catamarans. Mon plus beau souvenir est un tour du nord de l’Atlantique Nord en famille. Je souhaite faire découvrir...

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Hallo ich heiße Dominikus und bin 36 Jahre. Segle seit 5 Jahren und nun schon 3 Jahre durchgehend mit meinem Boot unterwegs. Habe den Atlantik 2 mal alleine überquert. Nun möchte ich anderen die Möglichkeit geben einen entspannten Segelurlaub zu haben und meine Erfahrungen als Einhand Segler weiter...

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Bin Geboren in Eindhoven - die Niederlanden. Bis 25 Jahr in Holland gelebt 1d fur Philips Hifi 1d Autoradio gearbeitet. 4 Jahre in Singapore gewohnt - gearbeitet, wo auch die erste 2 von 4 Kindern geboren sind. 6t 1991 wohne ich in Deutschland, 1996 in Bayern. 38 Jahre verheiratet mit meine Frau. Ab...

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Passione per la vela sin da bambino, agonista su derive in adolescenza, poi istruttore della federazione italiana vela, marinaio e skipper di barche di crescente complessità. Con la mia barca ho una simbiosi totale, e vi invito a salire a bordo per una rilassante avventura tra onde e racconti.

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Ho sempre avuto la passione di viaggiare all'avventura e scoprire mete lontane... La barca a vela mi può portare in luoghi sconosciuti e lontano dalla routine quotidiana, appena isso le vele la mia mente è già libera come il vento e pronta a portarmi in nuove avventure.

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My name is George and I have been sailing since childhood and professionally since 2009 on a full time basis. Apart of my homeland Greece I have experienced sailing seasons in France, Italy, Cuba, Burma and Thailand. Now established on Syros island right at the heart of Cyclades, I offer carefully crafted...

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Skipper da 20 anni per passione Senza vela......anche no??????????

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Since 2013, more than 25,000 travellers have been sailing through Sailsquare.

Since 2013, more than 15,000 sailing holidays have been created by more than 1,950 skippers, in 110 destinations across the world. More than 25,000 travellers have been aboard, leaving more than18,000 reviews. .

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