Nachdem Simone 15-Jahre im Bereich der Informationstechnologie tätig war, wirft er seinen Anker bei Sailsquare.

Er träumt in naher Zukunft von einem das Sailsquare-Büro mit Meerblick. Außerhalb des Office liebt er es zu segeln - am liebsten bei Neumond unter dem Sternenhimmel.

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Seine Lieblingsankerpunkte sind kleine und charmanten Häfen der Kykladen und Balearen sowie versteckte Buchten inmitten beeindruckender Kalksteinfelsen.

Riccardo ist Experte im Bereich der Online-Kommunikation und arbeitete über 15 Jahre in Media Agenturen als Teamleiter und Account Manager.

Schon als kleiner Junge mochte er Boote lieber als Fußball. Im Alter von 40 Jahren steuert er gemeinsam mit Simone das Unternehmen Sailsquare und ist der Überzeugung, dass das Internet und soziale Medien die Art und Weise der Organisation von Segelurlauben ändert.

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Er ist verzaubert von Griechenland und Korsika, sein Traum ist es jedoch, die Welt auf einem Boot zu umrunden ... am Besten mit Zugang zu WLAN.

Matteo ist begeistertert von IT seitdem er denken kann. Er hat einige Jahre Erfahrung mit informationstechnologischen Lösungen für interne Zwecke und den offenen Markt.

Er ist begeistert von Mailand, Flottillen, Innovation, Business Management und Technologie. Neben seinem Job bei Sailsquare geht er seinen größten Leidenschaften nach - Er verbringt Zeit mit seinen Kindern, segelt oder bringt sich etwas Neues bei.

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Er liebt das Meer, seine Farben, die Menschen und die bezaubernde Landschaft der kleinen Inseln der Zykladen. Segeln, Freunde und Spaß bringen ihn auf andere Gedanken als dem Wunsch nach einer schnellen Internetverbindung.

Francesca kam 2015, im Alter von 30 Jahren, zu Sailsquare. Damit erfüllte sie sich ihren Traum, ihre Leidenschaft für das Segeln zu ihrem Beruf zu machen. Vorher sammelte sie bereits Erfahrung in den Bereichen Werbung, Marketing und Eventmanagement in London, Sydney und Mailand.

Ihre Liebe zum Segeln entdeckte sie in der Segelschule Centro Velico Caprera, wo sie feststellte, dass sich ein Sonnenuntergang am besten an Deck eines Segelbootes genießen lässt.

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Sardinien, Sardinien, Sardinien! Nicht das Sardinien, bekannt für seine Clubs und wilden Partys, sondern das Sardinien, welches man vom Meer aus sehen kann ; Umgeben von kristallklarem Wasser, weißen Felsen, mit atemberaubenden Sonnenuntergängen und dem Geruch (und Geschmack) von Mirto.

Direkt nach dem Abschluss ihres Studiums in Medien und Kommunikation kommt Giulia 2016 zu Sailsquare. Zuerst nur für befristeste Zeit, doch schon nach wenigen Monaten wirft sie in ihrem neuen Hafen dauerhaft den Anker.

Giulia liebt Serien und ist verrückt nach dem Reisen. Ihre Freizeit verbringt sie im Kino oder damit von neuen Abenteuern zu träumen. Sie plant regelmäßig voller Vorfreude ihr nächstes Erlebnis, um sobald wie möglich wieder ins Flugzeug zu springen.

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Was das Segeln angeht ist Giulia ein Neuling, aber die Erzählungen ihrer Kollegen faszinieren sie. Sie kann es kaum erwarten, bei ihrem ersten Törn die Segel zu setzen.

Graduated in accounting, she immediately started working in an accountancy firm where she remained for several years. Tired of deadlines, she has looked around for new horizons, until her arrival Sailsquare where she can combine her accounting knowledge with the passion for the sea.

Passionate about TV shows and books, lover of exhibitions, passionate about fashion and fine food, she tries to reconcile her passions with being a mother of two children. Deeply in love with Italy, she tries to travel her country between the seaside, mountains and cities.

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After a holiday in Cilento carved in the heart, she dreams of being able to repeat the adventure...maybe this time on a sailing boat!

Nach dem Abschluss ihres Studiums in Media Languages arbeitete Veronica in den Bereichen Werbung, Eventorganisation und Marketing. Sailsquare entdeckt sie als sie ihren Vater mit einem Segelurlaub überraschte. Sie war derart überzeugt von dem Service und den Leistungen, dass sie sich dazu entschied an Bord zu kommen und Teil der Sailsquare-Crew zu werden.

Mit ihrer Leidenschaft für gutes Essen und Gesellschaft verpasst sie keine Gelegenheit ein Gourmet-Dinner für ihre Freunde zu organisieren oder auf Partys neue Freundschaften zu schließen. Als kreative Person ist sie überzeugt davon, dass das es sich lohnt über den Tellerrand zu blicken, um gute Entscheidungen zu treffen.

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Sie ist tief verwurzelt mit der Natur und liebt Tiere. Darüber hinaus ist Veronica fasziniert von der orientalischen Philosophie. Sie träumt davon, die kristallklarsten Meere und die unberührten Inseln des Indischen Ozeans auf einem Segelboot zu entdecken.

Nachdem er sein Studium der Politikwissenschaften abgeschlossen und einige Zeit als Lehrer gearbeitet hat, entschied sich Luca dazu, die Segel zu setzen und in ein neues Abenteuer zu starten - Er wollte die Herausforderung Sailsquare annehmen. Luca ist extrovertiert und hat eine Leidenschaft für Sprachen sowie für das Teilen unvergesslicher Erfahrungen. Er konnte sich die Gelegenheit nicht entgehen lassen, seine Motivation und seine Kreativität bei Sailsquare unter Beweis zu stellen.

In seiner Freizeit verschlingt er Bücher, liest Zeitung oder genießt das mailänder Nachtleben ... außerdem schätzt er seine Gewohnheiten, wie mit seinem geliebten Labrador Fiona spazieren zu gehen oder spontane Wochenenden am Meer zu verbringen!

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Während er sich insgeheim wünscht, an den exotischen Häfen des Indischen Ozeans anzulegen, kann er es kaum erwarten, seinen nächsten Segeltörn an der französischen Küste zu starten. Er meint - "Hier ist es sonnig und ein bisschen ruhig, das passt zu mir."

Gian Marco got a linguistic diploma and afterwards he reached the bachelor's degree in Communication. He has found a reference in the nautical world right from the first work experience, collaborating for some innovative start-ups and working in-house drafting on pleasure boating. A few miles on a sailing boat, but a lot of theory and a lot of work behind the scenes of a very fascinating reality. Today Gian Marco is a Skipper Operations Specialist at Sailsquare and supports our customers looking for experiences on the platform.

But not only does man live by sailing. Gian Marco also cultivates a great passion for football, both in the stands, and as a coach of children. He also loves improvised rap. It is not very strong but .. always has time to improve!

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He is predisposed to live new experiences all over the world, as long as he could breathe the western Ligurian air at least once a year. It’s all about roots!

Graduated in Tourism Economy, she arrived in Sailsquare only two months after the degree. She is one of the youngest people of the team. This is her fisrt experience in a dynamic reality like this and she wants to learn and to put into practice what se has studied. In love with her three dogs, she loves reading, going to the cinema but first of all she loves photography.

She never travels without her camera. She dreams of visiting the biggest number of countries and learning different cultures and customs.

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During a university project she visited Maldives and she explored the beautiful coral reef that she fell in love with. Her dream? Take photos at the Hawaii’s coral reef and learn how to surf on the waves of Australian sea.

Marco began organising sailing holidays during his university years and he hasn’t stopped since. In 2003 he founded forSailing, a sailing association which soon became the benchmark in the world of Italian sailing schools.

After a few beers with Simone and Riccardo, he sensed the possibility for sailsquare to enter and shake up the nautical tourism market, and decided to join the crew.

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Despite having a soft spot for the Cyclades Islands, he loves any area, especially the little-known ones. Actually, more than discovering new places, he loves to meet new people and show them what the sea's taught him over time.

Lodovico has worked in both Italy and abroad for several international law firms, gaining extensive experience in all aspects of corporate law (M&A, joint ventures, financing, listing, etc.)

He immediately developed a passion for sailsquare due to its international nature and has promised to take it onto the stock market.

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He loves long journeys, provided that on arrival he finds a good martini cocktail and a shelter, nicely protected from the wind, where he can immerse himself in his favourite reading material

You have founded one or more successful startup companies and have strong connections with the startup ecosystem, especially abroad - in the UK and Germany?

She is an investor and/or advisor of other initiatives, particularly in the world of the sharing economy and collaborative consumption, and of course, from time to time, she zigzag across the waves on a sailboat.

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You can describe Frankie with some simple words: a passionate skipper, a big smile on the face, witty humor and a lot of energy. He loves to travel in every possible way: on foot to explore hidden treasures, by bicycle for short trips, by car to feel the power of speed, by plane for long distances and by sailboat!

He met Sailsquare years ago, after learning the basics of sailing and deciding after some engaging trips to obtain the nautical license. He really appreciates solitude and privacy, but at the same time he cannot stay without good vibes and lot of noise. His trademark? An air of mystery behind him, just like a respectful sea man.

Varki loves sailing in all its shapes: sailing alone to relax for a while, sailing in a flotilla to have fun. He loves to meet new people on a trip because he thinks a travel is first of all among humans.

Thanks to sailsquare and its flotillas he found a perfect balance between relaxation and wild parties all night. Celebrations usually don’t stop at the end of a holiday, as he tries his best to keep contact with sailsquare crews. Come ashore and join him for a Prosecco!

Federica is a sunny and straightforward girl who’s travelled the world since she has memory, even though she could give her body and soul to Milan. She’s addicted to reading and music, besides relaxation holidays as well as flotillas.
She gets to know sailsquare in 2015 and now she cannot stay away from it: each holiday is a chance to get onboard and meet new people, whatever the season.

Passionate skipper and graphic designer, he’s always smiling and enthusiastic. He discovers sailing almost by accident and find it extremely fascinating: to him, sailing and living by the laws of the sea is the best way to relax and get away from the noises of the city.

With Sailsquare he discovers a new way of sailing with new friends who love the sea and with whom he can share unique moments, on board and on the ground.

Edoardo is a boy from Southern Italy, born in a little city by the sea, Termoli. He later moved to Milan to follow his dream of becoming an engineer. Extremely curious, he loves to wander and meet new people around the world, like a real global citizen.

His restless nature made him fall in love with the sea, that it his greatest joy in the world since he was little. This is the reason why he decided to join Sailsquare, to sail and live that feeling of freedom that only the sea and a sailboat can give you.

Un mix interessante scorre nelle sue vene: Karin è per metà Bergamasca e per metài Catanese ed è da sempre stata portata per mare in barca a vela, prima da suo padre e suo fratello, ora dal suo fidanzato skipper.

Karin adora la vita di bordo a 360°: le piace navigare, scoprire cale nascoste dove fare lunghi bagni, organizzare e preparare aperitivi. Non è un tipo “party-hard” ma non si tua indietro per fare festa a bordo e a terra.

Luca is a typical man from Tuscany, big-hearted and always ready to joke. Inside the community, everybody calls him the Gentle Giant.
He navigates among Elba Island, Corsica and Sardinia with his beloved Selenia, making tours for families with children as well as young people. He’s one of the first skippers who published experiences on Sailsquare platform and navigates reminding the motto “my boat is your boat”.

Green eyes, bright smile and a lively personality. Three features to describe Valentina, an unstoppable traveler who knows how to relish every single aspect of sealife, sailing and nature. Onboard, she convinces everybody to have party with her limitless energy.

She joins sailsquare in summer 2014 and since then she always brings new friends onboard.

Martina lives in Milan, but she flees to the sea every time she can, being it her the source of energy. Three things she can’t live without: being in contact with nature, making new friends and travel without borders: good news is that she gets it all when traveling with Sailsquare.

On holiday, some people hate to have salt on their body or to deal with a mischevious wind. Francesca is quite the opposite: she would sell her soul to the devil to enjoy these sensations everyday. Her first sailsquare holiday dates back to 2014 and since then she’s come back to the sea at least 4 times a year, always gaining suntan and much envy by her friends.
In fact, they call her Sea Stalker, as she cannot keep her mouth shut when it comes to sailsquare holidays!

Born in Bari, Dario is pushed forward by an intense passion for travelling and the sea. In 2015 he finally gets onboard with Sailsquare.
He learns to sail in London and since then he hops between the Ocean and the Med. His dream is making a sailing world tour, in the meantime he trains by preparing Spritz cocktails for his crew. What does he miss the most when he’s not on board? Anything, starting from the wake-up dip, to starry skies and dinners overlooking the open sea.

Organizing personality and social media addicted, Vincenzo meets sailing by chance, thanks to his uncontrollable curiosity. In spite of moving from his peaceful Calabria to a frantic Milan, he doesn’t forget to practise his favourite sports or visit his friends around the world.
He starts his relationship with sailsquare after joining a flotilla, the best idea for him to have fun: the more we are, the more we laugh!

Lorenzo’s backpack goes anywhere, strolling in museums or in the mountains; sailsquare has proudly taken credit for introducing it to the sea. His owner was born in Marche, then moved to Tuscany and finally settled in Lombardy three years ago, where he learnt to get used to city life in spite of being far from the sea.
Lorenzo loves sports and life outdoors, he is a reflective guy and reading addict who feels the urge to share with others what he really believes in.

Hosted by Tuscany, Adelaide loves ridesharing and everytime she does it, she takes her camera to “capture the moments she lives”. She joins sailsquare thanks to #blablasail experience and falls in love with it.

Even though she was born in Umbria, a region without sea, she was raised with the motto: “the sea will ease the pain”. This is something that she always bears in mind and that made her able to live her passion in all seasons.

His destiny was written in the waves: he was born in a family of fishermen just a few steps from the sea, and his first real marine experience was at the age of 3 when his grandpa took him fishing at dawn.
Turning 14, he builds a mini trimaran with his friends using leftovers from a nautical shipyard and an abandoned sail: since then he’s never stopped sailing, preferring the sound of the wind to any other music.

Giovanni is a man of science who has a soft spot for sunsets and literature. He comes across sailsquare in one of our flotillas and drink after drink… he understand the importance of sailsquare for him, as it makes him feel like Ulysses in a boundless sea.

Besides being an engineer, Valerio is a former competitive swimmer. Don’t get deceived by his serious and solitary behaviour, because once he gains confidence with the crew he becomes the life of the party, pulling out one of his well-known smiles.

He found in Sailsquare the best way to balance his passion for the sea with spending time with old and new friends; onboard, he’s always willing to help and record the most noteworthy moments with photos and videos.

Born in Bergamo, he moved to Modena to manage his start-up company, he’s a strong supporter of sharing economy. Using carsharing, he discovers #blablasail contest, thanks to which he gets to know sailsquare and the beauty of the open sea.

Inspired by the idea that the sea is not only near the coasts but first of all in your heart, he decides to be part of sailsquare’s ambassadors and spread the word.

Francesco knows sealife very well, being born in Tremoli and growing up in Gargano; however, his first encounter with sailing is surprisingly in...Milan! Once he obtains his nautical license, he tries to make up for sea distance buying a Meteor in Lake Maggiore.

When he gets off the boat, he would set sail again immediately if he could, because he already misses daily laughs and his new mates.

Maddalena comes across sailing on a lazy summer day, and gets closer to it little by little. First with a weekend excuse, then things get more serious with a winter flotilla in Caribbean seas; eventually love explodes, followed by a holiday in Croatia and short but intense weekends branded sailsquare during the year.

A sailing holiday is definitely her type: everytime they meet she is always carefree and doesn't feel the urge to wear make-up; besides, sailing is not jealous and allows her to dedicate a lot of time to make new friends.

You could have never told that Massimo would have met sailsquare, given the fact he was rescued while drowning in a pool. But in life, never say never: even though he still avoids pools, he couldn’t resist the call of the sea: starting from inflatables in Cesenatico he reaches A-class catamarans on Lake Garda, taking part also in regattas and, why not, simply enjoying boatlife as a tourist.

What he loves the most is writing and telling stories about people that do what they are passionate of, considering them the only ones who deserve to be called “successful”.

Since he was a child, Luca has lived between Rapallo and La Spezia due to his father’s job. Turning 18 he buys his first cabin cruiser and sails in the Gulf of Poets, land of pirates and pub habitués. The sea has always been his element and he’s enthusiastic to live it fully.

After a while far from the sailing activity, now he’s more into it than ever and ready to go far with the winds in his favour.

After a while far from the sailing activity, now he’s more into it than ever and ready to go far with the winds in his favour.
Once Luciano landed in Milan he immediately felt homesick, being born and raised just a few steps from the sea. How to get over it? Sailing holiday, for sure!

Licensed and passionate, he’s willing to help in the manoeuvres and take the helm. However, whenever things gets tough…he prefers to have a drink rather than taking the helm. A quick opinion on sailsquare holidays? “They are a curse, just like the sirens to Ulysses!”

This adventurous New Yorker has a very international background. In her free time, she's usually singing, dancing, reading and cheering on her favorite football team, but travel is her biggest passion.
Tzena has backpacked around the world, yet is new to sailing. It has always been her dream, but seemed so out of reach until she learned about Sailsquare. One week sailing in the beautiful Maddelena archipelago with a fantastic crew got her hooked and now sailing is a regular part of her life. There's almost no better way to travel and make new friends!

Born in Rome in a Calabrian family, she’s in love with the sea, a bit less with finding herself not bikini ready. She becomes popular for her #LetterinaAJohnnyDepp, but she is already known for the witty humor of her blog “Non Conto Fino A Dieci” since 2012. Like in the best love stories, during her first time on a sailboat she had her stomach upside-down: since that day antinauseants seemed the only consolation, but little by little Dorotea realized she couldn’t stay away from the sensation of being barefoot, make-up free and having her hair in the wind.

Dorotea detests staying quiet at home, so she’s always searching for new horizons to admire, new hands to shake, places to explore, limits to overcome (such as giving up your wardrobe and hair straightener for ten days of navigation). Give her the scent of the sea, a tasty mojito and she’ll be yours forever. Or at least ‘till the end of the travel.

Hailing from Rome, He’s a pro journalist and photographer, he owns his photography studio and one of the first coworking spaces of the capital city. He gets to know the newborn Sailsquare as he’s always seeking for communities and everything concerning environment, spaces and ideas sharing.
Unstoppable traveller, he approaches the sea a bit late, but it is love at first sight: he’s certain that the sea, the wind and the sun are a powerful remedy.
When he’s onboard, he’s able to get everything he needs to live and travel peacefully. For him, the boat is a place where he can meet many interesting people, just like he was in his study.
Excellent swimmer, lover of immersion and fishing, he can stay at the helm and take care of manoeuvres. He sailed in Tuscany, Pontine Islands, Aeolian Islands, Sardinia, Corsica, French Riviera and Balearic Islands; his big dream? An oceanic passage!

“Vulcano” is her middle name: she talks much, she smiles much….she lives much! She adores the sea, the wind in her hair, taking a swim as first thing in the morning and fall asleep under the stars. When on board she loves to cook (and eat!), meet new people and discover new places. Her favourite hobby? Laughing!
First time with Sailsquare in December 2015, on a Caribbean cruise: guided by the desire of meeting new people and doing something different, “by herself but not by herself”. That’s the beginning of a wonderful story made of sun, sea, happiness, sweet escapes, dinners...that’s because with Sailsquare it’s easy to make new friends and enjoy life with them!

Marina, “a young girl aged 52” is a high school professor and loves the sea in any season of the year. She loves comfort, but she’s very flexible whenever she finds herself in a pleasant situation. Sociable and curious, she loves to give support at cooking. Just one small fault: she hates cold so bad and taking a dip is a real agony… but whenever her sailmates and the blue sea are calling… she never gives up!

She gets to know Sailsquare during a solo escape from the world: she instantly books a holiday without thinking about what could be coming next, and she couldn’t have made a better choice! She finds out that meeting strangers is more relaxing then expected, thanks to a wonderful company on board and an overwhelming holiday.

Belonging both to Veneto and Campania, Marialaura always has a smile on her face, bringing sunshine wherever she goes.
Being a real lover of the sea and tropical weather, the destiny made her come across sailsquare. It must have been love at first sight, since she joined two experiences in Elba Island and Croatia in just three months. Always seeking for new adventures, she only gets on board with... “people she likes”.

Elena’s long story short: “wherever she is, she’s fine with it”: flexible and totally okay with any situation, she loves to travel on her own to meet new people along the way. Lively and feisty, she is devoted to physical activity. Yoga and basketball in winter, beach volley and lot of sailing during the summer!

When she recognized Sailsquare as a new way to live the sea, she hopelessly fell in love with it. One of the most thrilling sides of it is creating new friendships on board and keeping them alive in the end, no matter the distance.

You can’t stop planning the next adventure for you and your friends? Are you unable to sit still and leave out somebody from your ideas? Have you joined a holiday with sailsquare and now you can’t help talking about it all day, even if you are at the dentist’s or in a laundry service? You definitely deserve a place under our spotlight. Become ambassador and enjoy all your perks: credit to spend for your next holiday, gadgets, invitations to exclusive events and much more. Become Ambassador