Ionian Greece Sailing Flotilla 2026
Ionian Greece Sailing Flotilla 2026
Dreaming of a week among new friends, turquoise sails, and Greek myths?
Our Ionian flotilla is your next destination. The boat will be your home: you’ll dive into the legendary waters of Ithaca, explore the blue caves of Kastos, and admire endless sunsets over the cliffs of Lefkada. Between a sunset drink at anchor, music on board, and the relaxation of hidden bays, you will experience seven days of pure freedom.
Sailing, new connections, and fun: your epic journey starts here.
What kind of experience is it?
Teaser video
What our guests say
Trustindex verifica che la fonte originale della recensione sia Google. Ottima esperienza.Pubblicato su Alessandro RotilioTrustindex verifica che la fonte originale della recensione sia Google. Ho partecipato all'ultimo Corso Skipper 2025. Esperienza bellissima, il coach Matteo è stato gentile, preparato e professionale, mette tutti a proprio agio. L'integrazione tra l'equipaggio è stata perfetta "a uniso". Grazie alla nuova barca da 51 piedi di Different Sailing la permanenza a bordo è stata magica e confortevole. Teoria e tanta pratica a 360, strumentazione di ultima generazione, winch elettrici e avvolgi randa sull'albero. Esperienza che tutti dovrebbero fare a prescindere. Dietro a tutto questo naturalmente c'è Simone, persona di grande esperienza e talento che da anni trasforma le persone in il veri marinai, velisti e comandati. Grazie Different SailingPubblicato su paolo RannoTrustindex verifica che la fonte originale della recensione sia Google. Corso skipper consigliato! Matteo un ottimo istruttore, e compagnia stupenda!Pubblicato su Alessandro MazzellaTrustindex verifica che la fonte originale della recensione sia Google. Appena terminato il corso skipper, è stata un’esperienza fantastica!! Grazie all’imbarcazione messa a disposizione e alla professionalità dello skipper Matteo abbiamo trascorso un fantastico weekend tra le isole di Ponza e Palamrola. Navigazione notturna, manovre di ancoraggio ed ormeggio, e tutto il resto per acquisire maggiore esperienza di vela, hanno reso il corso uno steep fondamentale per continuare a praticare questa passione. Spero di uscire di nuovo in mare quanto prima con Different Sailing !!Pubblicato su GIORGIO STAZITrustindex verifica che la fonte originale della recensione sia Google. Esperienza bellissima sia sotto il profilo "didattico" ( si impara davvero stando sul pezzo!) che umano avendo avuto la fortuna di far parte di un gruppo davvero top!!! E grazie a Matteo che ci ha davvero lasciati "liberi di imparare" senza timore per i nostri errori, ma lasciandoci tanta libertà di sbagliare, capire ed imparare per non sbagliare più. A presto!Pubblicato su Fabio FilippiTrustindex verifica che la fonte originale della recensione sia Google. Ho appena completato un corso di 3 fine settimana con different Sail con l’istruttore Matteo. Mi sento veramente di consigliare questo corso a tutti quelli che vogliono diventare più sicuri e capire bene cosa come si gestisce una barca a vela. Matteo è stato bravissimo nel mettere a suo agio tutti dando consigli utilissimi e pratici. A fine corso io ho raggiunto l’obiettivo che avevo. Straconsigliatissimo e grande MatteoPubblicato su Mauro CostantiniTrustindex verifica che la fonte originale della recensione sia Google. Esperienza fondamentale per la sicurezza di comando di una imbarcazione. Seguire le indicazioni di Differen Sailing e confrontarsi con altri futuri Skipper è stato di grande aiuto per me. Un ringraziamento sentito al Comandante Alessandro e a tutto il meraviglioso gruppo con cui ho condiviso questa bellissima esperienza. Buon vento a tutti.Pubblicato su mario brossTrustindex verifica che la fonte originale della recensione sia Google. Grazie Alessandro e grazie Simone, il corso di conduzione di Catamarano è stato rispondente alle mie aspettative soprattutto abbiamo eseguito ormeggi in condizioni di vento sostenuto e ha formato anche un bel gruppo di persone. Sicuramente ci rivedremo per altri corsi. Buon vento ⛵️🤙Pubblicato su stefano orlandi
Full Itinerary
Ionian Greece 2026: Seven Islands, One Crew 🇬🇷
Forget the usual holiday: this is the week where “hellos” instantly turn into friendships. It all begins on Saturday in Corfu with the first toasts, before setting sail toward the wild blue of Erikoussa. Monday is for exploring Mathraki, but the real thrill comes at midnight: an epic night sail under a billion stars toward the heart of the myth.
Tuesday’s dawn will reveal the paradise of Antipaxos, with waters so bright they’re blinding, followed by a chic evening among the charming alleys of Paxos. On Wednesday, we’ll be enchanted by Parga, a postcard-perfect clifftop village, while Thursday brings the explosion of our final boat party at the Blue Lagoon: music, rafted boats, and synchronized dives. Friday we head back to Corfu for the last sunset toasts before Saturday morning’s farewells.
Seven days, four boats, an indescribable energy. Unplug. Sail & Have Fun.
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IMBARCO
Our journey begins in Gouvia (Corfu). Check-in: 5:00 PM
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SBARCO
Our journey ends in Gouvia (Corfu). Check-out: 09:00 AM
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Boarding in Corfu
SaturdayThe Crew is Born! We step on board at Gouvia Marina: cabin assignments, a quick briefing, and then off for the provisions run (the first true group ritual). The afternoon is all about settling in, getting a feel for the boat, and most importantly, getting to know each other: four crews, one single atmosphere.
The evening brings our first dinner together and the flotilla’s opening party—the moment where “hellos” turn into names, and names already become friends.
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First Bays, First Sunsets, First Boat Party
SundayWe set sail early: dives at Nisis Vido, lunch at anchor in Galiskari, and then on toward Erikoussa. We arrive in the afternoon with a sunset at sea and our flotilla’s signature evening: drinks, dinner, and a party under the stars.
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Wild Islands & Night Sailing Magic
MondayA morning of swimming and relaxation in Mathraki, followed by Othonoi with its breathtaking waters and (weather permitting) cave explorations and excursions. At midnight, the adventure truly begins: night sailing toward Antipaxos. Relaxed watches, a sky full of stars, and the flotilla gliding through the dark like a small, epic odyssey.
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Dreamy Antipaxos, Then Paxos Lights Up
TuesdayDawn and anchoring in paradise: Paralia Voutoumi (and nearby bays), turquoise waters, and a postcard-perfect lunch. In the afternoon, we arrive at Paxos (Gaios): mooring, a stroll through the narrow alleys, and the harbor all lit up. The evening: dinner and a night out on land, clubs, toasts, laughter, and that special vibe that turns the group into a true crew.
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Scenic Parga: The Night You’ll Remember
WednesdayA short sail toward Parga: a clifftop village, incredibly picturesque, surrounded by stunning bays.
An evening on land among the narrow streets, dinners with a view, and authentic Greek vibes: Parga is one of those places that stays with you forever. -
Blue Lagoon & Party Time!
ThursdaySetting sail for the Blue Lagoon: diving into crystal-clear waters and choosing the perfect bay at a glance.
After lunch: the final boat party with the fleet rafted together, music, drinks at anchor, and group photos to capture the moment. -
Last Dives, Last Toasts... and Back to Corfu
FridayReturning to Gouvia, refueling, and then one last bay for lunch and a swim.
The evening: the final party, numbers exchanged, and that classic promise: “See you again soon!” -
Hugs & Farewells
SaturdayDisembarkation by 9:00 AM.
Pricing details
999,00 € 799,00 €-20%/person
- Included
- Sailing yachts equipped with all safety certifications and legal operating licenses
- Professional Instructor/Skipper
- Accommodation on board (overnight stay)
- NOT included
- Provisions (Food & Galley)
- Skipper’s meals
- Alcoholic beverages
- Mooring fees (Ports, Marinas, and Buoy fields)
- Fuel
- Final cleaning
- Bed linen and towel kit
- Dinghy and outboard motor
- Membership card
- Mooring fees at the boarding/disembarkation port
How to get here
By Plane
The nearest airport is Corfu International Airport “Ioannis Kapodistrias” (CFU). From the terminal, you can reach Gouvia by taxi or rental car in approximately 10–20 minutes, depending on traffic and your specific destination on the island. There is also a local/intercity bus service with stops toward Corfu Town and various resorts along the east coast that serves the Gouvia area. For those arriving at mainland airports (Athens, Thessaloniki), connections are available via domestic flights or by traveling overland and taking a ferry to Corfu.
By Ferry / Hydrofoil
The main maritime connections to Corfu depart from the Port of Igoumenitsa. Regular ferry and hydrofoil services operate between Igoumenitsa and the Port of Corfu, with travel times ranging from 1 to 2 hours depending on the type of vessel. The companies covering this route include national and local operators, with increased frequency during the summer season. From the Port of Corfu or the main pier, you can continue to Gouvia—located on the island’s eastern coast, a short distance from the central port—via taxi, local bus, or car.
- Yes, if you dream of a week surrounded by turquoise waters in the company of new friends.
- Yes, if you want to live aboard a sailboat that will be your home among secret bays and charming Greek harbors.
- Yes, if you are looking for the perfect mix of sailing, sunset drinks, and boat parties filled with music and laughter.
The Different Sailing Ionian Flotilla is an experience tailor-made for you: an unforgettable journey where relaxation meets adventure. Our target age is 23–45, and our goal is to create balanced crews to guarantee the perfect vibe. Together, we will share dives into paradises reachable only by sea and magical evenings, immersed in one of the most fascinating corners of the Mediterranean.
Those who join our Ionian Greece flotilla share a love for the sea, nature, fun, and the sailing lifestyle. Our itinerary, shared by all boats in the fleet, features swimming stops in the most beautiful and wild bays of the Ionian Islands, discovering hidden corners reachable only by sea. These moments are balanced with social events and parties both on board and ashore: sunset drinks, dinners in charming Greek harbors, evenings together, and boat parties.
Life on board is an integral part of the experience and relies on everyone’s collaboration, taking care of one’s own space, and respecting the boat’s equipment—all within a relaxed and convivial atmosphere.
Our boats
FAQ
If all cabins are occupied by guests, the skipper—and any other crew members, if present—will sleep in the dinette (the common living area inside the boat).
Double cabins are usually assigned to those traveling as a couple. If you book individually, you will share a cabin with another traveler of the same gender. The final crew lists and cabin assignments for the flotilla will be finalized and communicated close to the departure date to account for all bookings.
No, it is not possible to reserve a cabin for single use. All cabins are shared among participants to maintain our group travel formula.
After the initial briefing, the crews will head to one of the supermarkets near the boarding port for the very first group ritual: shopping for the week’s supplies!
The atmosphere on board is relaxed and informal, and everyone is involved in daily activities—such as cooking and keeping the boat tidy—to embrace the spirit of sharing that defines this type of holiday. Tasks that might seem like chores at home become pleasant moments of conviviality and connection with the group.
A soft duffel bag is required so that it can be easily folded and stored away. Please avoid hard-shell suitcases and trolleys, as they are difficult, if not impossible, to stow on board. A small backpack or a beach bag can also be useful for trips ashore.
No, no previous sailing experience is required to participate in this adventure.